CHI - JAX

$53 Find Cheap Flights from Chicago to Jacksonville

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 Jacksonville departing on 12/17. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jacksonville, 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 Jacksonville, as well as popular online travel agencies
In the last 7 days travelers have searched 47,946,175 times on KAYAK, and here is why:

Save 22% 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.

World’s Best Airfare Search Site for 2024

Cheap Flight Deals from Chicago to Jacksonville (CHI-JAX)

 
These are the cheapest deals for flights from Chicago to Jacksonville 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 Jacksonville

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

Recent one-way flight deals from Chicago to Jacksonville

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

Recent last minute flight deals from Chicago to Jacksonville

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

Recent direct flight deals from Chicago to Jacksonville

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

Cheap bus & train deals from Chicago to Jacksonville

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

All round-trip flight deals to Jacksonville

The cheapest plane tickets to Jacksonville found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:45 am - 3:11 pmMDW-JAX
6h 26m1 stop
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
$139Frontier
Find Deal
Tue, Dec 17 - Mon, Dec 23
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
$146Frontier
Find Deal
Thu, Dec 19 - Mon, Dec 23
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$197American Airlines
Find Deal
Tue, Jan 21 - Tue, Jan 28
1:19 pm - 8:06 pmORD-JAX
5h 47m1 stop
4:50 pm - 6:28 pmJAX-ORD
2h 38mnonstop
$207United Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
5:40 am - 12:11 pmORD-JAX
5h 31m1 stop
11:23 am - 4:40 pmJAX-ORD
6h 17m1 stop
$216Delta
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:00 am - 12:11 pmMDW-JAX
5h 11m1 stop
11:23 am - 4:10 pmJAX-MDW
5h 47m1 stop
$216Delta
Find Deal
Wed, Dec 18 - Wed, Dec 25
12:35 pm - 3:50 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$218Southwest
Find Deal
Wed, Dec 18 - Wed, Dec 25
11:10 am - 2:35 pmORD-JAX
2h 25mnonstop
9:25 am - 2:05 pmJAX-ORD
5h 40m1 stop
$223United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
6:14 pm - 9:42 pmJAX-ORD
4h 28m1 stop
$227American Airlines
Find Deal
Tue, Jan 21 - Tue, Jan 28
12:35 pm - 3:50 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$233Southwest
Find Deal
Wed, Dec 18 - Wed, Dec 25
7:45 am - 3:11 pmMDW-JAX
6h 26m1 stop
$53Frontier
Find Deal
Tue, Dec 17
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
$73Frontier
Find Deal
Thu, Dec 19
11:10 am - 2:42 pmORD-JAX
2h 32mnonstop
$99United Airlines
Find Deal
Tue, Jan 21
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$99Southwest
Find Deal
Tue, Jan 7
5:40 am - 12:11 pmORD-JAX
5h 31m1 stop
$108Delta
Find Deal
Wed, Dec 18
6:00 am - 12:11 pmMDW-JAX
5h 11m1 stop
$108Delta
Find Deal
Wed, Dec 18
7:40 am - 11:23 amORD-JAX
2h 43mnonstop
$109United Airlines
Find Deal
Fri, Jan 10
1:15 pm - 4:30 pmMDW-JAX
2h 15mnonstop
$109Southwest
Find Deal
Fri, Feb 21
5:42 pm - 12:12 amORD-JAX
5h 30m1 stop
$178American Airlines
Find Deal
Fri, Nov 29
8:20 am - 11:49 amORD-JAX
2h 29mnonstop
$204American Airlines
Find Deal
Tue, Dec 24
9:19 pm - 9:41 amORD-JAX
11h 22m1 stop
5:59 pm - 10:38 pmJAX-ORD
5h 39m1 stop
$266Frontier
Find Deal
Sat, Nov 23 - Mon, Dec 9
9:19 pm - 9:41 amORD-JAX
11h 22m1 stop
10:13 am - 5:36 pmJAX-ORD
8h 23m1 stop
$318Frontier
Find Deal
Sat, Nov 23 - Mon, Nov 25
2:00 pm - 10:49 amORD-JAX
19h 49m2 stops
9:25 am - 2:34 pmJAX-ORD
6h 09m1 stop
$572United Airlines
Find Deal
Sun, Nov 24 - Tue, Feb 4
1:45 pm - 5:00 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$598Southwest
Find Deal
Sun, Nov 24 - Tue, Feb 4
7:00 pm - 11:40 pmMDW-JAX
3h 40m1 stop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$603Southwest
Find Deal
Sun, Nov 24 - Tue, Feb 4
6:20 pm - 10:49 amORD-JAX
15h 29m2 stops
11:36 am - 1:15 pmJAX-ORD
2h 39mnonstop
$637United Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:05 am - 1:41 pmORD-JAX
4h 36m1 stop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$642American Airlines
Find Deal
Sun, Nov 24 - Tue, Feb 4
3:35 pm - 8:58 pmORD-JAX
4h 23m1 stop
11:18 am - 2:25 pmJAX-ORD
4h 07m1 stop
$686Delta
Find Deal
Fri, Nov 22 - Tue, Nov 26
12:43 pm - 7:25 pmMDW-JAX
5h 42m1 stop
12:00 pm - 6:32 pmJAX-MDW
7h 32m1 stop
$686Delta
Find Deal
Mon, Nov 25 - Fri, Nov 29
6:34 pm - 10:11 pmORD-JAX
2h 37mnonstop
8:13 pm - 12:16 amJAX-ORD
5h 03m1 stop
$712American Airlines
Find Deal
Fri, Nov 22 - Tue, Nov 26
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$197American Airlines
Find Deal
Tue, Jan 21 - Tue, Jan 28
7:35 am - 11:17 amORD-JAX
2h 42mnonstop
6:00 am - 7:46 amJAX-ORD
2h 46mnonstop
$207United Airlines
Find Deal
Thu, Dec 19 - Tue, Dec 24
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$217American Airlines
Find Deal
Wed, Jan 15 - Thu, Jan 16
12:35 pm - 3:50 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$218Southwest
Find Deal
Wed, Dec 18 - Wed, Dec 25
7:40 am - 11:23 amORD-JAX
2h 43mnonstop
12:40 pm - 2:33 pmJAX-ORD
2h 53mnonstop
$227United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 23
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$232American Airlines
Find Deal
Wed, Jan 29 - Tue, Feb 4
12:35 pm - 3:50 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$233Southwest
Find Deal
Tue, Dec 10 - Wed, Dec 11
6:40 pm - 10:31 pmORD-JAX
2h 51mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$242American Airlines
Find Deal
Mon, Jan 6 - Wed, Jan 8
11:10 am - 2:42 pmORD-JAX
2h 32mnonstop
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
$267United Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
12:35 pm - 3:50 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$288Southwest
Find Deal
Wed, Dec 11 - Tue, Dec 17
6:40 pm - 6:25 amChicago Union-
Jacksonville
34h 45mnonstop
10:29 pm - 8:45 amJacksonville-
Chicago Union
35h 16mnonstop
$228Amtrak
Find Deal
Tue, Dec 10 - Tue, Dec 17

