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CHI - SAT

$42 Find cheap flights from Chicago to San Antonio

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Antonio departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to San Antonio

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Antonio, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Antonio, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to San Antonio (CHI-SAT)

 
These are the cheapest deals for flights from Chicago to San Antonio currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to San Antonio

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to San Antonio.

Recent one-way flight deals from Chicago to San Antonio

Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Antonio found on KAYAK recently.

Recent last minute flight deals from Chicago to San Antonio

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to San Antonio.

Recent direct flight deals from Chicago to San Antonio

The latest deals for direct flights from Chicago to San Antonio so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to San Antonio

Find recent round-trip train or bus tickets from Chicago to San Antonio.

All round-trip flight deals to San Antonio

The cheapest plane tickets to San Antonio found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:33 am - 12:20 amORD-SAT
13h 47m1 stop
5:50 am - 4:40 pmSAT-ORD
10h 50m1 stop
$77Spirit Airlines
Find Deal
Tue, Sep 10 - Wed, Sep 11
10:33 am - 12:20 amORD-SAT
13h 47m1 stop
5:50 am - 5:27 pmSAT-ORD
11h 37m1 stop
$87Spirit Airlines
Find Deal
Tue, Sep 10 - Wed, Sep 18
8:00 am - 8:19 amORD-SAT
24h 19m1 stop
9:19 am - 12:11 amSAT-ORD
14h 52m1 stop
$142Frontier
Find Deal
Thu, Aug 22 - Sat, Aug 24
9:53 pm - 7:08 pmORD-SAT
21h 15m1 stop
8:34 pm - 6:18 pmSAT-ORD
21h 44m1 stop
$168Frontier
Find Deal
Wed, Jun 12 - Wed, Jul 3
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$273American Airlines
Find Deal
Fri, Jun 21 - Sun, Jun 23
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
5:30 am - 10:08 amSAT-ORD
4h 38m1 stop
$278United Airlines
Find Deal
Thu, Jun 20 - Thu, Jun 27
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
7:30 pm - 12:13 amSAT-ORD
4h 43m1 stop
$283United Airlines
Find Deal
Fri, Jun 21 - Mon, Jun 24
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
7:00 am - 3:40 pmSAT-ORD
8h 40m1 stop
$288American Airlines
Find Deal
Tue, Jun 25 - Tue, Jul 2
6:49 pm - 12:17 amMDW-SAT
5h 28m1 stop
5:15 am - 12:42 pmSAT-MDW
7h 27m1 stop
$337Delta
Find Deal
Tue, Jun 18 - Tue, Jul 9
10:41 am - 5:05 pmMDW-SAT
6h 24m1 stop
11:34 am - 6:36 pmSAT-MDW
7h 02m1 stop
$352Delta
Find Deal
Wed, Jun 19 - Tue, Jun 25
10:33 am - 12:20 amORD-SAT
13h 47m1 stop
$42Spirit Airlines
Find Deal
Tue, Aug 27
10:33 am - 8:23 pmORD-SAT
9h 50m1 stop
$45Spirit Airlines
Find Deal
Wed, Aug 28
8:23 pm - 3:16 pmORD-SAT
18h 53m1 stop
$80Frontier
Find Deal
Thu, Jun 6
8:23 pm - 5:42 pmORD-SAT
21h 19m1 stop
$84Frontier
Find Deal
Tue, Jun 11
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$137American Airlines
Find Deal
Fri, Jun 28
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$152American Airlines
Find Deal
Wed, Jun 12
5:15 pm - 11:54 pmORD-SAT
6h 39m1 stop
$173Delta
Find Deal
Wed, Jun 19
6:49 pm - 12:17 amMDW-SAT
5h 28m1 stop
$191Delta
Find Deal
Fri, Jun 14
9:15 am - 12:09 pmORD-SAT
2h 54mnonstop
$210United Airlines
Find Deal
Thu, Jul 4
7:45 pm - 8:24 amORD-SAT
12h 39m2 stops
$257United Airlines
Find Deal
Mon, Oct 14
1:13 pm - 12:41 amORD-SAT
11h 28m1 stop
10:34 pm - 12:40 amSAT-ORD
26h 06m1 stop
Mon, Jun 3 - Wed, Jun 5
4:05 pm - 11:43 pmORD-SAT
7h 38m1 stop
7:12 pm - 5:23 amSAT-ORD
10h 11m1 stop
Sat, Jun 1 - Wed, Jun 5
7:59 pm - 6:10 pmORD-SAT
22h 11m1 stop
10:58 pm - 8:48 pmSAT-ORD
21h 50m1 stop
$278Frontier
Find Deal
Tue, Jun 4 - Sun, Jun 9
8:05 pm - 5:48 pmORD-SAT
21h 43m1 stop
8:00 pm - 1:08 amSAT-ORD
29h 08m1 stop
$290Frontier
Find Deal
Fri, May 31 - Mon, Jun 3
4:05 pm - 11:43 pmORD-SAT
7h 38m1 stop
6:45 am - 6:00 amSAT-ORD
23h 15m3 stops
$343Spirit Airlines
Find Deal
Sat, Jun 1 - Wed, Jun 5
