Flight Routes from Chicago to Madison

Compare cheap outbound and return flights from Chicago (CHI) to Madison (MSN) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
94x / week
Flight distance
198 km
Time difference
none
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Chicago (CHI) to Madison (MSN)

Select a travel date in the flight schedule for the route from Chicago (CHI) to Madison (MSN) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsCHI–MSN · 30 of 30
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. ORDMSN
      nonstop
      1. American Airlines
    2. ORDMSN
      nonstop
      1. United Airlines
    3. ORDMSN
      nonstop
      1. United Airlines
    4. ORDMSN
      nonstop
      1. United Airlines
    5. ORDMSN
      nonstop
      1. United Airlines
    6. ORDMSN
      nonstop
      1. United Airlines
    7. ORDMSN
      nonstop
      1. United Airlines
    8. ORDMSN
      nonstop
      1. American Airlines
    9. ORDMSN
      nonstop
      1. United Airlines
    10. ORDMSN
      nonstop
      1. United Airlines
    11. ORDMSN
      nonstop
      1. American Airlines
    12. ORDMSN
      nonstop
      1. United Airlines
    13. ORDMSN
      nonstop
      1. United Airlines
    14. ORDMSN
      nonstop
      1. United Airlines
    15. ORDMSN
      nonstop
      1. United Airlines

      Important flight information

      Discover more flights around Chicago and Madison

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport Madison, WI (MSN)
      Destination country Flights to United States
      Departure airport - Destination country Chicago-IL, all airports - United States
      Alternative flights to Madison