Cheap Flights from Jacksonville, FL to Chicago, IL from $203

Return flight: Chicago – Jacksonville
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On Cheapflightsplus.com you will find 4 direct and 80 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $203, book and save on cheap plane tickets and last minute offers. Also check out JAX-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Jacksonville to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $203 (one-way), $348 (round-trip).
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Best Flights from Jacksonville to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Jacksonville to Chicago with the lowest price of $203. The fastest direct flight takes 2h 45m and the fastest connecting – 5h 38m.
Price Departure Arrival Flight Duration Airline Flight
from $203
Find flight
10:00
Jacksonville
Jacksonville
 11:45
Chicago
O'Hare International
 2h 45m United Airlines
UA2850
from $203
Find flight
16:35
Jacksonville
Jacksonville
 18:20
Chicago
O'Hare International
 2h 45m United Airlines
UA457
from $203
Find flight
12:40
Jacksonville
Jacksonville
 14:33
Chicago
O'Hare International
 2h 53m United Airlines
UA3566
from $206
Find flight
08:00
Jacksonville
Jacksonville
 09:47
Chicago
O'Hare International
 2h 47m United Airlines
UA2189
from $213
Find flight
14:10
Jacksonville
Jacksonville
 18:55
Chicago
O'Hare International
 5h 45m
layover
1h 31m - Washington D.C.
 United Airlines
UA6023
UA1117
from $213
Find flight
14:10
Jacksonville
Jacksonville
 18:55
Chicago
O'Hare International
 5h 45m
layover
1h 36m - Washington D.C.
 United Airlines
UA1938
UA1117
from $217
Find flight
09:31
Jacksonville
Jacksonville
 21:52
Chicago
O'Hare International
 13h 21m
layover
4h 26m - Las Vegas
 Mexicana
MX502
NK714
from $224
Find flight
11:51
Jacksonville
Jacksonville
 20:25
Chicago
O'Hare International
 9h 34m
layover
4h 21m - Newark
 United Airlines
UA3649
UA254
from $224
Find flight
11:51
Jacksonville
Jacksonville
 22:57
Chicago
O'Hare International
 12h 6m
layover
7h 3m - Newark
 United Airlines
UA3649
UA1308
from $224
Find flight
11:12
Jacksonville
Jacksonville
 22:57
Chicago
O'Hare International
 12h 45m
layover
7h 49m - Newark
 United Airlines
UA2328
UA1308
from $224
Find flight
16:08
Jacksonville
Jacksonville
 07:44+1 день
Chicago
O'Hare International
 16h 36m
layover
11h 20m - Newark
 United Airlines
UA3587
UA2164
from $224
Find flight
18:29
Jacksonville
Jacksonville
 10:44+1 день
Chicago
O'Hare International
 17h 15m
layover
12h 1m - Newark
 United Airlines
UA3536
UA312
from $224
Find flight
18:29
Jacksonville
Jacksonville
 11:38+1 день
Chicago
O'Hare International
 18h 9m
layover
13h 1m - Newark
 United Airlines
UA3536
UA1525
from $248
Find flight
09:25
Jacksonville
Jacksonville
 14:03
Chicago
O'Hare International
 5h 38m
layover
1h 28m - Washington D.C.
 United Airlines
UA2156
UA1709
from $229
Find flight
08:00
Jacksonville
Jacksonville
 18:23
Chicago
O'Hare International
 11h 23m
layover
4h 41m - Newark
0h 40m - Washington D.C.
 United Airlines
UA1666
UA4486
UA1349
from $250
Find flight
09:31
Jacksonville
Jacksonville
 10:06+1 день
Chicago
O'Hare International
 25h 35m
layover
4h 18m - Las Vegas
7h 53m - Miami
 Mexicana
MX502
NK1643
NK396
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on January 21, 2025
Full flight schedule will help you in detecting at what time planes fly from Jacksonville to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
08:00 — 09:47
08:00 — 09:47 UA2189 United Airlines
Jacksonville — Chicago
2h 47m
Find flight
from$206
10:00 — 11:45
10:00 — 11:45 UA2850 United Airlines
Jacksonville — Chicago
2h 45m
Find flight
from$203
12:40 — 14:33
12:40 — 14:33 UA3566 United Airlines
Jacksonville — Chicago
2h 53m
Find flight
from$203
16:35 — 18:20
16:35 — 18:20 UA457 United Airlines
Jacksonville — Chicago
2h 45m
Find flight
from$203
07:00 — 12:13
07:00 — 08:39 UA2453 United Airlines
Jacksonville — Houston
52m stop
09:59 — 12:49 UA2124 United Airlines
Houston — Chicago
6h 13m
including layover
Find flight
from$277
07:00 — 13:11
07:00 — 09:21 UA2386 United Airlines
Jacksonville — Newark
2h 9m stop
11:30 — 13:11 UA1875 United Airlines
Newark — Chicago
7h 11m
including layover
Find flight
from$281
08:00 — 16:26
08:00 — 10:19 UA1666 United Airlines
Jacksonville — Newark
4h 26m stop
15:09 — 16:45 UA276 United Airlines
Newark — Chicago
9h 26m
including layover
Find flight
from$224
09:25 — 14:34
09:25 — 11:15 UA2156 United Airlines
Jacksonville — Washington D.C.
2h stop
13:15 — 14:34 UA1193 United Airlines
Washington D.C. — Chicago
6h 9m
including layover
Find flight
from$213
09:31 — 21:52
09:31 — 11:42 MX502 Mexicana
Jacksonville — Las Vegas
4h 26m stop
16:08 — 21:52 NK714 Spirit Airlines
Las Vegas — Chicago
13h 21m
including layover
Find flight
from$217
11:12 — 22:57
11:09 — 13:24 UA2328 United Airlines
Jacksonville — Newark
7h 49m stop
21:29 — 23:00 UA1308 United Airlines
Newark — Chicago
12h 45m
including layover
Find flight
from$224
11:12 — 09:40
+1 day
11:09 — 13:24 UA2328 United Airlines
Jacksonville — Newark
18h 24m stop
08:00 — 09:44 UA2100 United Airlines
Newark — Chicago
23h 28m
including layover
Find flight
from$224
14:10 — 18:55
14:10 — 16:05 UA6023 United Airlines
Jacksonville — Washington D.C.
1h 31m stop
17:36 — 18:55 UA1117 United Airlines
Washington D.C. — Chicago
5h 45m
including layover
Find flight
from$213
14:10 — 18:55
14:10 — 16:00 UA1938 United Airlines
Jacksonville — Washington D.C.
1h 36m stop
17:36 — 18:55 UA1117 United Airlines
Washington D.C. — Chicago
5h 45m
including layover
Find flight
from$213
15:17 — 20:17
15:17 — 17:37 UA2463 United Airlines
Jacksonville — Newark
53m stop
18:30 — 20:17 UA254 United Airlines
Newark — Chicago
6h
including layover
Find flight
from$281
15:17 — 22:03
15:17 — 17:37 UA2463 United Airlines
Jacksonville — Newark
2h 43m stop
20:20 — 22:03 UA546 United Airlines
Newark — Chicago
7h 46m
including layover
Find flight
from$281
16:08 — 07:44
+1 day
16:08 — 18:40 UA3587 United Airlines
Jacksonville — Newark
11h 20m stop
06:00 — 07:44 UA2164 United Airlines
Newark — Chicago
16h 36m
including layover
Find flight
from$224
17:21 — 22:45
17:21 — 19:00 UA2674 United Airlines
Jacksonville — Houston
1h 2m stop
20:02 — 22:45 UA321 United Airlines
Houston — Chicago
6h 24m
including layover
Find flight
from$278
18:29 — 10:44
+1 day
18:29 — 20:59 UA3536 United Airlines
Jacksonville — Newark
12h 1m stop
09:00 — 10:44 UA312 United Airlines
Newark — Chicago
17h 15m
including layover
Find flight
from$224
18:29 — 11:38
+1 day
18:29 — 20:59 UA3536 United Airlines
Jacksonville — Newark
13h 1m stop
10:00 — 11:38 UA1525 United Airlines
Newark — Chicago
18h 9m
including layover
Find flight
from$224
19:01 — 08:47
+1 day
19:01 — 21:18 UA1542 United Airlines
Jacksonville — Newark
9h 42m stop
07:00 — 08:47 UA1215 United Airlines
Newark — Chicago
14h 46m
including layover
Find flight
from$237
19:01 — 09:46
+1 day
19:01 — 21:18 UA1542 United Airlines
Jacksonville — Newark
10h 42m stop
08:00 — 09:46 UA2100 United Airlines
Newark — Chicago
15h 45m
including layover
Find flight
from$237
*Departure and arrival times - local. Updated on January 21, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Jacksonville to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Jacksonville and Chicago is 1373 miles. Time difference between the cities is 1h. Airplanes depart 07:00 to 19:01 from 4 Jacksonville airports and arrive 07:00 to 19:01 to 7 Chicago airports. Average flight time is 2h 46m.

