Welcome | Sign out

Cheap Flights from Toronto to Chicago - YTO to CHI (reverse)

Popular Flights from Toronto to Chicago

  • Airfare from Toronto to Chicago on Porter from CAD251 round trip
  • Airfare from Toronto to Chicago on American from CAD257 round trip
  • Airfare from Toronto to Chicago on Air Canada from CAD257 round trip
  • Airfare from Toronto to Chicago on United from CAD257 round trip
  • Airfare from Toronto to Chicago on Delta from CAD313 round trip

Did You Know?

  • 107,948 seats are available per day to fly out of Toronto, ON connecting to Chicago, IL
  • Air Canada has the most nonstop flights between Toronto, ON and Chicago, IL.
  • 7 airlines operate between Toronto, ON and Chicago, IL
  • New York, NY is the most popular connection for one stop flights between Toronto, ON and Chicago, IL.
  • 210 flights per week fly out of Toronto, ON connecting to Chicago, IL
  • The shortest flight between Toronto, ON and Chicago, IL on El Al is 435 miles.
  • New Zealand has 101 one stop flights between Toronto, ON and Chicago, IL.
  • The largest aircraft operated by British Airways flying between Toronto, ON and Chicago, IL is a CRJ with 70 seats.

Advance Purchase Prices from Toronto to Chicago

  • Carrier
    0 Days
    1 Day
    3 Days
    7 Days
    10 Days
    14 Days
    21 Days
  • Air Canada
    $201
    $286
    $1793
    $673
    $673
    $673
    $673
  • American
    $201
    $201
    $1793
    $673
    $881
    $286
    $286
  • Continental
    $201
    $201
    $1793
    $673
    $881
    $286
    $286
  • Delta
    $222
    $222
    $1496
    $694
    $902
    $307
    $1403
  • Porter
    $223
    $223
    $1814
    $694
    $903
    $307
    $307
  • US Airways
    $220
    $220
    $220
    $393
    $393
    $341
    $341
  • United
    $201
    $201
    $1793
    $673
    $881
    $286
    $286
  • WestJet
     
     
    $1777
    $1407
    $865
    $312
    $312

Daily Non-stop Flight Schedules from Toronto Island to Chicago Midway

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • Porter
    6
    6
    6
    5
    6
    2
    4
    7:00 AM
    7:55 PM

Daily Non-stop Flight Schedules from Pearson International to O Hare

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • Air Canada
    6
    6
    6
    6
    6
    5
    5
    7:20 AM
    8:50 PM
  • American
    7
    7
    7
    7
    7
    5
    7
    6:10 AM
    9:00 PM
  • United
    7
    6
    5
    7
    7
    4
    6
    6:30 AM
    7:22 PM

Cheap International Flights from Toronto - YTO

Flights
Airline
Lowest Price
US Airways, WestJet, Pakistan, Air Canada, United, American
CAD220
WestJet, US Airways, American, Delta, United, Air Canada
CAD394
Delta, WestJet, American, US Airways, United, Alaska, Air Canada
CAD530
Porter, United, Air Canada, US Airways, Delta
CAD214
Porter, WestJet, American, US Airways, United, Delta, Air Canada
CAD230
United, Alaska, American, US Airways, Air Canada, WestJet, Delta
CAD654
US Airways, Delta, American, United, Porter, WestJet, Air Canada
CAD251
American, US Airways, WestJet, United, Delta, Air Canada
CAD610
WestJet, US Airways, American, United, Alaska, Air Canada, Delta
CAD395
US Airways, Air Canada, United, Delta, American
CAD733
Air Canada, WestJet, American, United, Delta, US Airways
CAD653
US Airways, United, Delta, American, WestJet, Air Canada
CAD285
United, Delta, Air Canada, American, US Airways
CAD670
Air Canada, Air Transat, WestJet, US Airways, American, Delta, United
$249
WestJet, US Airways, United, Delta, Alaska, Air Canada, American
CAD565
US Airways, Delta, American, WestJet, Air Canada, United
CAD515
Air Canada, United, Delta, American, US Airways, WestJet
CAD472
Air Canada, United, Delta, WestJet, American, US Airways, Air Transat
$249
American, US Airways, United, Air Canada, Alaska, Delta
CAD593
WestJet, US Airways, United, American, Delta, Air Canada
CAD544
US Airways, American, Delta, United, Air Canada
CAD523
US Airways, American, Delta, United, Air Canada, WestJet
CAD318
US Airways, American, United, Alaska, Air Canada, Delta, WestJet
CAD397
US Airways, American, Delta, United, Air Canada
CAD470
Alaska, Air Canada, United, Delta, US Airways, American
CAD577
Delta, United, Air Canada, American, US Airways, WestJet
CAD630
WestJet, Air Canada, United, US Airways, American, Delta
CAD596
American, Delta, United, Air Canada, US Airways
CAD745
US Airways, Air Canada, United, American, Delta
CAD504
WestJet, US Airways, American, United, Air Canada, Delta
CAD481
WestJet, Air Canada, US Airways, American, Delta, United
$594
American, United, WestJet, Air Canada, US Airways, Delta
CAD651
United, American, US Airways, Delta, Air Canada
CAD598
Air Canada, Delta, United, US Airways, American, WestJet
CAD667
Air Canada, United, Delta, US Airways, American, WestJet
CAD509
Air Canada, WestJet, United, Delta, US Airways, American
CAD392
Air Canada, US Airways, Delta, American, United
CAD598
WestJet, Air Canada, United, Delta, US Airways, American
$387
Delta, Air Canada, Alaska, US Airways, United, WestJet, American
CAD544
US Airways, Delta, United, Air Canada
CAD598
Delta, American, US Airways, WestJet, Air Canada, United
CAD331
US Airways, Delta, United, Air Canada, American
CAD673
Delta, US Airways
CAD835
Delta, American, WestJet, US Airways, United, Air Canada
CAD475
Air Canada, United
CAD483
Delta, American, US Airways, Air Canada, United
CAD694
Air Canada, Delta, Alaska, US Airways, American, United
CAD801
Air Canada, US Airways, Alaska, Delta, United, American
CAD829
American, US Airways, Delta, United, Air Canada, WestJet
CAD394
Air Canada, United, US Airways, American, WestJet, Delta
CAD366
United, Delta, American, Air Canada, WestJet, US Airways
CAD357
Delta, Air Canada, United, US Airways
CAD544
Cheap Flights from Toronto to Chicago, from CAD251 Round trip from YTO to CHI