United Airlines Jacksonville to Chicago Flights

Cheapflightsplus.com will find cheap United Airlines flights from Jacksonville to Chicago. Compare airline ticket prices and book air tickets starting from $219 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Jacksonville (FL) — Chicago (IL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in march: one-way - $219, two-way – $376.
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
8:00 am — 9:47 am
8:00 am — 9:47 am UA2189 United Airlines
Jacksonville — Chicago
2h 47m
Find flight
from$219
11:34 am — 7:05 pm
11:34 am — 1:12 pm UA2473 United Airlines
Jacksonville — Houston
3h 8m stop
4:20 pm — 7:05 pm UA2659 United Airlines
Houston — Chicago
8h 31m
including layover
Find flight
from$299
11:34 am — 5:06 pm
11:34 am — 1:12 pm UA2473 United Airlines
Jacksonville — Houston
1h 8m stop
2:20 pm — 5:06 pm UA2097 United Airlines
Houston — Chicago
6h 32m
including layover
Find flight
from$299
2:10 pm — 6:52 pm
2:10 pm — 4:02 pm UA1938 United Airlines
Jacksonville — Washington D.C.
1h 23m stop
5:25 pm — 6:52 pm UA2497 United Airlines
Washington D.C. — Chicago
5h 42m
including layover
Find flight
from$411
3:17 pm — 8:17 pm
3:17 pm — 5:37 pm UA2463 United Airlines
Jacksonville — Newark
53m stop
6:30 pm — 8:17 pm UA254 United Airlines
Newark — Chicago
6h
including layover
Find flight
from$299
3:17 pm — 10:03 pm
3:17 pm — 5:37 pm UA2463 United Airlines
Jacksonville — Newark
2h 43m stop
8:20 pm — 10:03 pm UA546 United Airlines
Newark — Chicago
7h 46m
including layover
Find flight
from$299
4:59 pm — 0:15 am
+1 day
4:59 pm — 6:40 pm UA2624 United Airlines
Jacksonville — Houston
2h 58m stop
9:38 pm — 0:15 am UA1692 United Airlines
Houston — Chicago
8h 16m
including layover
Find flight
from$299
7:01 pm — 9:46 am
+1 day
7:01 pm — 9:18 pm UA1542 United Airlines
Jacksonville — Newark
10h 42m stop
8:00 am — 9:46 am UA2100 United Airlines
Newark — Chicago
15h 45m
including layover
Find flight
from$252
7:01 pm — 8:47 am
+1 day
7:01 pm — 9:18 pm UA1542 United Airlines
Jacksonville — Newark
9h 42m stop
7:00 am — 8:47 am UA1215 United Airlines
Newark — Chicago
14h 46m
including layover
Find flight
from$252
8:01 am — 7:50 pm
8:01 am — 10:06 am UA1384 United Airlines
Jacksonville — Denver
6h 11m stop
4:17 pm — 7:50 pm UA1495 United Airlines
Denver — Chicago
12h 49m
including layover
Find flight
from$388
9:25 am — 2:03 pm
9:25 am — 11:17 am UA2156 United Airlines
Jacksonville — Washington D.C.
1h 28m stop
12:45 pm — 2:03 pm UA1709 United Airlines
Washington D.C. — Chicago
5h 38m
including layover
Find flight
from$264
9:25 am — 6:52 pm
9:25 am — 11:17 am UA2156 United Airlines
Jacksonville — Washington D.C.
6h 8m stop
5:25 pm — 6:52 pm UA2497 United Airlines
Washington D.C. — Chicago
10h 27m
including layover
Find flight
from$391
4:59 pm — 9:25 am
+1 day
4:59 pm — 6:40 pm UA2624 United Airlines
Jacksonville — Houston
3h 14m stop
9:54 pm — 11:15 pm UA2624 United Airlines
Houston — Dallas
7h 45m stop
7:00 am — 9:25 am UA380 United Airlines
Dallas — Chicago
17h 26m
including layover
Find flight
from$263
*Departure and arrival times are local. Last updated on 02/23/2025

Flight Information

There is 1 flight by United Airlines from Jacksonville to Chicago every week with departures from Jacksonville, Craig Municipal, Cecil Field, Jacksonville NAS. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 11:03 am to 9:25 am. Nonstop flight is 2h 47m. The time difference between Jacksonville and Chicago is 1h.

  • The fastest flight 2h 47m
  • Average flight time 2h 47m
  • The earliest flight 11:03 am
  • The latest flight 9:25 am
  • Distance 854 ml

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

The cheapest flight by United Airlines that our users were able to find is $219. This airfare is economy class on one-way UA2189 flight for February 21, 2025 leaving Jacksonville in Jacksonville at 8:00 am, it includes all taxes and additional fees.

Find same flight?

Other Popular Airlines on the Route

United Airlines is the only airline which provides flights on the route Jacksonville — Chicago. To choose the best flight cost and time we advise to get acquainted with its schedule and prices.

Nonstop flights

There are 1 direct flights every day from Jacksonville. Airlines and fares are below:

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

See more connecting flights

How to book an air 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 airfare.
  • 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.

Back