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Toronto Pearson International Airport to Chicago flight
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Cheap Flights from Toronto Pearson International Airport to Chicago

Search for flights from Toronto Pearson International Airport to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • YYZ14:00
        1h 54m
        Direct
        ORD14:54
        Toronto - Chicago|Sun, May 26|United Airlines
        NZD 223NZD 330
        32% OFF
        32% OFF
        NZD 330NZD 223
      • YYZ09:00
        1h 54m
        Direct
        ORD09:54
        Toronto - Chicago|Tue, Jun 25|Air Canada
        NZD 225NZD 330
        32% OFF
        32% OFF
        NZD 330NZD 225
      • YYZ19:50
        1h 54m
        Direct
        ORD20:44
        Toronto - Chicago|Tue, May 14|United Airlines
        NZD 228NZD 330
        31% OFF
        31% OFF
        NZD 330NZD 228
      • YYZ18:19
        1h 55m
        Direct
        ORD19:14
        Toronto - Chicago|Tue, May 14|American Airlines
        NZD 229
        NZD 229
      • YYZ19:50
        1h 54m
        Direct
        ORD20:44
        Toronto - Chicago|Tue, May 21|United Airlines
        NZD 229
        NZD 229
      • YYZ14:00
        1h 54m
        Direct
        ORD14:54
        Toronto - Chicago|Sat, May 25|United Airlines
        NZD 231
        NZD 231
      • YYZ18:19
        1h 55m
        Direct
        ORD19:14
        Toronto - Chicago|Sat, May 25|American Airlines
        NZD 231
        NZD 231
      • YYZ12:30
        6h 56m
        1 stop
        ORD18:26
        Toronto - Chicago|Mon, May 27|Delta Air Lines
        NZD 236
        NZD 236
      • YYZ09:00
        1h 54m
        Direct
        ORD09:54
        Toronto - Chicago|Sun, Jun 2|United Airlines
        NZD 236
        NZD 236
      • YYZ11:55
        1h 55m
        Direct
        ORD12:50
        Toronto - Chicago|Tue, May 21|American Airlines
        NZD 236
        NZD 236
      • YYZ13:00
        3h 5m
        Direct
        CHI14:00
        Toronto - Chicago|Mon, May 13|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Toronto Pearson International Airport to Chicago

See which airlines fly from Toronto Pearson International Airport to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Air Canada
From NZD 225
American Airlines
From NZD 263
WestJet
From NZD 266
Delta Air Lines
From NZD 277
Flair Airlines
From NZD 340
Canada Jetlines
From NZD 461
United Airlines
From NZD 510
Lynx Air
From NZD 648
Alaska Airlines
From NZD 730
Copa Airlines
From NZD 1,408
ANA airlines
Find more flights and airlines

Airports in Chicago

Learn about different airports in Chicago, find the best flight and transfer options, and plan your journey.

  • 24.74 km from central Chicago
    O'Hare International Airport
    Tickets From
    NZD 510
  • 12.76 km from central ChicagoCheapestClosest
    Midway International Airport
    Tickets From
    NZD 277
Flight Schedule from Toronto Pearson International Airport to Chicago

Check the schedule for flights from Toronto Pearson International Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA4273

    American Airlines

    06:30

    YYZ

    1.9h

    Direct

    07:26

    ORD

    SMTWTFS
    Search

  2. UA490

    United Airlines

    07:00

    YYZ

    1.9h

    Direct

    07:57

    ORD

    SMTWTFS
    Search

  3. UA8533

    United Airlines

    09:00

    YYZ

    1.9h

    Direct

    09:54

    ORD

    SMTWTFS
    Search

  4. AA3604

    American Airlines

    11:55

    YYZ

    1.9h

    Direct

    12:50

    ORD

    SMTWTFS
    Search

  5. UA8694

    United Airlines

    12:00

    YYZ

    1.9h

    Direct

    12:54

    ORD

    SMTWTFS
    Search

  6. AA3606

    American Airlines

    13:20

    YYZ

    1.9h

    Direct

    14:15

    ORD

    SMTWTFS
    Search

  7. UA8307

    United Airlines

    14:00

    YYZ

    1.9h

    Direct

    14:54

    ORD

    SMTWTFS
    Search

  8. UA213

    United Airlines

    17:30

    YYZ

    1.9h

    Direct

    18:27

    ORD

    SMTWTFS
    Search

  9. AA3608

    American Airlines

    18:20

    YYZ

    1.9h

    Direct

    19:15

    ORD

    SMTWTFS
    Search

  10. UA8293

    United Airlines

    19:50

    YYZ

    1.9h

    Direct

    20:44

    ORD

    SMTWTFS
    Search
Find more flights and airlines

Flight Info of Flights from Toronto Pearson International Airport to Chicago

Cheapest round-trip ticket price

NZD 306

Cheapest nonstop flight price

NZD 191

Off-season for travel

February

Peak season for travel

August

FAQs for Toronto Pearson International Airport to Chicago Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

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