Cheap Flights from Jacksonville, FL to Chicago, IL from $72

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On Cheapflightsplus.com you will find 8 direct and 195 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 3 airlines and multiple travel sites from $72, 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: $72 (one-way), $123 (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 $72. The fastest direct flight takes 2h 38m and the fastest connecting – 5h 24m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $199 Find flight	16:50 Jacksonville Jacksonville	18:28 Chicago O'Hare International	2h 38m	United Airlines	UA1504
from $199 Find flight	10:00 Jacksonville Jacksonville	11:39 Chicago O'Hare International	2h 39m	United Airlines	UA2659
from $240 Find flight	10:00 Jacksonville Jacksonville	11:45 Chicago O'Hare International	2h 45m	United Airlines	UA2850
from $240 Find flight	16:35 Jacksonville Jacksonville	18:20 Chicago O'Hare International	2h 45m	United Airlines	UA457
from $240 Find flight	12:40 Jacksonville Jacksonville	14:33 Chicago O'Hare International	2h 53m	United Airlines	UA3566
from $243 Find flight	08:00 Jacksonville Jacksonville	09:47 Chicago O'Hare International	2h 47m	United Airlines	UA2189
from $313 Find flight	08:00 Jacksonville Jacksonville	09:38 Chicago O'Hare International	2h 38m	United Airlines	UA1139
from $72 Find flight	08:14 Jacksonville Jacksonville	13:13 Chicago Midway	5h 59m layover 1h 19m - Philadelphia	Frontier Airlines	F92816 F91617
from $87 Find flight	11:08 Jacksonville Jacksonville	22:14 Chicago Midway	12h 6m layover 6h 48m - Dallas	Frontier Airlines	F92853 F92998
from $92 Find flight	17:59 Jacksonville Jacksonville	23:47 Chicago O'Hare International	6h 48m layover 2h 10m - Philadelphia	Frontier Airlines	F94022 F92111
from $92 Find flight	17:59 Jacksonville Jacksonville	00:20+1 день Chicago Midway	7h 21m layover 2h 48m - Philadelphia	Frontier Airlines	F94022 F94367
from $249 Find flight	14:10 Jacksonville Jacksonville	18:34 Chicago O'Hare International	5h 24m layover 1h 20m - Washington D.C.	United Airlines	UA1349 UA2497
from $250 Find flight	09:25 Jacksonville Jacksonville	14:19 Chicago O'Hare International	5h 54m layover 1h 50m - Washington D.C.	United Airlines	UA1437 UA2331
from $251 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 $251 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 $222 Find flight	09:30 Jacksonville Jacksonville	23:11 Chicago O'Hare International	14h 41m layover 6h 32m - Norfolk 1h 1m - Fort Myers	Mexicana	MX401 MX470 NK488

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 19, 2025

Flight Schedule Jacksonville (Florida) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
08:00 — 09:47	08:00 — 09:47 UA2189 United Airlines Jacksonville — Chicago	2h 47m	Find flight from$243
08:00 — 09:38	08:00 — 09:38 UA1139 United Airlines Jacksonville — Chicago	2h 38m	Find flight from$313
10:00 — 11:39	10:00 — 11:39 UA2659 United Airlines Jacksonville — Chicago	2h 39m	Find flight from$199
10:00 — 11:45	10:00 — 11:45 UA2850 United Airlines Jacksonville — Chicago	2h 45m	Find flight from$240
12:40 — 14:33	12:40 — 14:33 UA3566 United Airlines Jacksonville — Chicago	2h 53m	Find flight from$240
16:35 — 18:20	16:35 — 18:20 UA457 United Airlines Jacksonville — Chicago	2h 45m	Find flight from$240
16:45 — 18:23	16:45 — 18:23 UA694 United Airlines Jacksonville — Chicago	2h 38m	Find flight from$313
16:50 — 18:28	16:50 — 18:28 UA1504 United Airlines Jacksonville — Chicago	2h 38m	Find flight from$199
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	Find flight from$280
07:00 — 15:43	07:00 — 09:15 UA1666 United Airlines Jacksonville — Newark 4h 54m stop 14:09 — 15:43 UA645 United Airlines Newark — Chicago	9h 43m including layover	Find flight from$291
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$72
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	Find flight from$250
11:08 — 16:22	11:08 — 13:02 F92853 Frontier Airlines Jacksonville — Dallas 1h 2m stop 14:04 — 16:22 F91888 Frontier Airlines Dallas — Chicago	6h 14m including layover	Find flight from$81
11:08 — 22:14	11:08 — 13:02 F92853 Frontier Airlines Jacksonville — Dallas 6h 48m stop 19:50 — 22:14 F92998 Frontier Airlines Dallas — Chicago	12h 6m including layover	Find flight from$87
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	Find flight from$249
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$251
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	Find flight from$92
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	Find flight from$92
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$264
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$264
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$280
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$280
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$222

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 19, 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 42m.

The fastest flight 2h 38m
Average flight time 2h 42m
The earliest flight 07:00
The latest flight 19:01
Distance 854 ml

The cheapest months to travel to Chicago are january (from 72 $), november (from 81 $), december (from 92 $).

The most expensive months are february (from 240 $), december (from 92 $), november (from 81 $).

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $72. 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

$72

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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 - 6 departures per week at the price of from $ 72 . And the most expensive tickets are offered by United Airlines airline - from $ 717.

Direct flights

There are 8 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 $199.

UA - United Airlines

from $199

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Connecting Flights

There are 195 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 $72.

F9 - Frontier Airlines

from $72

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MX - Mexicana

from $222

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UA - United Airlines

from $249

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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 $72
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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.

Jacksonville — Miami

from $78

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Jacksonville — Atlanta

from $71

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Jacksonville — Las Vegas

from $79

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Jacksonville — Chicago

from $75

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Jacksonville — Boston

from $74

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Jacksonville — Dallas

from $74

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Jacksonville — Nashville

from $72

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Jacksonville — Denver

from $75

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Jacksonville — Tampa

from $57

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Jacksonville — New Orleans

from $69

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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.

Jacksonville — London

from $69

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Jacksonville — Toronto

from $71

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Jacksonville — Cancun

from $54

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Jacksonville — San Juan

from $60

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Jacksonville — Montreal

from $75

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Jacksonville — Nassau

from $60

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How to book a plane 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.
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