Flights from Chicago to Jacksonville - Travel Insights & Trends

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

What is the cheapest Chicago to Jacksonville 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 Jacksonville.
Our data shows that the cheapest route for a one-way flight from Chicago to Jacksonville cost $179 and was between Chicago Midway Airport and Jacksonville. On average, the best prices are found if you fly from Chicago O'Hare Intl Airport to Jacksonville. The average price for a return flight for this route is $331.

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

The average price of all flights from Chicago to Jacksonville clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Jacksonville, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Jacksonville, 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 Jacksonville is September, where tickets cost $312 on average. On the other hand, the most expensive months are March and November, where the average cost of tickets is $430 and $397 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Jacksonville, 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 Jacksonville, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 121 days before departure.

Good to know

Low season

August

High season

March

Cheapest flight

$53
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago Midway Airport to Jacksonville

When to book flights from Chicago to Jacksonville

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

  • Are there hotels near O’Hare International Airport (ORD)?

    The Rose Chicago, Tapestry Collection by Hilton and Holiday Inn Express & Suites - Chicago O'Hare Airport, An IHG Hotel are the most convenient hotels for those who wish to book a room near the O’Hare International Airport (ORD). The hotels are located 1.7 miles and 1.6 miles away from the airport. The Rose Hotel is pet friendly and has a fitness center for its customers to use.

  • What types of flights are available from O’Hare International Airport (ORD) to Jacksonville Airport (JAX)?

    There are both direct and connecting flights between the destinations. American Airlines and United Airlines offer direct flights from O’Hare International Airport (ORD) to Jacksonville Airport (JAX). However, American Airlines also offers flights with a layover at Charlotte Douglas International Airport (CLT).

  • Are there lounges in O’Hare International Airport (ORD)?

    There are a couple of lounges within the different terminals within the airport. Terminal 1 is equipped with 4 United Club lounges at different locations: near Gates B6, B18, C16, and C18. Terminal 2 hosts both the United Club and the Delta Sky Club. Terminal 3 is mainly occupied by the Admirals Club by American Airlines in the different locations, near Gates G8 and Gate L1, between gates H6 and K6, and lastly is the Flagship Lounge. Terminal 5, which is the International Terminal, has also a couple of lounges.

  • What is the most convenient way to get to downtown Jacksonville from Jacksonville Airport (JAX)?

    The Line 1 bus is the most convenient means of public transport from the airport to downtown Jacksonville. It will only take you an hour to complete the journey whereas a taxi from the airport would take 18min to complete the journey.

  • What is the cheapest flight from Chicago to Jacksonville?

    In the last 3 days, the lowest price for a flight from Chicago to Jacksonville was $53 for a one-way ticket and $139 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Jacksonville.

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

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

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

    The Boeing 737-700 is the aircraft model that flies most regularly on the Chicago to Jacksonville flight route.

  • Which airline alliances offer flights from Chicago to Jacksonville?

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

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

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

  • Which is the best airline for flights from Chicago to Jacksonville, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Jacksonville are Southwest and Delta. With an average price for the route of $371 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $299 and an overall rating of 8.0.

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

    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 Jacksonville.

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

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

    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 Jacksonville 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 Jacksonville?

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

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Jacksonville

  • Looking for a cheap flight? 25% of our users found flights on this route for $199 or less one-way and $368 or less round-trip.
  • Chicago is served by two international airports, the O’Hare International Airport (ORD) and the Midway International Airport (MDW). Although the O’Hare International Airport (ORD) is considered the main airport of the two, the Midway International Airport (MDW) is closer to downtown Chicago as compared to O’Hare International (ORD) which are 12.5 miles and 18 miles away respectively.
  • Home2 Suites by Hilton Jacksonville Airport and the Hampton Inn & Suites Jacksonville-Airport hotels are the most convenient hotels to book a room if you have arrived late at the Jacksonville Airport (JAX). The hotels are located 2.2 miles and 1.9 miles away respectively from the airport.
  • There are two pet relief areas in Jacksonville International Airport (JAX), one is located outside the airport before the security while the other is found inside the terminal past the security. The Indoor Pet Relief Area is located between Concourse C and A whereas the outdoor area is located on the south side of the terminal outside the baggage claim area.
  • There are six pet relief areas within O’Hare International Airport (ORD). Two of these areas are located inside airport security and four of them are in the outdoor areas.
  • Jacksonville International Airport (JAX) has a nursing room past the security between Concourse C and A. The suite has a table and a power outlet. These suites offer a combination of comfort and privacy when it comes to accommodating nursing mothers within the airport.
See more tips

Prefer to fly non-stop from Chicago to Jacksonville?

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

Nonstop departures

Chicago to Jacksonville

Monday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Tuesday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Wednesday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Thursday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Friday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Saturday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Sunday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

See more direct flights

Nonstop returns

Jacksonville to Chicago

Monday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Tuesday

ANA, Air Canada, Air New Zealand, +7 more

ANA, Air Canada, +8 more

Wednesday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Thursday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Friday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Saturday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

Sunday

ANA, Air Canada, Air New Zealand, +8 more

ANA, Air Canada, +9 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Jacksonville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jacksonville. 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 Jacksonville? 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.
8.1
SouthwestOverall score based on 5015 reviews
7.7Entertainment
7.2Food
8.2Boarding
8.1Comfort
8.7Crew
Airline reviews

