Flight Routes from Jacksonville, Florida to Chicago

Compare cheap outbound and return flights from Jacksonville, Florida (JAX) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€263
Fastest flight
non-stop flights
56x / week
Flight distance
1,375 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Jacksonville, Florida to Chicago

sorted by price and recency
filters
  1. –
    American Airlines
    –
    JAX–CHI
    non-stop flight
    American Airlines
    –
    CHI–JAX
    non-stop flight
    €383
  2. –
    United Airlines
    –
    JAX–CHI
    non-stop flight
    United Airlines
    –
    CHI–JAX
    non-stop flight
    €370
  3. –
    Frontier Airlines
    –
    JAX–CHI
    1 stopover
    Frontier Airlines
    –
    CHI–JAX
    1 stopover
    €659
  4. –
    United Airlines
    –
    JAX–CHI
    non-stop flight
    United Airlines
    –
    CHI–JAX
    non-stop flight
    €463
  5. –
    American Airlines
    –
    JAX–CHI
    2 stopovers
    Turkish Airlines
    –
    CHI–JAX
    4 stopovers
    €1,746
  6. –
    JetBlue Airways
    –
    JAX–CHI
    1 stopover
    JetBlue Airways
    –
    CHI–JAX
    1 stopover
    €2,291

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

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

offers
Active filtersnone
Matching outbound flightsJAX–CHI · 22 of 22
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    No flights could be found for the active filters.
    1. JAXORD
      nonstop
      1. American Airlines
    2. JAXORD
      nonstop
      1. American Airlines
    3. JAXORD
      nonstop
      1. Royal Jordanian
    4. JAXORD
      nonstop
      1. United Airlines
    5. JAXORD
      nonstop
      1. United Airlines
    6. JAXMDW
      nonstop
      1. Southwest Airlines
    7. JAXORD
      nonstop
      1. United Airlines
    8. JAXORD
      nonstop
      1. United Airlines
    9. JAXORD
      nonstop
      1. United Airlines
    10. JAXORD
      nonstop
      1. Royal Jordanian
    11. JAXORD
      nonstop
      1. American Airlines
    12. JAXORD
      nonstop
      1. American Airlines
    13. JAXORD
      nonstop
      1. United Airlines
    14. JAXORD
      nonstop
      1. American Airlines
    15. JAXORD
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around Jacksonville, Florida and Chicago

      Departure airport Airport Jacksonville, Florida (JAX)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Jacksonville, Florida - United States
      Alternative routes to United States
      Alternative flights to Chicago
      Flight destinations with a similar price
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