Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights

$35 Find cheap flights from Houston to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Houston to Chicago departing on 6/15. 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 6/22
Sat 6/29

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, 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 Houston to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,800,826 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Houston to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Houston to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:00 pm - 11:50 pmIAH-ORD
2h 50mnonstop
7:33 am - 10:22 amORD-IAH
2h 49mnonstop
$66Spirit Airlines
Find Deal
Wed, Jun 5 - Tue, Jun 11
9:18 am - 11:53 amIAH-ORD
2h 35mnonstop
8:16 pm - 11:06 pmORD-IAH
2h 50mnonstop
$67Spirit Airlines
Find Deal
Sat, Sep 7 - Wed, Sep 11
1:08 pm - 3:37 pmIAH-MDW
2h 29mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$68Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$70Frontier
Find Deal
Sat, Jun 15 - Tue, Jun 18
2:28 pm - 6:24 amIAH-ORD
15h 56m1 stop
6:15 am - 8:59 amORD-IAH
2h 44mnonstop
$86
Find Deal
Wed, Jun 5 - Wed, Jun 12
9:21 pm - 11:59 pmIAH-ORD
2h 38mnonstop
7:33 am - 10:22 amORD-IAH
2h 49mnonstop
$90
Find Deal
Wed, Jun 19 - Tue, Jun 25
8:00 pm - 8:39 pmHOU-ORD
24h 39m1 stop
8:05 pm - 10:58 amORD-HOU
14h 53m1 stop
$192Sun Country Air
Find Deal
Fri, Jul 12 - Mon, Jul 15
7:41 pm - 7:26 pmHOU-ORD
23h 45m1 stop
8:42 pm - 11:24 amORD-HOU
14h 42m1 stop
$239Sun Country Air
Find Deal
Thu, Jun 27 - Mon, Jul 1
4:04 pm - 11:58 pmHOU-ORD
7h 54m1 stop
5:40 am - 12:22 pmORD-HOU
6h 42m1 stop
$266Delta
Find Deal
Sat, Jun 1 - Wed, Jun 5
4:59 pm - 9:47 pmHOU-MDW
4h 48m1 stop
10:11 am - 4:18 pmMDW-HOU
6h 07m1 stop
$360Delta
Find Deal
Wed, Sep 4 - Sat, Sep 7

Flights from Houston to Chicago - Travel Insights & Trends

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

What is the cheapest Houston to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Houston to Chicago.
Our data shows that the cheapest route for a one-way flight from Houston to Chicago cost $28 and was between Houston George Bush Intcntl Airport and Chicago Midway Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $52.

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

The average price of all flights from Houston to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Houston to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Houston to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston to Chicago, 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 Houston to Chicago is April, where tickets cost $158 on average. On the other hand, the most expensive months are July and March, where the average cost of tickets is $273 and $266 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Houston to Chicago, 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 Houston to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Which airlines provide the cheapest flights from Houston to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Houston to Chicago were found on Spirit Airlines ($66) and Frontier ($68). Frontier proposed the cheapest one-way flight at $35.

Which airlines fly most frequently between Houston and Chicago?

United Airlines (12 flights per day), Southwest (11 flights per day), and American Airlines (5 flights per day) are the most frequent flyers of this route.

Which airlines fly non-stop between Houston and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Houston to Chicago.
There are 5 airlines that fly nonstop from Houston to Chicago. They are: American Airlines, Frontier, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $29 for a one-way flight. On average, the best prices for this route can be found at Frontier.

How many flights are there between Houston and Chicago per day?

Each day, there are between 27 and 37 nonstop flights that take off from Houston and land in Chicago, with an average flight time of 2h 35m. The most common departure time is 6:00 am and most flights take off in the morning, while the most flights land at Chicago Midway Airport. Each week, there are 229 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Tuesday.

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

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 Houston to Chicago take?

There are no direct flights from Houston to Chicago. The quickest journey takes 2h 28m.

