Cheap flights from Jacksonville to Chicago from $106

Round-trip
1 adult
Economy
From?
To?
Tue 6/28
Tue 7/5

Deals available from 900+ travel sites.

Flight information for Jacksonville to Chicago
(JAX to CHI)

Find info about flight duration, direct flights, and airports for your flight from Jacksonville to Chicago

Best Price Found

$106

Fastest flight time

2h 32m

Direct flights

None

Airports in Chicago

3 airports
The best one-way flight to Chicago from Jacksonville in the past 72 hours is $106. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $248.
The fastest flight from Jacksonville to Chicago takes 2h 32m
There are no direct flights from Jacksonville to Chicago. Popular non-direct routes for this connection are Jacksonville Airport - Chicago Midway Airport and Jacksonville Airport - Chicago O'Hare Intl Airport.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Jacksonville to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

February

The cheapest time of year to fly to Chicago from Jacksonville is February. Most expensive is May

What is the cheapest day to depart Jacksonville for Chicago?

Tuesday

The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from Jacksonville to Chicago?

in the evening

Jacksonville to Chicago flights are approximately 22% more expensive in the afternoon than in the evening

What is the cheapest airline that flies to Chicago from Jacksonville?

Juneyao Airlines

American Airlines, Frontier, and JetBlue are the most popular carriers operating from Jacksonville to Chicago

What is the cheapest Jacksonville to Chicago flight route?

Jacksonville - Chicago O'Hare Intl

Fly from Jacksonville to Chicago O'Hare Intl for the best Jacksonville - Chicago flight prices

How far in advance should you book Jacksonville to Chicago flights?

29 days before

The cheapest time to buy a flight from Jacksonville to Chicago is approximately 29 days to departure

When traveling from Jacksonville to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport. The majority of travelers flying into Chicago O'Hare Intl Airport from Jacksonville are departing from Jacksonville Airport. If you are looking for alternate airports to fly out of when traveling to Chicago, you can try flying out of Gainesville Regional Airport (in Gainesville), Daytona Beach Airport (in Daytona Beach), or Brunswick Glynco Jetport Airport (in Brunswick). You may be looking for an airport near Chicago O'Hare Intl Airport to land at when traveling from Jacksonville and Chicago Midway Airport, located in Chicago is a great option. In June, $210 is typically the cheapest round trip price you’ll find from Jacksonville to Chicago which you can find when you fly JAX — ORD.

Jacksonville Airport (JAX) to Chicago O'Hare Intl Airport (ORD)$210
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Jacksonville Airport (JAX) to Chicago Midway Airport (MDW)$284
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Gainesville Regional Airport (GNV) to Chicago Midway Airport (MDW)$391
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Daytona Beach Airport (DAB) to Chicago O'Hare Intl Airport (ORD)$233
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Gainesville Regional Airport (GNV) to Chicago O'Hare Intl Airport (ORD)$342
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Daytona Beach Airport (DAB) to Chicago Midway Airport (MDW)$233
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Easily compare round-trip flights from Jacksonville to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Jacksonville to Chicago by changing tabs
Multiple Airlines
Aug 22
JAX1:45 pmJacksonville
17h 32m
1 stop
ORD7:17 amChicago O'Hare Intl
Aug 24
ORD12:16 pmChicago O'Hare Intl
22h 49m
1 stop
JAX11:05 amJacksonville
JetBlue
Jul 11
JAX2:40 amJacksonville
9h 32m
1 stop
ORD12:12 pmChicago O'Hare Intl
Jul 14
ORD6:40 amChicago O'Hare Intl
6h 50m
1 stop
JAX1:30 pmJacksonville
United Airlines
Sep 20
JAX2:00 amJacksonville
2h 45m
ORD4:45 amChicago O'Hare Intl
Sep 24
ORD1:55 pmChicago O'Hare Intl
2h 35m
JAX4:30 pmJacksonville
American Airlines
Sep 20
JAX10:33 amJacksonville
2h 36m
ORD1:09 pmChicago O'Hare Intl
Sep 24
ORD9:15 amChicago O'Hare Intl
4h 57m
1 stop
JAX2:12 pmJacksonville
Delta
Oct 19
JAX4:35 amJacksonville
4h 11m
1 stop
MDW8:46 amChicago Midway
Oct 24
MDW9:00 amChicago Midway
3h 35m
1 stop
JAX12:35 pmJacksonville
Sun Country Air
Sep 16
JAX8:30 amJacksonville
7h 06m
1 stop
ORD3:36 pmChicago O'Hare Intl
Sep 18
ORD2:55 pmChicago O'Hare Intl
15h 42m
1 stop
JAX6:37 amJacksonville

