Twelve month price trend

  • Mar Mar US$260

Flight Schedules from Toronto to Chicago

  • Depart
    Arrive
    Duration
    Flight & AirCraft
    Mo Tu We Th Fr Sa Su
  • 06:05 (YYZ)
    07:41 (DTW)
    4h 23m
    DL 3949 (Canadair Regional Jet 900)
    1h 4m layover in Detroit (DTW)
  • 08:45 (DTW)
    09:28 (ORD)
    4h 23m
    DL 2598 (Boeing 717-200)
  • 06:05 (YYZ)
    07:30 (DTW)
    3h 43m
    DL 5309 (Canadair Regional Jet 700)
    1h layover in Detroit (DTW)
  • 08:30 (DTW)
    08:48 (MDW)
    3h 43m
    DL 5183 (Canadair Regional Jet 700)
  • 06:05 (YYZ)
    07:41 (DTW)
    6h 11m
    DL 3949 (Canadair Regional Jet 900)
    3h 7m layover in Detroit (DTW)
  • 10:48 (DTW)
    11:16 (ORD)
    6h 11m
    UA 4527 (Canadair Regional Jet 700)
  • 06:05 (YYZ)
    07:30 (DTW)
    5h 30m
    DL 5309 (Canadair Regional Jet 700)
    2h 40m layover in Detroit (DTW)
  • 10:10 (DTW)
    10:35 (ORD)
    5h 30m
    DL 381 (Boeing 717-200)
  • 06:05 (YYZ)
    07:41 (DTW)
    5h 41m
    DL 3949 (Canadair Regional Jet 900)
    2h 29m layover in Detroit (DTW)
  • 10:10 (DTW)
    10:46 (ORD)
    5h 41m
    DL 524 (Boeing 717-200)
  • 06:05 (YYZ)
    07:30 (DTW)
    4h 4m
    DL 5309 (Canadair Regional Jet 700)
    1h 15m layover in Detroit (DTW)
  • 08:45 (DTW)
    09:09 (ORD)
    4h 4m
    DL 2598 (Boeing 717-200)
  • 06:15 (YYZ)
    07:45 (DTW)
    5h 55m
    DL 7191 (Canadair Regional Jet 900)
    2h 55m layover in Detroit (DTW)
  • 10:40 (DTW)
    11:10 (ORD)
    5h 55m
    AA 4392 (Embraer 175)
  • 06:15 (YYZ)
    07:45 (DTW)
    6h 1m
    DL 5309 (Canadair Regional Jet 900)
    3h 3m layover in Detroit (DTW)
  • 10:48 (DTW)
    11:16 (ORD)
    6h 1m
    UA 4527 (Canadair Regional Jet 700)
  • 06:29 (YYZ)
    13:16 (PIT)
    10h 21m
    AA 4677 (Embraer 175)
    2h 5m layover in Pittsburgh (PIT)
  • 15:21 (PIT)
    15:50 (ORD)
    10h 21m
    AA 3460 (Embraer RJ145)
  • 07:00 (YTZ)
    07:55 (MDW)
    1h 55m
    PD 383 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 07:10 (YYZ)
    07:57 (ORD)
    1h 47m
    UA 547 (Airbus A319)
  • 07:25 (YYZ)
    08:12 (ORD)
    1h 47m
    AC 741 (Embraer 190)
  • 08:15 (YYZ)
    09:20 (DTW)
    5h 25m
    AC 7361 (Canadair Regional Jet)
    3h 2m layover in Detroit (DTW)
  • 12:22 (DTW)
    12:40 (ORD)
    5h 25m
    AA 3266 (Canadair Regional Jet 700)
  • 08:15 (YYZ)
    09:20 (DTW)
    5h 5m
    AC 7361 (Canadair Regional Jet)
    2h 40m layover in Detroit (DTW)
  • 12:00 (DTW)
    12:20 (MDW)
    5h 5m
