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

Return flight: Chicago – Jacksonville
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On Cheapflightsplus.com you will find 4 direct and 91 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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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 $65. The fastest direct flight takes 2h 45m and the fastest connecting – 5h 38m.
Price Departure Arrival Flight Duration Airline Flight
from $217
Find flight
10:00
Jacksonville
Jacksonville
 11:45
Chicago
O'Hare International
 2h 45m United Airlines
UA2850
from $217
Find flight
16:35
Jacksonville
Jacksonville
 18:20
Chicago
O'Hare International
 2h 45m United Airlines
UA457
from $217
Find flight
12:40
Jacksonville
Jacksonville
 14:33
Chicago
O'Hare International
 2h 53m United Airlines
UA3566
from $219
Find flight
08:00
Jacksonville
Jacksonville
 09:47
Chicago
O'Hare International
 2h 47m United Airlines
UA2189
from $65
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08:14
Jacksonville
Jacksonville
 13:13
Chicago
Midway
 5h 59m
layover
1h 19m - Philadelphia
 Frontier Airlines
F92816
F91617
from $227
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 $227
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 $227
Find flight
09:25
Jacksonville
Jacksonville
 14:34
Chicago
O'Hare International
 6h 9m
layover
2h 0m - Washington D.C.
 United Airlines
UA2156
UA1193
from $231
Find flight
09:31
Jacksonville
Jacksonville
 21:52
Chicago
O'Hare International
 13h 21m
layover
4h 26m - Las Vegas
 Mexicana
MX502
NK714
from $239
Find flight
08:00
Jacksonville
Jacksonville
 16:26
Chicago
O'Hare International
 9h 26m
layover
4h 26m - Newark
 United Airlines
UA1666
UA276
from $239
Find flight
11:51
Jacksonville
Jacksonville
 20:25
Chicago
O'Hare International
 9h 34m
layover
4h 21m - Newark
 United Airlines
UA3649
UA254
from $239
Find flight
08:00
Jacksonville
Jacksonville
 17:01
Chicago
O'Hare International
 10h 1m
layover
5h 6m - Newark
 United Airlines
UA1666
UA1144
from $239
Find flight
08:00
Jacksonville
Jacksonville
 18:54
Chicago
O'Hare International
 11h 54m
layover
6h 49m - Newark
 United Airlines
UA1666
UA661
from $239
Find flight
11:51
Jacksonville
Jacksonville
 22:57
Chicago
O'Hare International
 12h 6m
layover
7h 3m - Newark
 United Airlines
UA3649
UA1308
from $239
Find flight
11:12
Jacksonville
Jacksonville
 22:57
Chicago
O'Hare International
 12h 45m
layover
7h 49m - Newark
 United Airlines
UA2328
UA1308
from $239
Find flight
08:00
Jacksonville
Jacksonville
 20:25
Chicago
O'Hare International
 13h 25m
layover
8h 24m - Newark
 United Airlines
UA1666
UA254
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on December 21, 2024
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$219
10:00 — 11:45
10:00 — 11:45 UA2850 United Airlines
Jacksonville — Chicago
2h 45m
Find flight
from$217
12:40 — 14:33
12:40 — 14:33 UA3566 United Airlines
Jacksonville — Chicago
2h 53m
Find flight
from$217
16:35 — 18:20
16:35 — 18:20 UA457 United Airlines
Jacksonville — Chicago
2h 45m
Find flight
from$217
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$296
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$299
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
Find flight
from$65
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$227
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$231
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$239
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$239
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$227
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$227
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$299
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$299
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$239
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$296
17:21 — 00:15
+1 day
17:21 — 19:00 UA2674 United Airlines
Jacksonville — Houston
2h 36m stop
21:36 — 00:15 UA1858 United Airlines
Houston — Chicago
7h 54m
including layover
Find flight
from$296
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$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
Find flight
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
Find flight
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
Find flight
from$253
*Departure and arrival times - local. Updated on December 21, 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 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 january (from 65 $), february (from 217 $), december (from 253 $).

The most expensive months are november (from 263 $), december (from 253 $), february (from 217 $).

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 - 1 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 4 nonstop flights on the route. The fastest direct flight is UA2850 by United Airlines takes 2h 45m and the cheapest is F92816 by Frontier Airlines for $217.

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Connecting Flights

There are 91 flights with layovers on the route. The fastest connecting flight is UA2156 by United Airlines takes 5h 38m 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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Airplanes

There are flights to Chicago from Jacksonville by 3 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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