Cheap Flights from Jacksonville, FL to Chicago, IL from $67

On Cheapflightsplus.com you will find 8 direct and 334 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $67, 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: $67 (one-way), $115 (round-trip).
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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 — 09:44
08:00 — 09:44 UA411 United Airlines
Jacksonville — Chicago
2h 44m
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from$139
08:00 — 09:45
08:00 — 09:45 UA1746 United Airlines
Jacksonville — Chicago
2h 45m
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from$206
11:20 — 13:13
11:20 — 13:13 UA5345 United Airlines
Jacksonville — Chicago
2h 53m
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from$139
11:20 — 13:13
11:20 — 13:13 UA3639 United Airlines
Jacksonville — Chicago
2h 53m
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from$141
11:20 — 13:13
11:20 — 13:13 UA3675 United Airlines
Jacksonville — Chicago
2h 53m
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from$171
11:20 — 13:13
11:20 — 13:13 UA5614 United Airlines
Jacksonville — Chicago
2h 53m
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from$206
11:30 — 13:14
11:30 — 13:14 UA1239 United Airlines
Jacksonville — Chicago
2h 44m
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from$141
16:36 — 18:20
16:36 — 18:20 UA457 United Airlines
Jacksonville — Chicago
2h 44m
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from$139
11:55 — 19:52
11:58 — 14:13 F92816 Frontier Airlines
Jacksonville — Philadelphia
4h 26m stop
18:39 — 19:55 F91617 Frontier Airlines
Philadelphia — Chicago
8h 57m
including layover
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from$67
12:40 — 19:11
12:40 — 14:44 SY326 Sun Country Airlines
Jacksonville — Minneapolis
2h 46m stop
17:30 — 19:11 SY261 Sun Country Airlines
Minneapolis — Chicago
7h 31m
including layover
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from$100
16:33 — 23:51
16:33 — 18:52 F94022 Frontier Airlines
Jacksonville — Philadelphia
3h 46m stop
22:38 — 23:51 F91617 Frontier Airlines
Philadelphia — Chicago
8h 18m
including layover
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from$85
18:54 — 23:15
18:54 — 20:56 UA6209 United Airlines
Jacksonville — Washington D.C.
1h 18m stop
22:18 — 23:30 UA1738 United Airlines
Washington D.C. — Chicago
5h 21m
including layover
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from$143
19:49 — 23:17
19:49 — 21:10 F91549 Frontier Airlines
Jacksonville — Atlanta
1h 5m stop
22:15 — 23:18 F92779 Frontier Airlines
Atlanta — Chicago
4h 28m
including layover
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from$81
19:49 — 00:14
+1 day
19:49 — 21:10 F91549 Frontier Airlines
Jacksonville — Atlanta
1h 48m stop
22:58 — 00:14 F93397 Frontier Airlines
Atlanta — Chicago
5h 25m
including layover
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from$81
09:44 — 23:29
09:44 — 10:21 G41933 Allegiant Air
Jacksonville — Nashville
6h 48m stop
17:09 — 20:07 NK2241 Spirit Airlines
Nashville — Orlando
1h 18m stop
21:25 — 23:29 NK2190 Spirit Airlines
Orlando — Chicago
14h 45m
including layover
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from$94
09:44 — 08:50
+1 day
09:44 — 10:21 G41933 Allegiant Air
Jacksonville — Nashville
9h 18m stop
19:39 — 22:54 NK2030 Spirit Airlines
Nashville — Miami
7h 36m stop
06:30 — 08:50 NK2188 Spirit Airlines
Miami — Chicago
24h 6m
including layover
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from$94
11:47 — 08:50
+1 day
11:47 — 13:46 G43491 Allegiant Air
Jacksonville — Akron
6h 21m stop
20:07 — 22:48 G42137 Allegiant Air
Akron — Miami
7h 42m stop
06:30 — 08:50 NK2188 Spirit Airlines
Miami — Chicago
22h 3m
including layover
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from$106
12:57 — 15:33
+1 day
12:57 — 14:49 G43451 Allegiant Air
Jacksonville — Des Moines
3h 43m stop
19:15 — 20:55 G4434 Allegiant Air
Des Moines — Nashville
17h 22m stop
14:28 — 16:25 NK2028 Spirit Airlines
Nashville — Chicago
27h 36m
including layover
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from$100
13:56 — 14:41
+1 day
13:56 — 16:11 G43153 Allegiant Air
Jacksonville — Flint
17h 4m stop
09:15 — 11:05 G41526 Allegiant Air
Flint — Newark
1h 52m stop
12:57 — 14:41 NK1183 Spirit Airlines
Newark — Chicago
25h 45m
including layover
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from$117
13:56 — 14:41
+1 day
13:56 — 16:11 G41551 Allegiant Air
Jacksonville — Flint
17h 4m stop
09:15 — 11:05 G41533 Allegiant Air
Flint — Newark
1h 52m stop
12:57 — 14:41 NK1183 Spirit Airlines
Newark — Chicago
25h 45m
including layover
Find flight
from$144
15:23 — 20:03
+1 day
15:23 — 17:01 G4614 Allegiant Air
Jacksonville — Norfolk
19h 12m stop
12:13 — 14:16 NK2130 Spirit Airlines
Norfolk — Orlando
3h 39m stop
17:55 — 20:03 NK2541 Spirit Airlines
Orlando — Chicago
29h 40m
including layover
Find flight
from$123
15:23 — 23:29
+1 day
15:23 — 17:01 G4614 Allegiant Air
Jacksonville — Norfolk
19h 12m stop
12:13 — 14:16 NK2130 Spirit Airlines
Norfolk — Orlando
7h 9m stop
21:25 — 23:29 NK2190 Spirit Airlines
Orlando — Chicago
33h 6m
including layover
Find flight
from$123
16:23 — 14:03
+1 day
16:23 — 17:22 G42771 Allegiant Air
Jacksonville — Belleville
1h 38m stop
19:00 — 21:07 G41417 Allegiant Air
Belleville — Knoxville
16h 22m stop
13:29 — 14:03 G43062 Allegiant Air
Knoxville — Chicago
22h 40m
including layover
Find flight
from$108
17:29 — 23:43
+1 day
17:29 — 19:50 G43493 Allegiant Air
Jacksonville — Grand Rapids
2h 32m stop
22:22 — 23:33 G455 Allegiant Air
Grand Rapids — Las Vegas
18h 23m stop
17:56 — 23:43 NK184 Spirit Airlines
Las Vegas — Chicago
31h 14m
including layover
Find flight
from$154
20:21 — 20:40
+1 day
20:21 — 21:41 G43059 Allegiant Air
Jacksonville — Knoxville
13h 13m stop
10:54 — 12:58 G4494 Allegiant Air
Knoxville — Miami
5h 22m stop
18:20 — 20:40 NK3 Spirit Airlines
Miami — Chicago
25h 19m
including layover
Find flight
from$120
20:26 — 17:15
+1 day
20:26 — 22:23 G4611 Allegiant Air
Jacksonville — Indianapolis
7h 37m stop
06:00 — 06:46 SY1986 Sun Country Airlines
Indianapolis — Minneapolis
8h 50m stop
15:36 — 17:15 SY259 Sun Country Airlines
Minneapolis — Chicago
21h 49m
including layover
Find flight
from$133
21:47 — 20:03
+1 day
21:47 — 23:39 G42774 Allegiant Air
Jacksonville — Pittsburgh
6h 15m stop
05:54 — 08:11 NK2752 Spirit Airlines
Pittsburgh — Orlando
9h 44m stop
17:55 — 20:03 NK2541 Spirit Airlines
Orlando — Chicago
23h 16m
including layover
Find flight
from$131
21:47 — 23:29
+1 day
21:47 — 23:39 G42774 Allegiant Air
Jacksonville — Pittsburgh
6h 15m stop
05:54 — 08:11 NK2752 Spirit Airlines
Pittsburgh — Orlando
13h 14m stop
21:25 — 23:29 NK2190 Spirit Airlines
Orlando — Chicago
26h 42m
including layover
Find flight
from$131
*Departure and arrival times - local. Updated on June 2, 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 06:30 to 21:47 from 4 Jacksonville airports and arrive 06:30 to 21:47 to 7 Chicago airports. Average flight time is 2h 49m.