Find the cheapest one-way flights from Jacksonville to Chicago

If you're looking for one-way flights from Jacksonville to Chicago, view some of our deals below provided by American Airlines and JetBlue
Multiple Airlines
Aug 26
JAX1:45 pmJacksonville
7h 28m
1 stop
ORD9:13 pmChicago O'Hare Intl
JetBlue
Aug 24
JAX2:40 amJacksonville
9h 32m
1 stop
ORD12:12 pmChicago O'Hare Intl
American Airlines
Sep 29
JAX10:33 amJacksonville
2h 36m
ORD1:09 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Jacksonville

Find and compare round-trip flight prices for your last-minute flight from Jacksonville to Chicago
Multiple Airlines
Jul 3
JAX4:50 pmJacksonville
27h 39m
1 stop
ORD8:29 pmChicago O'Hare Intl
Jul 6
ORD1:05 amChicago O'Hare Intl
28h 40m
1 stop
JAX5:45 amJacksonville
United Airlines
Jul 3
JAX12:52 pmJacksonville
2h 52m
ORD3:44 pmChicago O'Hare Intl
Jul 10
ORD3:10 amChicago O'Hare Intl
2h 24m
JAX5:34 amJacksonville
American Airlines
Jul 3
JAX3:20 amJacksonville
2h 44m
ORD6:04 amChicago O'Hare Intl
Jul 10
ORD1:30 amChicago O'Hare Intl
4h 46m
1 stop
JAX6:16 amJacksonville
Delta
Jul 3
JAX1:19 pmJacksonville
6h 26m
1 stop
MDW7:45 pmChicago Midway
Jul 6
MDW2:00 amChicago Midway
3h 50m
1 stop
JAX5:50 amJacksonville
Multiple Airlines
Jul 3
JAX4:50 pmJacksonville
27h 39m
1 stop
ORD8:29 pmChicago O'Hare Intl
Jul 10
ORD1:10 pmChicago O'Hare Intl
16h 35m
1 stop
JAX5:45 amJacksonville
United Airlines
Jul 3
JAX2:45 amJacksonville
13h 21m
2 stops
ORD4:06 pmChicago O'Hare Intl
Jul 10
ORD3:10 amChicago O'Hare Intl
2h 24m
JAX5:34 amJacksonville

Best airlines flying from Jacksonville to Chicago

Compare and see reviews for airlines that fly from Jacksonville to Chicago with momondo
AirlineRatingFree CancellationPrice
Juneyao AirlinesPriceFrom $14Free CancellationRating
0.0
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FrontierPriceFrom $28Free CancellationRating
6.2
6.4

Boarding

5.8

Comfort

7.0

Crew

4.7

Entertainment

5.0

Food

Reviews

It was a quality experience all around. I would fly Frontier again for sure.

1 / 10
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Spirit AirlinesPriceFrom $39Free CancellationRating
6.2
6.4

Boarding

5.9

Comfort

7.0

Crew

4.8

Entertainment

5.1

Food

Reviews

Fly with another airline

1 / 10
Search Spirit Airlines flights
JetBluePriceFrom $101Free CancellationRating
6.9
7.1

Boarding

7.4

Comfort

7.7

Crew

7.0

Entertainment

6.5

Food

Reviews

Comfortable

1 / 10
Search JetBlue flights
American AirlinesPriceFrom $111Free CancellationRating
7.1
7.4

Boarding

7.1

Comfort

8.0

Crew

6.8

Entertainment

6.4

Food

Reviews

We were delayed for seven hours. It was a four hour flight and they didn’t offer food. Internet went out mid flight

1 / 10
Search American Airlines flights
United AirlinesPriceFrom $180Free CancellationRating
7.2
7.5

Boarding

7.1

Comfort

8.0

Crew

6.9

Entertainment

6.6

Food

Reviews

Fast boarding… did not like the temperature to cold .