4:05 pm - 11:43 pmORD-SAT
7h 38m1 stop
7:34 pm - 11:10 pmSAT-ORD
27h 36m1 stop
$356Spirit Airlines
Find Deal
Sat, Jun 1 - Sun, Jun 2
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
8:50 am - 6:55 pmSAT-ORD
10h 05m1 stop
$651United Airlines
Find Deal
Sat, Jun 1 - Wed, Jun 5
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
2:14 pm - 5:05 pmSAT-ORD
2h 51mnonstop
$660United Airlines
Find Deal
Sat, Jun 1 - Wed, Jun 5
5:15 am - 12:10 pmORD-SAT
6h 55m1 stop
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$668American Airlines
Find Deal
Tue, Jun 4 - Sun, Jun 9
8:39 pm - 11:36 pmORD-SAT
2h 57mnonstop
6:25 am - 9:12 amSAT-ORD
2h 47mnonstop
$679American Airlines
Find Deal
Sat, Jun 1 - Tue, Jun 4
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$273American Airlines
Find Deal
Wed, Jun 19 - Mon, Jun 24
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
6:00 am - 8:55 amSAT-ORD
2h 55mnonstop
$288American Airlines
Find Deal
Fri, Jun 28 - Fri, Jul 5
9:45 am - 12:37 pmORD-SAT
2h 52mnonstop
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$303American Airlines
Find Deal
Wed, Jun 12 - Wed, Jul 3
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
7:00 am - 9:55 amSAT-ORD
2h 55mnonstop
$309United Airlines
Find Deal
Thu, Jun 20 - Thu, Jun 27
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$313American Airlines
Find Deal
Sun, Jun 23 - Sun, Jun 30
9:45 am - 12:37 pmORD-SAT
2h 52mnonstop
1:35 pm - 4:31 pmSAT-ORD
2h 56mnonstop
$318American Airlines
Find Deal
Tue, Jul 2 - Tue, Jul 9
9:15 am - 12:09 pmORD-SAT
2h 54mnonstop
7:00 am - 9:55 amSAT-ORD
2h 55mnonstop
$414United Airlines
Find Deal
Thu, Jul 4 - Sun, Jul 7
9:30 pm - 12:10 amMDW-SAT
2h 40mnonstop
5:20 am - 8:00 amSAT-MDW
2h 40mnonstop
$426Southwest
Find Deal
Mon, Jun 17 - Thu, Jun 20
9:15 am - 12:09 pmORD-SAT
2h 54mnonstop
7:00 am - 9:55 amSAT-ORD
2h 55mnonstop
$446United Airlines
Find Deal
Thu, Jul 4 - Mon, Jul 8
9:40 pm - 12:20 amMDW-SAT
2h 40mnonstop
5:20 am - 8:00 amSAT-MDW
2h 40mnonstop
$629Southwest
Find Deal
Mon, Jun 3 - Thu, Jun 6
1:30 pm - 12:13 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 43mnonstop
11:09 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 31mnonstop
$460Tornado Bus
Find Deal
Thu, Oct 3 - Sun, Oct 6
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
11:09 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 31mnonstop
$470Tornado Bus
Find Deal
Tue, Oct 22 - Thu, Oct 24
1:30 pm - 12:13 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 43mnonstop
2:27 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
32h 13mnonstop
$470Tornado Bus
Find Deal
Tue, Oct 22 - Wed, Oct 23
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
10:09 am - 10:28 amSan Antonio Tornado Bus Station-
Chicago California Ave
24h 19mnonstop
$490Tornado Bus
Find Deal
Thu, Jun 27 - Thu, Jul 4
1:30 pm - 2:10 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 40mnonstop
11:09 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 31mnonstop
$490Tornado Bus
Find Deal
Fri, Jun 28 - Mon, Jul 1
1:30 pm - 2:10 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 40mnonstop
2:27 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
32h 13mnonstop
$490Tornado Bus
Find Deal
Fri, Jun 7 - Sat, Jun 8
1:30 pm - 12:45 pmChicago California Ave-
San Antonio Tornado Bus Station
23h 15mnonstop
10:20 am - 10:28 amSan Antonio Tornado Bus Station-
Chicago California Ave
24h 08mnonstop
$490Tornado Bus
Find Deal
Thu, Jul 18 - Mon, Jul 22
1:30 pm - 12:45 pmChicago California Ave-
San Antonio Tornado Bus Station
23h 15mnonstop
10:20 am - 10:28 amSan Antonio Tornado Bus Station-
Chicago California Ave
24h 08mnonstop
$490Tornado Bus
Find Deal
Wed, Jul 3 - Mon, Jul 8
1:30 pm - 12:45 pmChicago California Ave-
San Antonio Tornado Bus Station
23h 15mnonstop
10:45 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 55mnonstop
$490Tornado Bus
Find Deal
Wed, Jun 5 - Fri, Jun 7
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
11:50 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
22h 50mnonstop
$490Tornado Bus
Find Deal
Thu, Jun 13 - Sun, Jun 16