    DL 5199 (Canadair Regional Jet 900)
  • 08:15 (YYZ)
    09:20 (DTW)
    5h 16m
    AC 7361 (Canadair Regional Jet)
    2h 40m layover in Detroit (DTW)
  • 12:00 (DTW)
    12:31 (ORD)
    5h 16m
    DL 3920 (Canadair Regional Jet 900)
  • 08:20 (YYZ)
    09:15 (ORD)
    1h 55m
    AA 4623 (Embraer 175)
  • 08:30 (YYZ)
    10:06 (CMH)
    5h 10m
    AC 8843 (De Havilland DHC-8-100 Dash 8/8Q)
    2h 17m layover in Columbus (CMH)
  • 12:23 (CMH)
    12:40 (ORD)
    5h 10m
    AA 4715 (Embraer 175)
  • 08:30 (YYZ)
    09:33 (PIT)
    5h 10m
    AC 7264 (Canadair Regional Jet)
    2h 19m layover in Pittsburgh (PIT)
  • 11:52 (PIT)
    12:40 (ORD)
    5h 10m
    AA 4420 (Embraer 175)
    multiple schedules, see details
    • Valid between 05 Dec 2016 - 05 Mar 2017
      -
    • Valid between 27 Feb 2017 - 05 Mar 2017
      -
      -
      -
      -
      -
  • 08:45 (YYZ)
    09:26 (ORD)
    1h 41m
    UA 722 (Airbus A320)
  • 08:45 (YYZ)
    09:57 (CLE)
    4h 54m
    AC 8001 (De Havilland DHC-8-300 Dash 8/8Q)
    2h 13m layover in Cleveland (CLE)
  • 12:10 (CLE)
    12:39 (ORD)
    4h 54m
    AA 3173 (Canadair Regional Jet 700)
  • 08:45 (YYZ)
    09:22 (MKE)
    5h 15m
    AC 7327 (Canadair Regional Jet)
    2h 48m layover in Milwaukee (MKE)
  • 12:10 (MKE)
    13:00 (ORD)
    5h 15m
    UA 5980 (Canadair Regional Jet 200)
  • 08:45 (YYZ)
    09:22 (MKE)
    3h 29m
    AC 7327 (Canadair Regional Jet)
    1h 3m layover in Milwaukee (MKE)
  • 10:25 (MKE)
    11:14 (ORD)
    3h 29m
    UA 5908 (Canadair Regional Jet 200)
  • 08:45 (YYZ)
    09:57 (CLE)
    3h 25m
    AC 8001 (De Havilland DHC-8-300 Dash 8/8Q)
    44m layover in Cleveland (CLE)
  • 10:41 (CLE)
    11:10 (ORD)
    3h 25m
    AA 3361 (Canadair Regional Jet 700)
  • 08:45 (YYZ)
    09:50 (CLE)
    3h 28m
    AC 8001 (De Havilland DHC-8-300 Dash 8/8Q)
    50m layover in Cleveland (CLE)
  • 10:40 (CLE)
    11:13 (ORD)
    3h 28m
    UA 4017 (Embraer RJ 135/140/145)
  • 08:50 (YYZ)
    10:28 (CVG)
    4h 35m
    AC 7323 (Canadair Regional Jet)
    1h 33m layover in Cincinnati (CVG)
  • 12:01 (CVG)
    12:25 (ORD)
    4h 35m
    AA 3641 (Embraer RJ145)
  • 08:55 (YYZ)
    10:34 (CVG)
    4h
    DL 3699 (Canadair Regional Jet)
    56m layover in Cincinnati (CVG)
  • 11:30 (CVG)
    11:55 (ORD)
    4h
    DL 6231 (Canadair Regional Jet 900)
  • 09:00 (YTZ)
    09:55 (MDW)
    1h 55m
    PD 385 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 09:04 (YYZ)
    10:55 (CVG)
    4h 41m
    DL 3699 (Canadair Regional Jet)
