Cheap Flights from Jacksonville, FL to Chicago, IL from $75

On Cheapflightsplus.com you will find 19 direct and 175 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $63, 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: $75 (one-way), $129 (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
06:00 — 07:30
06:00 — 07:30 WN2460 Southwest Airlines
Jacksonville — Chicago
2h 30m
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from$250
07:25 — 08:54
07:25 — 08:54 UA4162 United Airlines
Jacksonville — Chicago
2h 29m
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from$76
10:57 — 12:35
10:57 — 12:35 AA3578 American Airlines
Jacksonville — Chicago
2h 38m
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from$79
11:30 — 13:12
11:30 — 13:12 UA3437 United Airlines
Jacksonville — Chicago
2h 42m
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from$77
13:05 — 14:35
13:05 — 14:35 UA4044 United Airlines
Jacksonville — Chicago
2h 30m
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from$76
15:25 — 16:55
15:25 — 16:55 WN4228 Southwest Airlines
Jacksonville — Chicago
2h 30m
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from$168
16:48 — 18:24
16:48 — 18:24 UA4061 United Airlines
Jacksonville — Chicago
2h 36m
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from$76
17:00 — 18:44
17:00 — 18:44 UA5968 United Airlines
Jacksonville — Chicago
2h 44m
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from$80
07:00 — 10:33
07:00 — 08:31 AA1873 American Airlines
Jacksonville — Charlotte
1h 4m stop
09:35 — 10:33 AA2527 American Airlines
Charlotte — Chicago
4h 33m
including layover
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from$78
09:45 — 13:42
09:45 — 11:33 UA4962 United Airlines
Jacksonville — Washington D.C.
1h 2m stop
12:35 — 13:42 UA221 United Airlines
Washington D.C. — Chicago
4h 57m
including layover
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from$76
10:35 — 14:13
10:35 — 12:03 AA2617 American Airlines
Jacksonville — Charlotte
1h 12m stop
13:15 — 14:13 AA433 American Airlines
Charlotte — Chicago
4h 38m
including layover
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from$78
12:14 — 15:53
12:14 — 13:41 AA1462 American Airlines
Jacksonville — Charlotte
1h 14m stop
14:55 — 15:53 AA2388 American Airlines
Charlotte — Chicago
4h 39m
including layover
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from$78
14:55 — 21:18
14:55 — 17:04 F92322 Frontier Airlines
Jacksonville — Philadelphia
2h 35m stop
19:39 — 21:18 F91463 Frontier Airlines
Philadelphia — Chicago
7h 23m
including layover
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from$66
16:01 — 20:49
16:01 — 17:49 NK1904 Spirit Airlines
Jacksonville — Baltimore
1h 47m stop
19:36 — 20:49 NK2823 Spirit Airlines
Baltimore — Chicago
5h 48m
including layover
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from$63
19:29 — 23:12
19:29 — 21:20 UA4935 United Airlines
Jacksonville — Washington D.C.
47m stop
22:07 — 23:12 UA487 United Airlines
Washington D.C. — Chicago
4h 43m
including layover
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from$76
06:36 — 13:18
06:36 — 08:00 AA1973 American Airlines
Jacksonville — Charlotte
1h 20m stop
09:20 — 10:40 AA400 American Airlines
Charlotte — Washington D.C.
1h 28m stop
12:08 — 13:18 AA985 American Airlines
Washington D.C. — Chicago
7h 42m
including layover
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from$75
08:40 — 18:50
08:40 — 10:09 AA2913 American Airlines
Jacksonville — Charlotte
3h 6m stop
13:15 — 15:08 AA1489 American Airlines
Charlotte — Newark
1h 56m stop
17:04 — 18:50 AA317 American Airlines
Newark — Chicago
11h 10m
including layover
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from$75
11:04 — 18:50
11:04 — 12:28 AA772 American Airlines
Jacksonville — Charlotte
47m stop
13:15 — 15:08 AA1489 American Airlines
Charlotte — Newark
1h 56m stop
17:04 — 18:50 AA317 American Airlines
Newark — Chicago
8h 46m
including layover
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from$75
13:17 — 22:08
13:17 — 14:44 AA4697 American Airlines
Jacksonville — Charlotte
3h 44m stop
18:28 — 19:50 AA1855 American Airlines
Charlotte — Washington D.C.
1h 10m stop
21:00 — 22:08 AA2679 American Airlines
Washington D.C. — Chicago
9h 51m
including layover
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from$75
15:41 — 22:08
15:41 — 17:04 AA5024 American Airlines
Jacksonville — Charlotte
1h 24m stop
18:28 — 19:50 AA1855 American Airlines
Charlotte — Washington D.C.
1h 10m stop
21:00 — 22:08 AA2679 American Airlines
Washington D.C. — Chicago
7h 27m
including layover
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from$75
17:19 — 15:07
+1 day
17:19 — 19:32 F92322 Frontier Airlines
Jacksonville — Philadelphia
12h 28m stop
08:00 — 10:11 NK877 Spirit Airlines
Philadelphia — Atlanta
3h 49m stop
14:00 — 15:07 NK762 Spirit Airlines
Atlanta — Chicago
22h 48m
including layover
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from$66
20:57 — 22:34
+1 day
20:57 — 23:10 F92322 Frontier Airlines
Jacksonville — Philadelphia
16h 10m stop
15:20 — 18:10 NK1811 Spirit Airlines
Philadelphia — Miami
2h 10m stop
20:20 — 22:34 NK1 Spirit Airlines
Miami — Chicago
26h 37m
including layover
Find flight
from$72
*Departure and arrival times - local. Updated on January 30, 2023

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 05:16 to 20:57 from 4 Jacksonville airports and arrive 05:16 to 20:57 to 7 Chicago airports. Average flight time is 2h 30m.

  • The fastest flight 2h 25m
  • Average flight time 2h 30m
  • The earliest flight 05:16
  • The latest flight 20:57
  • Distance 854 ml

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $63. This airfare is for economy class on one-way NK1904 flight by Spirit Airlines for October 19, 2020 which leaves Jacksonville in Jacksonville at 16:01 am and arrives at Chicago O'Hare International at 20:49.

Economy class
$63
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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 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by American Airlines - 74 departures per week at the price of from $ 75 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 804.

Direct flights

There are 19 nonstop flights on the route. The fastest direct flight is WN4208 by Southwest Airlines takes 2h 25m and the cheapest is NK1904 by Spirit Airlines for $76.

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Connecting Flights

There are 175 flights with layovers on the route. The fastest connecting flight is WN4192 by Southwest Airlines takes 3h 40m and the cheapest is NK1904 by Spirit Airlines for $63.

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Airports

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

Jacksonville airports

  • Jacksonville-JAX
    from $63
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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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