Cheap Flights from Jacksonville, FL to Chicago, IL from $65

On Cheapflightsplus.com you will find 6 direct and 150 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 3 airlines and multiple travel sites from $65, 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: $65 (one-way), $111 (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 — 09:47
08:00 — 09:47 UA2189 United Airlines
Jacksonville — Chicago
2h 47m
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from$219
10:00 — 11:39
10:00 — 11:39 UA2659 United Airlines
Jacksonville — Chicago
2h 39m
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from$180
10:00 — 11:45
10:00 — 11:45 UA2850 United Airlines
Jacksonville — Chicago
2h 45m
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from$217
12:40 — 14:33
12:40 — 14:33 UA3566 United Airlines
Jacksonville — Chicago
2h 53m
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from$217
16:35 — 18:20
16:35 — 18:20 UA457 United Airlines
Jacksonville — Chicago
2h 45m
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from$217
16:50 — 18:28
16:50 — 18:28 UA1504 United Airlines
Jacksonville — Chicago
2h 38m
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from$180
07:00 — 15:54
07:00 — 09:15 UA1666 United Airlines
Jacksonville — Newark
5h 5m stop
14:29 — 16:03 UA323 United Airlines
Newark — Chicago
9h 54m
including layover
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from$253
08:14 — 13:13
08:14 — 10:26 F92816 Frontier Airlines
Jacksonville — Philadelphia
1h 19m stop
11:45 — 13:13 F91617 Frontier Airlines
Philadelphia — Chicago
5h 59m
including layover
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from$65
09:25 — 14:19
09:25 — 11:15 UA1437 United Airlines
Jacksonville — Washington D.C.
1h 50m stop
13:05 — 14:19 UA2331 United Airlines
Washington D.C. — Chicago
5h 54m
including layover
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from$226
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
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from$239
11:36 — 18:12
11:36 — 13:43 F92816 Frontier Airlines
Jacksonville — Philadelphia
3h 7m stop
16:50 — 18:12 F94367 Frontier Airlines
Philadelphia — Chicago
7h 36m
including layover
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from$123
14:10 — 18:34
14:10 — 16:00 UA1349 United Airlines
Jacksonville — Washington D.C.
1h 20m stop
17:20 — 18:34 UA2497 United Airlines
Washington D.C. — Chicago
5h 24m
including layover
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from$225
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
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from$227
15:51 — 21:22
15:51 — 18:12 UA3534 United Airlines
Jacksonville — Newark
1h 31m stop
19:43 — 21:22 UA546 United Airlines
Newark — Chicago
6h 31m
including layover
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from$294
17:59 — 23:47
17:59 — 20:09 F94022 Frontier Airlines
Jacksonville — Philadelphia
2h 10m stop
22:19 — 23:47 F92111 Frontier Airlines
Philadelphia — Chicago
6h 48m
including layover
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from$83
17:59 — 00:20
+1 day
17:59 — 20:09 F94022 Frontier Airlines
Jacksonville — Philadelphia
2h 48m stop
22:57 — 00:20 F94367 Frontier Airlines
Philadelphia — Chicago
7h 21m
including layover
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from$83
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
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from$239
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
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from$239
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
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from$253
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
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from$253
07:00 — 20:14
07:00 — 09:15 UA1666 United Airlines
Jacksonville — Newark
3h 45m stop
13:00 — 14:23 UA4499 United Airlines
Newark — Washington D.C.
4h 37m stop
19:00 — 20:14 UA1685 United Airlines
Washington D.C. — Chicago
14h 14m
including layover
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from$292
09:30 — 23:11
09:30 — 11:09 MX401 Mexicana
Jacksonville — Norfolk
6h 32m stop
17:41 — 20:09 MX470 Mexicana
Norfolk — Fort Myers
1h 1m stop
21:10 — 23:11 NK488 Spirit Airlines
Fort Myers — Chicago
14h 41m
including layover
Find flight
from$201
*Departure and arrival times - local. Updated on November 18, 2024

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 45m.

  • The fastest flight 2h 38m
  • Average flight time 2h 45m
  • The earliest flight 07:00
  • The latest flight 19:01
  • Distance 854 ml

The cheapest months to travel to Chicago are january (from 65 $), december (from 83 $), february (from 217 $).

The most expensive months are november (from 263 $), february (from 217 $), december (from 83 $).

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way F92816 flight by Frontier Airlines for January 12, 2025 which leaves Jacksonville in Jacksonville at 08:14 am and arrives at Chicago Midway at 13:13.

Economy class
$65
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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 3 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by Frontier Airlines - 4 departures per week at the price of from $ 65 . And the most expensive tickets are offered by United Airlines airline - from $ 557.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is UA1504 by United Airlines takes 2h 38m and the cheapest is F92816 by Frontier Airlines for $180.

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Connecting Flights

There are 150 flights with layovers on the route. The fastest connecting flight is UA1349 by United Airlines takes 5h 24m and the cheapest is F92816 by Frontier Airlines for $65.

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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 $65
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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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