Flights from Chicago to San Antonio - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to San Antonio to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to San Antonio flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to San Antonio.
Our data shows that the cheapest route for a one-way flight from Chicago to San Antonio cost $164 and was between Chicago O'Hare Intl Airport and San Antonio. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $322.

What’s the cheapest day of the week to fly from Chicago to San Antonio?

The average price of all flights from Chicago to San Antonio clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to San Antonio on a Wednesday and more expensive on a Sunday. On your return trip to Chicago, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

What is the cheapest month to fly from Chicago to San Antonio?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to San Antonio, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to San Antonio is January, where tickets cost $319 on average. On the other hand, the most expensive months are March and April, where the average cost of tickets is $423 and $396 respectively.

How far in advance should I book a flight from Chicago to San Antonio?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to San Antonio, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to San Antonio, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 76 days before departure.

Which airlines provide the cheapest flights from Chicago to San Antonio?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to San Antonio from Chicago were found on Spirit Airlines ($42) and Frontier ($80), and the lowest round-trip tickets were found on Spirit Airlines ($77) and Frontier ($142).

Which airlines fly most frequently between Chicago and San Antonio?

American Airlines connects Chicago to San Antonio with up to 2 flights per day and both Southwest and United Airlines also offer 2 flights per day.

Which airlines fly non-stop between Chicago and San Antonio?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to San Antonio.
There are 3 airlines that fly nonstop from Chicago to San Antonio. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $195 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Chicago and San Antonio per day?

Each day, there are between 6 and 7 nonstop flights that take off from Chicago and land in San Antonio, with an average flight time of 2h 45m. The most common departure time is 8:00 pm and most flights take off in the evening. Each week, there are 48 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and San Antonio?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to San Antonio take?

Direct flights cover the 1,045 miles separating Chicago to San Antonio in about 2h 40m.

What’s the earliest departure time from Chicago to San Antonio?

Early birds can take the earliest flight from Chicago at 8:00 am and will be landing in San Antonio at 10:45 am.

What’s the latest departure time from Chicago to San Antonio?