Good to know

Cheapest flight

$35
Flight from Houston George Bush Airport to Chicago Midway Airport

When to book flights from Houston to Chicago

Are your dates flexible? Find out the best times to travel from Houston to Chicago 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 Houston to Chicago

  • What is the cheapest flight from Houston to Chicago?

    In the last 3 days, the lowest price for a flight from Houston to Chicago was $35 for a one-way ticket and $66 for a round-trip.

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

    Yes

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

    Houston has 2 major airports: Houston Hobby and Houston George Bush Intcntl. Chicago is served by 2 airports: Chicago Midway and Chicago O'Hare Intl. You’ll usually find the cheapest deals if you fly from Houston George Bush Airport and land at Chicago Midway Airport.

  • Which aircraft models fly most regularly from Houston to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Houston to Chicago?

    SkyTeam is the only airline alliance operating flights between Houston and Chicago.

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

    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 Houston to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Houston 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 Houston to Chicago?

    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 Chicago with an airline and back to Houston with another airline.

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

    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 Chicago from Houston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Houston to Chicago?

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

Nonstop departures

Houston to Chicago

Monday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Thursday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Friday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Saturday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Sunday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

See more direct flights

Nonstop returns

Chicago to Houston

Monday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Thursday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Friday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Saturday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Sunday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

See more direct flights
See more direct flights

Book cheap flights from Houston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Chicago found on KAYAK in the last 72 hours.
6/15Sat
nonstopFrontier
2h 28mIAH-MDW
$35
7/4Thu
nonstopFrontier
2h 28mIAH-MDW
$36
6/11Tue
1 stopSpirit Airlines
6h 57mIAH-ORD
$39
8/20Tue
1 stopSpirit Airlines
24h 57mIAH-ORD
$40
7/26Fri
1 stopDelta
4h 53mIAH-ORD
$98
7/4Thu
1 stopSun Country Air
10h 35mHOU-ORD
$105
6/19Wed
2 stops
24h 50mIAH-RFD
$110
7/2Tue
1 stop
17h 52mIAH-RFD
$112
6/16Sun
1 stopSun Country Air
12h 10mHOU-ORD
$118
6/1Sat
1 stopDelta
6h 15mIAH-MDW
$148

Search by stops

Search by airline

Search by price

Last minute flights from Houston to Chicago

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 Houston to Chicago that are departing in the next 10 days.
5/28Tue
multi-stopFrontier
7h 01mIAH-ORD
6/5Wed
nonstopFrontier
2h 44mORD-IAH
$104
5/25Sat
multi-stopFrontier
12h 09mIAH-MDW
6/4Tue
nonstopFrontier
2h 42mMDW-IAH
$112
5/25Sat
multi-stop
9h 33mIAH-ORD
6/4Tue
nonstop
2h 47mORD-IAH
$113
5/27Mon
multi-stop
23h 12mIAH-ORD
6/4Tue
nonstop
2h 47mORD-IAH
$115
5/25Sat
multi-stopFrontier
9h 33mIAH-ORD
6/1Sat
nonstopFrontier
2h 45mORD-IAH
$119
5/28Tue
nonstopSpirit Airlines
2h 38mIAH-ORD
6/4Tue
nonstopSpirit Airlines
2h 47mORD-IAH
$128
5/28Tue
nonstopSpirit Airlines
2h 38mIAH-ORD
6/6Thu
nonstopSpirit Airlines
2h 48mORD-IAH
$149
5/28Tue
nonstopUnited Airlines
2h 48mIAH-ORD
5/28Tue
nonstopUnited Airlines
2h 53mORD-IAH
$295
5/28Tue
multi-stopDelta
6h 50mIAH-MDW
5/28Tue
multi-stopDelta
4h 49mMDW-IAH
$347
5/25Sat
multi-stopDelta
5h 57mHOU-MDW
5/30Thu
multi-stopDelta
6h 36mMDW-HOU
$477

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Houston

Cabin classes:

Browse origins:

Browse destinations: