Flight Routes from Chicago to Jacksonville, Florida

Trip type

Our cheapest offers for flights from Chicago to Jacksonville, Florida

Here you can compare cheap flights from Chicago (CHI) to Jacksonville, Florida (JAX) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Jacksonville, Florida. Prices and availability may change at any time.

Flight schedule from Chicago (CHI) to Jacksonville, Florida (JAX)

Select a travel date in the flight schedule for the route from Chicago (CHI) to Jacksonville, Florida (JAX) and compare affordable flight deals.

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Active filtersnone
Matching outbound flights17 of 17
fromto
dep.arr.
durationstopovers
  1. August 9 – 15, 2026
  2. August 16 – 22, 2026
  3. August 23 – 29, 2026
    No flights could be found for the active filters.
    1. ORDJAX
      nonstop
      1. United Airlines
    2. ORDJAX
      nonstop
      1. American Airlines
    3. ORDJAX
      nonstop
      1. American Airlines
    4. ORDJAX
      nonstop
      1. United Airlines
    5. MDWJAX
      nonstop
      1. Southwest Airlines
    6. ORDJAX
      nonstop
      1. United Airlines
    7. ORDJAX
      nonstop
      1. American Airlines
    8. MDWJAX
      nonstop
      1. Southwest Airlines
    9. ORDJAX
      nonstop
      1. American Airlines
    10. ORDJAX
      nonstop
      1. United Airlines
    11. ORDJAX
      nonstop
      1. American Airlines
    12. ORDJAX
      nonstop
      1. United Airlines
    13. ORDJAX
      nonstop
      1. United Airlines
    14. MDWJAX
      nonstop
      1. Southwest Airlines
    15. ORDJAX
      nonstop
      1. United Airlines

      Tips and tricks to help you find cheap flights from Chicago to Jacksonville, Florida

      Favorite airline: United Airlines
      United Airlines is the most popular airline for flights from Chicago to Jacksonville, Florida.
      United Airlines
      44 %
      JetBlue Airways
      20 %
      American Airlines
      18 %
      Direct flights are more expensive
      On this route, direct flights are $ 6.00 more expensive than flights with a stopover.
      non stop flight
      1 stop
      2 stops
      02h 34min
      05h 44min
      14h 14min
      $ 270
      $ 264
      $ 321
      The favorite connection is non-stop
      55 % of travelers decide to book a direct flight on this route.
      Route
      bookings
      Direct flights
      02h 34min, from $ 270
      55 %
      1 stopover New York - John F. Kennedy International Airport, NY
      06h 09min, from $ 1.927
      14 %
      1 stopover Minneapolis - St. Paul International Airport, MN
      14h 23min, from $ 308
      12 %

      Important flight information

      Flight information: Chicago - Jacksonville, Florida

      Roundtrip from $ 225,00
      Flight duration min. 02:10 / max. 04:15
      Return flight duration min. 02:35/ max. 03:01
      Distance 1375 km
      Flights per week 57
      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport Jacksonville, Florida (JAX)
      Destination country Flights to United States
      Departure airport - Destination country Chicago-IL, all airports - United States
      Alternative routes to United States
      Alternative flights to Jacksonville, Florida
      Flight destinations with a similar price
      Flight destinations with a similar price