If you prefer to fly at night, the latest flight from Chicago to San Antonio jets off at 10:10 pm and lands at 12:50 am.

Good to know

Low season

January

High season

March

Cheapest flight

$42
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to San Antonio

When to book flights from Chicago to San Antonio

Are your dates flexible? Find out the best times to travel from Chicago to San Antonio based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to San Antonio

  • How can I get downtown from San Antonio International Airport?

    SAT is connected to the public bus system, and VIA bus route 5 provides regular services between the airport and downtown San Antonio. SuperShuttle also offers door-to-door shuttle services from SAT to downtown San Antonio and the surrounding neighborhoods. You can get tickets from Terminal A's baggage claim area. Taxis are also available at SAT, and you'll find them on the lower levels of Terminals A and B, around baggage claim. If you wish to self-drive, take a rental car from Terminal A's baggage claim area.

  • Does San Antonio International Airport offer accessible services?

    SAT is a fully accessible airport. The airport has provided ramps and elevators for barrier-free access. PRM also get accessible restrooms, wheelchair services, fast-track services, and reserved parking spots. Low-vision passengers at ORD will have free Air services, braille signage, and tactile guide paths. TTY telephones and visual paging services are available for the hard-of-hearing.

  • Which family services are offered at Chicago Midway International Airport?

    MDW has provided private spaces for nursing mothers to feed their babies. These rooms include a sink, a wash area, and comfortable seating. You'll find the nursing rooms on Concourse C beside the yoga room. Also available at MDW are the baby changing facilities, which are provided in all washrooms. The airport has provided a special family lane for parents traveling with kids for quicker transition. Additionally, most airport restaurants offer kid menus and high chairs for babies.

  • Which airlines have lounges at Chicago O'Hare International Airport?

    Air France, American Airlines, Swiss Air, Delta, and United Airlines have lounges at ORD. You can access these lounges by paying at the door, except for the Delta lounge, which is a members-only lounge. The Swiss Air and Air France lounges are in Terminal 5 airside. American Airlines has several locations, Concourses G, L, and H/K. The Delta lounge is in Terminal 2 near Gate E6, while United Club has several locations around Concourses B, C, and F.

  • What is the cheapest flight from Chicago to San Antonio?

    In the last 3 days, the lowest price for a flight from Chicago to San Antonio was $42 for a one-way ticket and $77 for a round-trip.

  • Do I need a passport to fly between Chicago and San Antonio?

    No, a passport isn't needed to fly from Chicago to San Antonio. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to San Antonio?

    Chicago is served by 2 major airports and there is only 1 main airport in San Antonio. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at San Antonio.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to San Antonio?

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Chicago to San Antonio flight route.

  • Which aircraft models fly most regularly from Chicago to San Antonio?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to San Antonio flight route.

  • Which airline alliances offer flights from Chicago to San Antonio?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and San Antonio, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to San Antonio?

    There are nonstop flights from Chicago to San Antonio on a daily basis.

  • Which is the best airline for flights from Chicago to San Antonio, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to San Antonio are Delta and United Airlines. With an average price for the route of $302 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $385 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to San Antonio?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Antonio.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Antonio?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Antonio from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San Antonio?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Antonio with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Antonio?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Antonio from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to San Antonio

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $370 or less round-trip.
  • Chicago O'Hare International Airport (ORD) has nine concourses in four terminals. The airport has provided an automated people mover running every 5-10min for easy movement between terminals and around the airport complex.
  • Around 532 kg of carbon is emitted on flights from Chicago to San Antonio. You can fly more sustainably with Southwest Airlines, which emits 43% less carbon per passenger on this route.
  • Are you traveling with your pet? San Antonio International Airport (SAT) is a pet-friendly airport with designated spaces for your furry friend's potty needs. You'll find pet relief areas in Terminal B near the west exit and airside in both terminals.
  • Are you nervous before your flight? Chicago Midway International Airport (MDW) has a yoga room where you can relax with a few stretches. The yoga room is airside on Concourse C, and it comes with a wall-mounted TV that shows the poses to follow.
  • Seaway National Bank runs a full-service branch at ORD if you're looking for banking services at ORD. The bank offers banking, currency exchange, and copying services and has two locations at ORD. The first is in Terminal 2 near the main hall landside, and the other in Terminal 5 on the lower level.
See more tips

Prefer to fly non-stop from Chicago to San Antonio?

Find which airlines fly direct from Chicago to San Antonio, which days they fly and book direct flights.

Nonstop departures

Chicago to San Antonio

Monday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Tuesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Wednesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Thursday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Friday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Saturday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Sunday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

See more direct flights

Nonstop returns

San Antonio to Chicago

Monday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Tuesday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Wednesday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Thursday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Friday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Saturday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Sunday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to San Antonio

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Antonio. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to San Antonio? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
7.4Food
7.9Comfort
8.6Crew
8.2Boarding
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

Seats suck, not enough room, overcrowded planes, hectic situation all together.

On time and fast. Overall it was a pleasant experience.

3 hour delay was brutal though not Spirit Airlines fault. the control tower would not let us take off because of weather

Beware of all the extras. Nickel and dimed. Everything was extra. It turns a $90 fare in to a $400 fair quite easily.

It would have been nice to have been on the flight

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Book cheap flights from Chicago to San Antonio

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Antonio found on KAYAK in the last 72 hours.
8/27Tue
1 stopSpirit Airlines
13h 47mORD-SAT
$42
8/28Wed
1 stopSpirit Airlines
9h 50mORD-SAT
$45
6/6Thu
1 stopFrontier
18h 53mORD-SAT
$80
6/11Tue
1 stopFrontier
21h 19mORD-SAT
$84
6/28Fri
nonstopAmerican Airlines
2h 44mORD-SAT
$137
6/12Wed
nonstopAmerican Airlines
2h 44mORD-SAT
$152
6/19Wed
1 stopDelta
6h 39mORD-SAT
$173
6/14Fri
1 stopDelta
5h 28mMDW-SAT
$191
7/4Thu
nonstopUnited Airlines
2h 54mORD-SAT
$210
10/14Mon
2 stopsUnited Airlines
12h 39mORD-SAT
$257

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Last minute flights from Chicago to San Antonio

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to San Antonio that are departing in the next 10 days.
6/3Mon
multi-stop
11h 28mORD-SAT
6/5Wed
multi-stop
26h 06mSAT-ORD
$248
6/1Sat
multi-stop
7h 38mORD-SAT
6/5Wed
multi-stop
10h 11mSAT-ORD
$263
6/4Tue
multi-stopFrontier
22h 11mORD-SAT
6/9Sun
multi-stopFrontier
21h 50mSAT-ORD
$278
5/31Fri
multi-stopFrontier
21h 43mORD-SAT
6/3Mon
multi-stopFrontier
29h 08mSAT-ORD
$290
6/1Sat
multi-stopSpirit Airlines
7h 38mORD-SAT
6/5Wed
multi-stopSpirit Airlines
23h 15mSAT-ORD
$343
6/1Sat
multi-stopSpirit Airlines
7h 38mORD-SAT
6/2Sun
multi-stopSpirit Airlines
27h 36mSAT-ORD
$356
6/1Sat
nonstopUnited Airlines
2h 52mORD-SAT
6/5Wed
multi-stopUnited Airlines
10h 05mSAT-ORD
$651
6/1Sat
nonstopUnited Airlines
2h 52mORD-SAT
6/5Wed
nonstopUnited Airlines
2h 51mSAT-ORD
$660
6/4Tue
multi-stopAmerican Airlines
6h 55mORD-SAT
6/9Sun
nonstopAmerican Airlines
2h 52mSAT-ORD
$668
6/1Sat
nonstopAmerican Airlines
2h 57mORD-SAT
6/4Tue
nonstopAmerican Airlines
2h 47mSAT-ORD
$679

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Flights to San Antonio

Destination:

San Antonio (SAT)United States

Return flight deals:

San Antonio - Chicago

Cabin classes:

$742
$329
$762
$322

Compare transportation modes for Chicago to San Antonio

Average priceAverage duration
Flights$2832h 40m
Buses$48623h 04m