  • The fastest flight 2h 45m
  • Average flight time 2h 46m
  • The earliest flight 07:00
  • The latest flight 19:01
  • Distance 854 ml

The cheapest months to travel to Chicago are february (from 203 $), january (from 204 $), december (from 238 $).

The most expensive months are november (from 247 $), december (from 238 $), january (from 204 $).

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $203. This airfare is for economy class on one-way UA457 flight by United Airlines for February 1, 2025 which leaves Jacksonville in Jacksonville at 16:35 am and arrives at Chicago O'Hare International at 18:20.

Economy class
$203
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Business class
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First class
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Popular Airlines on the Route

The flight Jacksonville — Chicago is served by 2 regular airlines . Most of the flights on this route are operated by United Airlines - 80 departures per week at the price of from $ 203 . And the most expensive tickets are offered by United Airlines airline - from $ 489.

Direct flights

There are 4 nonstop flights on the route. The fastest direct flight is UA2850 by United Airlines takes 2h 45m and the cheapest is UA457 by United Airlines for $203.

See more direct flights

Connecting Flights

There are 80 flights with layovers on the route. The fastest connecting flight is UA2156 by United Airlines takes 5h 38m and the cheapest is UA457 by United Airlines for $213.

See more connecting flights

Airports

You can fly from Jacksonville to Chicago from 4 airports (Jacksonville, Craig Municipal, Jacksonville NAS, Cecil Field).

Jacksonville airports

  • Jacksonville-JAX
    from $203
    Find
  • Craig Municipal-CRG
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  • Jacksonville NAS-NIP
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  • Cecil Field-VQQ
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Airplanes

There are flights to Chicago from Jacksonville by 2 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Jacksonville

You may also consider searching for discounted plane tickets to some other popular places from Jacksonville within United States.

Top International Destinations from Jacksonville

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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