Cheap Flights from Jacksonville, FL to Chicago, IL from $389
On Cheapflightsplus.com you will find 6 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 3 airlines and multiple travel sites from $389, 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.
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 18:56 to 21:45 from 4 Jacksonville airports and arrive 18:56 to 21:45 to 7 Chicago airports. Average flight time is 17h 35m.
- The fastest flight 13h 38m
- Average flight time 17h 35m
- The earliest flight 18:56
- The latest flight 21:45
- Distance 854 ml
Best Flights from Jacksonville to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $597 | 18:56 Jacksonville Jacksonville | 08:33+1 день Chicago O'Hare International | 14h 37m layover 9h 31m - Newark | United Airlines | UA3578 UA2050 |
| from $389 | 21:45 Jacksonville Jacksonville | 17:17+1 день Chicago O'Hare International | 20h 32m layover 7h 52m - Covington 6h 52m - Myrtle Beach | Allegiant Air | G42009 G41988 NK1637 |
| from $402 | 21:01 Jacksonville Jacksonville | 23:44+1 день Chicago O'Hare International | 27h 43m layover 7h 58m - East Providence 10h 35m - Fort Myers | Mexicana | MX707 MX712 NK1872 |
The cheapest months to travel to Chicago are july (from 389 $).
What is the lowest airfare Jacksonville to Chicago?
The cheapest plane ticket found by our users is $389. This airfare is for economy class on one-way G42009 flight by Allegiant Air for July 25, 2025 which leaves Jacksonville in Jacksonville at 21:45 am and arrives at Chicago O'Hare International at 17:17.
Flight Schedule Jacksonville (Florida) to Chicago (Illinois)
from$597
from$655
from$717
from$402
from$673
from$389
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 Mexicana - 2 departures per week at the price of from $ 402 . And the most expensive tickets are offered by United Airlines airline - from $ 717.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 6 flights with layovers on the route. The fastest connecting flight is UA3578 by United Airlines takes 13h 38m and the cheapest is G42009 by Allegiant Air for $389.
- MX - Mexicanafrom $402Find
- UA - United Airlinesfrom $597Find
- G4 - Allegiant Airfrom $389Find
Airports
You can fly from Jacksonville to Chicago from 4 airports (Jacksonville, Craig Municipal, Jacksonville NAS, Cecil Field).
Jacksonville airports
- Jacksonville-JAXfrom $389Find
- Craig Municipal-CRGFind
- Jacksonville NAS-NIPFind
- Cecil Field-VQQFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
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.
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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.
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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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