Cheap Flights from Jacksonville, FL to Chicago, IL from $189
On Cheapflightsplus.com you will find 9 direct and 10 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 3 airlines and multiple travel sites from $189, 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 08:00 to 21:45 from 4 Jacksonville airports and arrive 08:00 to 21:45 to 7 Chicago airports. Average flight time is 2h 53m.
- The fastest flight 2h 44m
- Average flight time 2h 53m
- The earliest flight 08:00
- The latest flight 21:45
- Distance 854 ml
Best Flights from Jacksonville to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $189 | 16:36 Jacksonville Jacksonville | 18:20 Chicago O'Hare International | 2h 44m | United Airlines | UA457 |
| from $233 | 11:20 Jacksonville Jacksonville | 13:13 Chicago O'Hare International | 2h 53m | United Airlines | UA3675 |
| from $307 | 11:20 Jacksonville Jacksonville | 13:13 Chicago O'Hare International | 2h 53m | United Airlines | UA3638 |
| from $310 | 18:54 Jacksonville Jacksonville | 16:48+1 день Chicago O'Hare International | 22h 54m layover 18h 39m - Washington D.C. | United Airlines | UA6209 UA1057 |
| from $630 | 18:56 Jacksonville Jacksonville | 08:33+1 день Chicago O'Hare International | 14h 37m layover 9h 31m - Newark | United Airlines | UA3578 UA2050 |
The cheapest months to travel to Chicago are may (from 189 $), july (from 189 $), august (from 190 $).
The most expensive months are february (from 269 $), october (from 192 $), june (from 191 $).
What is the lowest airfare Jacksonville to Chicago?
The cheapest plane ticket found by our users is $189. This airfare is for economy class on one-way UA5345 flight by United Airlines for July 4, 2025 which leaves Jacksonville in Jacksonville at 11:20 am and arrives at Chicago O'Hare International at 13:13.
Flight Schedule Jacksonville (Florida) to Chicago (Illinois)
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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 Mexicana - 2 departures per week at the price of from $ 425 . And the most expensive tickets are offered by United Airlines airline - from $ 757.
Direct flights
There are 9 nonstop flights on the route. The fastest direct flight is UA457 by United Airlines takes 2h 44m and the cheapest is UA5345 by United Airlines for $189.
- UA - United Airlinesfrom $189Find
Connecting Flights
There are 10 flights with layovers on the route. The fastest connecting flight is UA3578 by United Airlines takes 13h 38m and the cheapest is UA5345 by United Airlines for $310.
- MX - Mexicanafrom $425Find
- UA - United Airlinesfrom $310Find
- G4 - Allegiant Airfrom $411Find
Airports
You can fly from Jacksonville to Chicago from 4 airports (Jacksonville, Craig Municipal, Jacksonville NAS, Cecil Field).
Jacksonville airports
- Jacksonville-JAXfrom $189Find
- 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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