Cheap Flights from Jacksonville, FL to Chicago, IL from $219

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On Cheapflightsplus.com you will find 1 direct and 32 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 1 airlines and multiple travel sites from $219, 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: $219 (one-way), $376 (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 $219. The fastest direct flight takes 2h 47m and the fastest connecting – 5h 38m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $219 Find flight	08:00 Jacksonville Jacksonville	09:47 Chicago O'Hare International	2h 47m	United Airlines	UA2189
from $252 Find flight	19:01 Jacksonville Jacksonville	08:47+1 день Chicago O'Hare International	14h 46m layover 9h 42m - Newark	United Airlines	UA1542 UA1215
from $264 Find flight	09:25 Jacksonville Jacksonville	14:03 Chicago O'Hare International	5h 38m layover 1h 28m - Washington D.C.	United Airlines	UA2156 UA1709
from $295 Find flight	07:00 Jacksonville Jacksonville	12:13 Chicago O'Hare International	6h 13m layover 0h 52m - Houston	United Airlines	UA2453 UA2124
from $299 Find flight	15:17 Jacksonville Jacksonville	20:17 Chicago O'Hare International	6h 0m layover 0h 53m - Newark	United Airlines	UA2463 UA254
from $299 Find flight	11:34 Jacksonville Jacksonville	17:06 Chicago O'Hare International	6h 32m layover 1h 8m - Houston	United Airlines	UA2473 UA2097
from $299 Find flight	15:17 Jacksonville Jacksonville	22:03 Chicago O'Hare International	7h 46m layover 2h 43m - Newark	United Airlines	UA2463 UA546
from $299 Find flight	11:34 Jacksonville Jacksonville	19:05 Chicago O'Hare International	8h 31m layover 3h 8m - Houston	United Airlines	UA2473 UA2659
from $299 Find flight	15:17 Jacksonville Jacksonville	23:09 Chicago O'Hare International	8h 52m layover 3h 52m - Newark	United Airlines	UA2463 UA1308
from $388 Find flight	08:01 Jacksonville Jacksonville	19:50 Chicago O'Hare International	12h 49m layover 6h 11m - Denver	United Airlines	UA1384 UA1495
from $391 Find flight	09:25 Jacksonville Jacksonville	18:52 Chicago O'Hare International	10h 27m layover 6h 8m - Washington D.C.	United Airlines	UA2156 UA2497
from $411 Find flight	14:10 Jacksonville Jacksonville	18:52 Chicago O'Hare International	5h 42m layover 1h 23m - Washington D.C.	United Airlines	UA1938 UA2497
from $263 Find flight	16:59 Jacksonville Jacksonville	09:25+1 день Chicago O'Hare International	17h 26m layover 3h 14m - Houston 7h 45m - Dallas	United Airlines	UA2624 UA2624 UA380
from $339 Find flight	07:00 Jacksonville Jacksonville	18:21 Chicago O'Hare International	12h 21m layover 4h 39m - Newark 1h 35m - Washington D.C.	United Airlines	UA2386 UA4433 UA2362
from $415 Find flight	15:17 Jacksonville Jacksonville	06:37+1 день Chicago O'Hare International	16h 20m layover 2h 37m - Newark 7h 40m - Detroit	United Airlines	UA2463 UA673 UA4754
from $448 Find flight	09:25 Jacksonville Jacksonville	20:03 Chicago O'Hare International	11h 38m layover 1h 28m - Washington D.C. 4h 7m - New York	United Airlines	UA2156 UA3532 UA1159

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 23, 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$219
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$295
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
08:01 — 19:50	08:01 — 10:06 UA1384 United Airlines Jacksonville — Denver 6h 11m stop 16:17 — 19:50 UA1495 United Airlines Denver — Chicago	12h 49m including layover	Find flight from$388
09:25 — 14:03	09:25 — 11:17 UA2156 United Airlines Jacksonville — Washington D.C. 1h 28m stop 12:45 — 14:03 UA1709 United Airlines Washington D.C. — Chicago	5h 38m including layover	Find flight from$264
09:25 — 18:52	09:25 — 11:17 UA2156 United Airlines Jacksonville — Washington D.C. 6h 8m stop 17:25 — 18:52 UA2497 United Airlines Washington D.C. — Chicago	10h 27m including layover	Find flight from$391
11:34 — 17:06	11:34 — 13:12 UA2473 United Airlines Jacksonville — Houston 1h 8m stop 14:20 — 17:06 UA2097 United Airlines Houston — Chicago	6h 32m including layover	Find flight from$299
11:34 — 19:05	11:34 — 13:12 UA2473 United Airlines Jacksonville — Houston 3h 8m stop 16:20 — 19:05 UA2659 United Airlines Houston — Chicago	8h 31m including layover	Find flight from$299
14:10 — 18:52	14:10 — 16:02 UA1938 United Airlines Jacksonville — Washington D.C. 1h 23m stop 17:25 — 18:52 UA2497 United Airlines Washington D.C. — Chicago	5h 42m including layover	Find flight from$411
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
16:59 — 22:58	16:59 — 18:40 UA2624 United Airlines Jacksonville — Houston 1h 37m stop 20:17 — 22:58 UA321 United Airlines Houston — Chicago	6h 59m including layover	Find flight from$299
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$252
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$252
16:59 — 09:25 +1 day	16:59 — 18:40 UA2624 United Airlines Jacksonville — Houston 3h 14m stop 21:54 — 23:15 UA2624 United Airlines Houston — Dallas 7h 45m stop 07:00 — 09:25 UA380 United Airlines Dallas — Chicago	17h 26m including layover	Find flight from$263

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

*Departure and arrival times - local. Updated on February 23, 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 47m.

The fastest flight 2h 47m
Average flight time 2h 47m
The earliest flight 07:00
The latest flight 19:01
Distance 854 ml

The cheapest months to travel to Chicago are february (from 219 $), january (from 296 $).

What is the lowest airfare Jacksonville to Chicago?

The cheapest plane ticket found by our users is $219. This airfare is for economy class on one-way UA2189 flight by United Airlines for February 21, 2025 which leaves Jacksonville in Jacksonville at 08:00 am and arrives at Chicago O'Hare International at 09:47.

Economy class

$219

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First class

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Popular Airlines on the Route

The flight Jacksonville — Chicago is served by 1 regular airline . Most of the flights on this route are operated by United Airlines - 33 departures per week at the price of from $ 219 . And the most expensive tickets are offered by United Airlines airline - from $ 521.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is UA2189 by United Airlines takes 2h 47m and the cheapest is UA2189 by United Airlines for $219.

UA - United Airlines

from $219

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Connecting Flights

There are 32 flights with layovers on the route. The fastest connecting flight is UA2156 by United Airlines takes 5h 38m and the cheapest is UA2189 by United Airlines for $252.

UA - United Airlines

from $252

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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 $219
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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 1 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 — Tampa

from $57

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Jacksonville — San Antonio

from $65

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Jacksonville — Chicago

from $75

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Jacksonville — San Diego

from $60

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Jacksonville — Cleveland

from $67

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Jacksonville — New York

from $58

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Jacksonville — Indianapolis

from $68

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Jacksonville — Phoenix

from $62

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Jacksonville — Los Angeles

from $56

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Jacksonville — Houston

from $74

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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 — San Juan

from $60

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Jacksonville — Cancun

from $54

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Jacksonville — London

from $69

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Jacksonville — Toronto

from $71

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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»
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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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