Excellent experience. WiFi worked on this leg of My trip

10.0 ExcellentDONALD, Nov 2024MDW - MCO
Read more Southwest reviews

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

The flight attendant was proactive in helping with placing carry on in overhead bins. This was the first time I had ever been offered help without asking or obviously struggling. Many on the flight were older people like myself and vertically challenged. I would hope this would be the norm on all flights.

wifi wasn't working correctly so couldn't watch live tv

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

Flight was delayed more than 2 hour do the scheduling issues and then some confusing weight and balance matters, followed by a miscommunication with the tower on which runway was going to be used based on the airplane weight. All these things should have been figured out in advance. Instead of arriving at 12:30 a.m. we arrived at 2:30 a.m. very difficult to find a taxi or other transport at SFO. Luggage was delayed. An extension of an unpleasant flight day

It good. Just not that plane didn’t have power outlets to charge devices etc.

Although the flight was delayed, but the crew was amazing. They did the best they could to make the time enjoyable.

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

It was very cold because the air conditioner was on high power, and my son got sick.

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

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

WiFi wasn’t working on the flight, several delays and gate changes, ended up taking off 3 hrs later

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Airline changed the gate from Terminal A to Terminal D which is quite far and only sent a text message few minutes before boarding. Around 50 people missed their flight and as plane didn’t wait for them.

The personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

Horrible my trip was delayed 3 hours, we already have set in the plane and they delayed the flight.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

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

Book cheap flights from Chicago to Jacksonville

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Jacksonville found on KAYAK in the last 72 hours.
12/17Tue
1 stopFrontier
6h 26mMDW-JAX
$53
12/19Thu
1 stopFrontier
6h 09mMDW-JAX
$73
1/21Tue
nonstopUnited Airlines
2h 32mORD-JAX
$99
1/7Tue
nonstopSouthwest
2h 15mMDW-JAX
$99
12/18Wed
1 stopDelta
5h 31mORD-JAX
$108
12/18Wed
1 stopDelta
5h 11mMDW-JAX
$108
1/10Fri
nonstopUnited Airlines
2h 43mORD-JAX
$109
2/21Fri
nonstopSouthwest
2h 15mMDW-JAX
$109
11/29Fri
1 stopAmerican Airlines
5h 30mORD-JAX
$178
12/24Tue
nonstopAmerican Airlines
2h 29mORD-JAX
$204

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Jacksonville

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 Jacksonville that are departing in the next 10 days.
11/23Sat
multi-stopFrontier
11h 22mORD-JAX
12/9Mon
multi-stopFrontier
5h 39mJAX-ORD
$266
11/23Sat
multi-stopFrontier
11h 22mORD-JAX
11/25Mon
multi-stopFrontier
8h 23mJAX-ORD
$318
11/24Sun
multi-stopUnited Airlines
19h 49mORD-JAX
2/4Tue
multi-stopUnited Airlines
6h 09mJAX-ORD
$572
11/24Sun
nonstopSouthwest
2h 15mMDW-JAX
2/4Tue
nonstopSouthwest
2h 40mJAX-MDW
$598
11/24Sun
multi-stopSouthwest
3h 40mMDW-JAX
2/4Tue
nonstopSouthwest
2h 40mJAX-MDW
$603
11/25Mon
multi-stopUnited Airlines
15h 29mORD-JAX
11/28Thu
nonstopUnited Airlines
2h 39mJAX-ORD
$637
11/24Sun
multi-stopAmerican Airlines
4h 36mORD-JAX
2/4Tue
nonstopAmerican Airlines
2h 43mJAX-ORD
$642
11/22Fri
multi-stopDelta
4h 23mORD-JAX
11/26Tue
multi-stopDelta
4h 07mJAX-ORD
$686
11/25Mon
multi-stopDelta
5h 42mMDW-JAX
11/29Fri
multi-stopDelta
7h 32mJAX-MDW
$686
11/22Fri
nonstopAmerican Airlines
2h 37mORD-JAX
11/26Tue
multi-stopAmerican Airlines
5h 03mJAX-ORD
$712

Search by stops

Search by airline

Search by price

Everything you need to know for your flight from Chicago to Jacksonville

Information on your arrival and departure airports

Compare transportation modes for Chicago to Jacksonville

Average priceAverage duration
Flights$4072h 15m
Trains$2280h 00m

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.