Cheap Flights from Chicago, IL to Jacksonville, FL from $165

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On Cheapflightsplus.com you will find 2 direct and 28 connecting flights from Chicago to Jacksonville. You can compare airfare deals from 2 airlines and multiple travel sites from $165, book and save on cheap plane tickets and last minute offers. Also check out CHI-JAX flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Jacksonville 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: $165 (one-way), $283 (round-trip).

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Best Flights from Chicago to Jacksonville Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Jacksonville with the lowest price of $165. The fastest direct flight takes 2h 28m and the fastest connecting – 5h 45m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $217 Find flight	07:45 Chicago O'Hare International	11:14 Jacksonville Jacksonville	2h 29m	United Airlines	UA2473
from $250 Find flight	11:20 Chicago O'Hare International	14:48 Jacksonville Jacksonville	2h 28m	United Airlines	UA1113
from $165 Find flight	05:01 Chicago O'Hare International	17:57 Jacksonville Jacksonville	11h 56m layover 7h 32m - Philadelphia	Frontier Airlines	F92112 F93479
from $227 Find flight	13:20 Chicago O'Hare International	20:05 Jacksonville Jacksonville	5h 45m layover 1h 39m - Washington D.C.	United Airlines	UA2649 UA1071
from $236 Find flight	10:53 Chicago O'Hare International	21:41 Jacksonville Jacksonville	9h 48m layover 4h 54m - Newark	United Airlines	UA2091 UA2856
from $236 Find flight	06:00 Chicago O'Hare International	21:41 Jacksonville Jacksonville	14h 41m layover 9h 54m - Newark	United Airlines	UA2343 UA2856
from $281 Find flight	21:40 Chicago O'Hare International	14:07+1 день Jacksonville Jacksonville	15h 27m layover 10h 45m - Newark	United Airlines	UA1633 UA694
from $288 Find flight	09:03 Chicago O'Hare International	21:41 Jacksonville Jacksonville	11h 38m layover 6h 41m - Newark	United Airlines	UA1213 UA2856
from $291 Find flight	07:10 Chicago O'Hare International	14:02 Jacksonville Jacksonville	5h 52m layover 1h 6m - Newark	United Airlines	UA563 UA694
from $291 Find flight	06:00 Chicago O'Hare International	18:05 Jacksonville Jacksonville	11h 5m layover 6h 22m - Newark	United Airlines	UA2343 UA1334
from $292 Find flight	12:55 Chicago O'Hare International	21:41 Jacksonville Jacksonville	7h 46m layover 2h 49m - Newark	United Airlines	UA2238 UA2856
from $296 Find flight	14:00 Chicago O'Hare International	21:49 Jacksonville Jacksonville	6h 49m layover 1h 37m - Houston	United Airlines	UA1373 UA2864
from $296 Find flight	12:45 Chicago O'Hare International	21:49 Jacksonville Jacksonville	8h 4m layover 2h 55m - Houston	United Airlines	UA2417 UA2864
from $310 Find flight	11:53 Chicago O'Hare International	21:41 Jacksonville Jacksonville	8h 48m layover 3h 51m - Newark	United Airlines	UA2488 UA2856
from $351 Find flight	07:10 Chicago O'Hare International	18:05 Jacksonville Jacksonville	9h 55m layover 5h 8m - Newark	United Airlines	UA563 UA1334
from $353 Find flight	10:53 Chicago O'Hare International	18:05 Jacksonville Jacksonville	6h 12m layover 1h 22m - Newark	United Airlines	UA2091 UA1334

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 23, 2025

Flight Schedule Chicago (Illinois) to Jacksonville (Florida)

Full flight schedule will help you in detecting at what time planes fly from Chicago to Jacksonville. 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
07:45 — 11:14	07:45 — 11:14 UA2473 United Airlines Chicago — Jacksonville	2h 29m	Find flight from$217
11:20 — 14:48	11:20 — 14:48 UA1113 United Airlines Chicago — Jacksonville	2h 28m	Find flight from$250
05:01 — 17:57	05:01 — 08:04 F92112 Frontier Airlines Chicago — Philadelphia 7h 32m stop 15:36 — 17:57 F93479 Frontier Airlines Philadelphia — Jacksonville	11h 56m including layover	Find flight from$165
05:45 — 15:35	05:45 — 08:44 UA2606 United Airlines Chicago — Houston 3h 41m stop 12:25 — 15:35 UA2385 United Airlines Houston — Jacksonville	8h 50m including layover	Find flight from$406
06:00 — 21:41	06:00 — 09:11 UA2343 United Airlines Chicago — Newark 9h 54m stop 19:23 — 22:00 UA2856 United Airlines Newark — Jacksonville	14h 41m including layover	Find flight from$236
06:00 — 18:05	06:00 — 09:05 UA2343 United Airlines Chicago — Newark 6h 22m stop 15:27 — 18:05 UA1334 United Airlines Newark — Jacksonville	11h 5m including layover	Find flight from$291
07:10 — 14:02	07:10 — 10:27 UA563 United Airlines Chicago — Newark 1h 6m stop 12:00 — 14:39 UA694 United Airlines Newark — Jacksonville	5h 52m including layover	Find flight from$291
08:45 — 20:05	08:45 — 11:41 UA545 United Airlines Chicago — Washington D.C. 6h 14m stop 17:55 — 20:05 UA1071 United Airlines Washington D.C. — Jacksonville	10h 20m including layover	Find flight from$432
09:03 — 21:41	09:03 — 12:21 UA1213 United Airlines Chicago — Newark 6h 41m stop 20:15 — 22:49 UA2856 United Airlines Newark — Jacksonville	11h 38m including layover	Find flight from$288
09:03 — 18:05	09:03 — 12:18 UA1213 United Airlines Chicago — Newark 3h 9m stop 15:27 — 18:05 UA1334 United Airlines Newark — Jacksonville	8h 2m including layover	Find flight from$353
10:53 — 21:41	10:51 — 14:09 UA2091 United Airlines Chicago — Newark 4h 54m stop 20:15 — 22:49 UA2856 United Airlines Newark — Jacksonville	9h 48m including layover	Find flight from$236
10:53 — 18:05	10:53 — 14:05 UA2091 United Airlines Chicago — Newark 1h 22m stop 15:27 — 18:05 UA1334 United Airlines Newark — Jacksonville	6h 12m including layover	Find flight from$353
11:53 — 21:41	11:53 — 15:08 UA2488 United Airlines Chicago — Newark 3h 51m stop 18:59 — 21:41 UA2856 United Airlines Newark — Jacksonville	8h 48m including layover	Find flight from$310
12:45 — 21:49	12:45 — 15:45 UA2417 United Airlines Chicago — Houston 2h 55m stop 18:40 — 21:49 UA2864 United Airlines Houston — Jacksonville	8h 4m including layover	Find flight from$296
12:55 — 21:41	12:47 — 16:02 UA2238 United Airlines Chicago — Newark 2h 49m stop 20:15 — 22:49 UA2856 United Airlines Newark — Jacksonville	7h 46m including layover	Find flight from$292
13:20 — 20:05	13:20 — 16:16 UA2649 United Airlines Chicago — Washington D.C. 1h 39m stop 17:55 — 20:05 UA1071 United Airlines Washington D.C. — Jacksonville	5h 45m including layover	Find flight from$227
14:00 — 21:49	14:00 — 17:03 UA1373 United Airlines Chicago — Houston 1h 37m stop 18:40 — 21:49 UA2864 United Airlines Houston — Jacksonville	6h 49m including layover	Find flight from$296
14:14 — 21:41	14:14 — 17:27 UA1502 United Airlines Chicago — Newark 1h 32m stop 18:59 — 21:41 UA2856 United Airlines Newark — Jacksonville	6h 27m including layover	Find flight from$428
21:40 — 14:07 +1 day	21:40 — 00:45 UA1633 United Airlines Chicago — Newark 10h 45m stop 11:30 — 14:07 UA694 United Airlines Newark — Jacksonville	15h 27m including layover	Find flight from$281
21:40 — 17:54 +1 day	21:40 — 00:45 UA1633 United Airlines Chicago — Newark 14h 23m stop 15:08 — 17:54 UA3470 United Airlines Newark — Jacksonville	19h 14m including layover	Find flight from$281

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 Chicago to Jacksonville depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Jacksonville is 1373 miles. Time difference between the cities is 1h. Airplanes depart 05:01 to 21:40 from 7 Chicago airports and arrive 05:01 to 21:40 to 4 Jacksonville airports. Average flight time is 2h 29m.

The fastest flight 2h 28m
Average flight time 2h 29m
The earliest flight 05:01
The latest flight 21:40
Distance 854 ml

The cheapest months to travel to Jacksonville are february (from 165 $), january (from 236 $).

What is the lowest airfare Chicago to Jacksonville?

The cheapest plane ticket found by our users is $165. This airfare is for economy class on one-way F92112 flight by Frontier Airlines for February 21, 2025 which leaves O'Hare International in Chicago at 05:01 am and arrives at Jacksonville Jacksonville at 17:57.

Economy class

$165

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — Jacksonville is served by 2 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 $ 165 . And the most expensive tickets are offered by United Airlines airline - from $ 611.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1113 by United Airlines takes 2h 28m and the cheapest is F92112 by Frontier Airlines for $217.

UA - United Airlines

from $217

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Connecting Flights

There are 28 flights with layovers on the route. The fastest connecting flight is UA2649 by United Airlines takes 5h 45m and the cheapest is F92112 by Frontier Airlines for $165.

F9 - Frontier Airlines

from $165

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UA - United Airlines

from $227

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Airports

You can fly from Chicago to Jacksonville from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $165
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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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Jacksonville airports

Jacksonville-JAX

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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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Airplanes

There are flights to Jacksonville from Chicago by 2 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

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from $61

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Top International Destinations from Chicago

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.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

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Chicago — Paris

from $61

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Chicago — Tel Aviv

from $628

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Chicago — Mumbai

from $74

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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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