Flight Routes from Toronto to Chicago

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

Trip type
Fastest flight
non-stop flights
131x / week
Flight distance
683 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Toronto (YYZ) to Chicago (CHI)

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

offers
Active filtersnone
Matching outbound flights28 of 28
fromto
dep.arr.
durationstopovers
  1. September 6 – 12, 2026
  2. September 13 – 19, 2026
  3. September 20 – 26, 2026
    1. YYZORD
      nonstop
      1. American Airlines
    2. YYZORD
      nonstop
      1. American Airlines
    3. YYZORD
      nonstop
      1. United Airlines
    4. YYZORD
      nonstop
      1. Air Canada
    5. YYZORD
      nonstop
      1. United Airlines
    6. YYZORD
      nonstop
      1. United Airlines
    7. YYZORD
      nonstop
      1. United Airlines
    8. YYZORD
      nonstop
      1. United Airlines
    9. YYZORD
      nonstop
      1. American Airlines
    10. YYZORD
      nonstop
      1. Air Canada
    11. YYZORD
      nonstop
      1. Air Canada
    12. YYZORD
      nonstop
      1. United Airlines
    13. YYZORD
      nonstop
      1. American Airlines
    14. YYZORD
      nonstop
      1. American Airlines
    15. YYZORD
      nonstop
      1. Air Canada

      Important flight information

      Discover more flights around Toronto and Chicago

      Departure airport Airport Toronto - Lester B. Pearson International Airport (YYZ)
      Departure country Flights from Canada
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure country - Arrival airport Canada - Chicago-IL, all airports
      City-Code - Arrival airport Toronto - Chicago-IL, all airports
      Departure airport - Destination country Toronto - Lester B. Pearson International Airport - United States
      Alternative routes to United States
      Flight destinations with a similar price