    1h 30m layover in Cincinnati (CVG)
  • 12:25 (CVG)
    12:45 (ORD)
    4h 41m
    UA 4586 (Canadair Regional Jet 700)
  • 09:45 (YYZ)
    11:13 (DTW)
    5h 53m
    DL 5225 (Canadair Regional Jet 700)
    2h 57m layover in Detroit (DTW)
  • 14:10 (DTW)
    14:38 (ORD)
    5h 53m
    UA 4525 (Canadair Regional Jet 700)
  • 09:45 (YYZ)
    10:45 (SYR)
    7h 8m
    AC 7284 (Beechcraft 1900D Airliner)
    4h layover in Syracuse (SYR)
  • 14:45 (SYR)
    15:53 (ORD)
    7h 8m
    AA 3463 (Embraer RJ145)
  • 10:15 (YYZ)
    11:02 (ROC)
    6h 45m
    AC 7282 (Beechcraft 1900D Airliner)
    3h 59m layover in Rochester (ROC)
  • 15:01 (ROC)
    16:00 (ORD)
    6h 45m
    AA 3556 (Embraer RJ145)
  • 10:19 (YYZ)
    11:35 (DTW)
    6h 31m
    DL 5225 (Canadair Regional Jet 700)
    3h 50m layover in Detroit (DTW)
  • 15:25 (DTW)
    15:50 (ORD)
    6h 31m
    DL 3869 (Canadair Regional Jet 900)
  • 10:19 (YYZ)
    11:35 (DTW)
    6h 46m
    DL 6365 (Canadair Regional Jet 700)
    3h 56m layover in Detroit (DTW)
  • 15:31 (DTW)
    16:05 (ORD)
    6h 46m
    AA 4723 (Embraer 175)
  • 10:21 (YYZ)
    11:09 (ORD)
    1h 48m
    AA 3609 (Embraer RJ145)
  • 10:25 (YYZ)
    11:19 (ORD)
    1h 54m
    UA 211 (Airbus A320)
  • 11:00 (YYZ)
    11:40 (ORD)
    1h 40m
    AC 7647 (Embraer 175)
  • 11:53 (YYZ)
    12:40 (ORD)
    1h 47m
    AA 3686 (Canadair Regional Jet 700)
  • 11:57 (YYZ)
    13:09 (DTW)
    5h 49m
    DL 4196 (Canadair Regional Jet 900)
    3h 16m layover in Detroit (DTW)
  • 16:25 (DTW)
    16:46 (ORD)
    5h 49m
    UA 5511 (Canadair Regional Jet 700)
  • 11:57 (YYZ)
    13:09 (DTW)
    5h 1m
    DL 4196 (Canadair Regional Jet 900)
    2h 33m layover in Detroit (DTW)
  • 15:42 (DTW)
    15:58 (MDW)
    5h 1m
    DL 5366 (Canadair Regional Jet 700)
  • 11:57 (YYZ)
    13:09 (DTW)
    4h 53m
    DL 4196 (Canadair Regional Jet 900)
    2h 16m layover in Detroit (DTW)
  • 15:25 (DTW)
    15:50 (ORD)
    4h 53m
    DL 3869 (Canadair Regional Jet 900)
  • 12:00 (YYZ)
    13:13 (DTW)
    4h 53m
    DL 5459 (Canadair Regional Jet 700)
    2h 12m layover in Detroit (DTW)
  • 15:25 (DTW)
    15:53 (ORD)
    4h 53m
    DL 1738 (Boeing 717-200)
  • 12:00 (YYZ)
    13:13 (DTW)
    5h 53m
    DL 5459 (Canadair Regional Jet 700)
    3h 12m layover in Detroit (DTW)
  • 16:25 (DTW)
    16:53 (ORD)
    5h 53m
    UA 5511 (Canadair Regional Jet 700)
  • 12:05 (YYZ)
    13:39 (CMH)
    4h 35m
    AC 8845 (De Havilland DHC-8-100 Dash 8/8Q)
    1h 36m layover in Columbus (CMH)