  • The fastest flight 2h 44m
  • Average flight time 2h 49m
  • The earliest flight 06:30
  • The latest flight 21:47
  • Distance 854 ml

The cheapest months to travel to Chicago are june (from 90 $), may (from 104 $), july (from 111 $).

The most expensive months are february (from 264 $), january (from 264 $), september (from 211 $).

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $67. This airfare is for economy class on one-way F92816 flight by Frontier Airlines for June 6, 2025 which leaves Jacksonville in Jacksonville at 11:55 am and arrives at Chicago Midway at 19:52.

Economy class
$67
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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 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 4 departures per week at the price of from $ 67 . And the most expensive tickets are offered by United Airlines airline - from $ 624.

Direct flights

There are 8 nonstop flights on the route. The fastest direct flight is UA411 by United Airlines takes 2h 44m and the cheapest is F92816 by Frontier Airlines for $139.

  • UA - United Airlines
    from $139
    Find
See more direct flights

Connecting Flights

There are 334 flights with layovers on the route. The fastest connecting flight is F91549 by Frontier Airlines takes 4h 28m and the cheapest is F92816 by Frontier Airlines for $67.

  • F9 - Frontier Airlines
    from $67
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  • SY - Sun Country Airlines
    from $100
    Find
  • MX - Mexicana
    from $173
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  • UA - United Airlines
    from $143
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  • G4 - Allegiant Air
    from $94
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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 $67
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  • 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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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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