1 / 10
Search United Airlines flights
DeltaPriceFrom $234Free CancellationRating
7.8
7.9

Boarding

8.0

Comfort

8.3

Crew

7.7

Entertainment

7.3

Food

Reviews

One of the crew member weren’t to pleasant

1 / 10
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  • United Airlines Flights From Jacksonville to Chicago

    United Airlines flies from Jacksonville to Chicago around 7 times per week, with 872 momondo users rating the airline 7.2/10. The cheapest United Airlines deal from Jacksonville to Chicago in the last 72 hours was $180 (round-trip), much lower than the average airfare cost of $318 for United Airlines flights on this route.

  • American Airlines Flights From Jacksonville to Chicago

    Another popular option for Jacksonville to Chicago flights is American Airlines (7.1/10, 735 ratings). American Airlines flies from Jacksonville to Chicago around 14 times per week, with deals starting from $111 round-trip and rising to an average price of around $284.


United Airlines flights from Jacksonville to Chicago

Our best United Airlines deals on Jacksonville to Chicago flight tickets
United Airlines
Sep 20
JAX2:00 amJacksonville
2h 45m
ORD4:45 amChicago O'Hare Intl
Sep 24
ORD1:55 pmChicago O'Hare Intl
2h 35m
JAX4:30 pmJacksonville
United Airlines
Jul 3
JAX12:52 pmJacksonville
2h 52m
ORD3:44 pmChicago O'Hare Intl
Jul 10
ORD3:10 amChicago O'Hare Intl
2h 24m
JAX5:34 amJacksonville
United Airlines
Jul 3
JAX2:45 amJacksonville
13h 21m
2 stops
ORD4:06 pmChicago O'Hare Intl
Jul 10
ORD3:10 amChicago O'Hare Intl
2h 24m
JAX5:34 amJacksonville

American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets
American Airlines
Sep 20
JAX10:33 amJacksonville
2h 36m
ORD1:09 pmChicago O'Hare Intl
Sep 24
ORD9:15 amChicago O'Hare Intl
4h 57m
1 stop
JAX2:12 pmJacksonville
American Airlines
Sep 20
JAX12:59 pmJacksonville
5h 18m
1 stop
ORD6:17 pmChicago O'Hare Intl
Sep 24
ORD1:25 amChicago O'Hare Intl
5h 16m
1 stop
JAX6:41 amJacksonville
American Airlines
Sep 12
JAX4:02 pmJacksonville
5h 04m
1 stop
ORD9:06 pmChicago O'Hare Intl
Sep 14
ORD9:37 amChicago O'Hare Intl
6h 31m
2 stops
JAX4:08 pmJacksonville

  • Are airlines flying from Jacksonville to Chicago offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Jacksonville to Chicago are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: Spirit Airlines, United Airlines, and Frontier.

  • How far is Jacksonville to Chicago by plane?

    The straight-line distance from Jacksonville to Chicago is 863.3 mi. In terms of flight time, this usually takes a little over 2h 36m.



Alternative routes for Jacksonville to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Fort Lauderdale to Chicago Flights
Fastest flight time3h 04m
Cheapest price$103
Orlando to Chicago Flights
Fastest flight time2h 50m
Cheapest price$145
Miami to Chicago Flights
Fastest flight time3h 10m
Cheapest price$90
Tampa to Chicago Flights
Fastest flight time2h 45m
Cheapest price$116
West Palm Beach to Chicago Flights
Fastest flight time3h 16m
Cheapest price$213
Fort Myers to Chicago Flights
Fastest flight time3h 00m
Cheapest price$118
Fort Lauderdale to St. Louis Flights
Fastest flight time2h 53m
Cheapest price$126
Miami to St. Louis Flights
Fastest flight time2h 58m
Cheapest price$184
Orlando to St. Louis Flights
Fastest flight time2h 26m
Cheapest price$99
Tampa to St. Louis Flights
Fastest flight time3h 48m
Cheapest price$198
Pensacola to Chicago Flights
Fastest flight time2h 34m
Cheapest price$282
Tallahassee to Chicago Flights
Fastest flight time4h 39m
Cheapest price$324

Why use momondo?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Jacksonville to Chicago. momondo saves you time and could save you money on your trip.

Yes. momondo enables you to select and highlight flights to Chicago from Jacksonville with this policy.

Once you have performed a search for Jacksonville to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

If you are not ready to book a flight from Jacksonville to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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