  • 15:15 (CMH)
    15:40 (ORD)
    4h 35m
    AA 3470 (Embraer RJ145)
  • 12:05 (YYZ)
    12:46 (ORD)
    1h 41m
    AC 7661 (Embraer 175)
  • 12:07 (YYZ)
    13:19 (DTW)
    4h 54m
    DL 5459 (Canadair Regional Jet 700)
    2h 21m layover in Detroit (DTW)
  • 15:40 (DTW)
    16:01 (MDW)
    4h 54m
    DL 5366 (Canadair Regional Jet 700)
  • 12:35 (YYZ)
    13:40 (CLE)
    3h 8m
    AC 8005 (De Havilland DHC-8-300 Dash 8/8Q)
    40m layover in Cleveland (CLE)
  • 14:20 (CLE)
    14:43 (ORD)
    3h 8m
    UA 304 (Boeing 737-800)
  • 12:35 (YYZ)
    13:40 (CLE)
    4h 28m
    AC 8005 (De Havilland DHC-8-300 Dash 8/8Q)
    2h layover in Cleveland (CLE)
  • 15:40 (CLE)
    16:03 (ORD)
    4h 28m
    UA 976 (Boeing 737-700)
  • 12:35 (YYZ)
    13:40 (CLE)
    4h 25m
    AC 8005 (De Havilland DHC-8-300 Dash 8/8Q)
    1h 45m layover in Cleveland (CLE)
  • 15:25 (CLE)
    16:00 (ORD)
    4h 25m
    AA 4704 (Embraer 175)
  • 12:50 (YYZ)
    14:21 (IND)
    5h 48m
    AC 7311 (Canadair Regional Jet)
    3h 7m layover in Indianapolis (IND)
  • 17:28 (IND)
    17:38 (ORD)
    5h 48m
    AA 3189 (Embraer RJ145)
  • 12:50 (YYZ)
    14:29 (IND)
    6h 11m
    AC 7311 (Canadair Regional Jet)
    3h 21m layover in Indianapolis (IND)
  • 17:50 (IND)
    18:01 (ORD)
    6h 11m
    UA 3679 (Embraer 170)
  • 12:50 (YYZ)
    14:25 (IND)
    3h 59m
    AC 7311 (Canadair Regional Jet)
    1h 16m layover in Indianapolis (IND)
  • 15:41 (IND)
    15:49 (ORD)
    3h 59m
    AA 3200 (Embraer RJ145)
  • 12:55 (YYZ)
    14:00 (DTW)
    5h 43m
    AC 7363 (Canadair Regional Jet)
    3h 10m layover in Detroit (DTW)
  • 17:10 (DTW)
    17:38 (ORD)
    5h 43m
    UA 614 (Boeing 737-700)
  • 13:00 (YYZ)
    14:05 (DTW)
    4h 46m
    AC 7363 (Canadair Regional Jet)
    2h 20m layover in Detroit (DTW)
  • 16:25 (DTW)
    16:46 (ORD)
    4h 46m
    UA 5511 (Canadair Regional Jet 700)
  • 13:00 (YYZ)
    14:05 (DTW)
    6h 2m
    AC 7363 (Canadair Regional Jet)
    3h 30m layover in Detroit (DTW)
  • 17:35 (DTW)
    18:02 (MDW)
    6h 2m
    DL 5391 (Canadair Regional Jet 700)
  • 13:00 (YYZ)
    14:05 (DTW)
    5h 56m
    AC 7363 (Canadair Regional Jet)
    3h 25m layover in Detroit (DTW)
  • 17:30 (DTW)
    17:56 (ORD)
    5h 56m
    DL 1905 (Boeing 737-800 (Winglets))
  • 13:00 (YYZ)
    14:05 (DTW)
    6h 26m
    AC 7363 (Canadair Regional Jet)
    4h layover in Detroit (DTW)
  • 18:05 (DTW)
    18:26 (ORD)
    6h 26m
    UA 3545 (Embraer 170)
  • 13:00 (YYZ)
    14:12 (DTW)
    4h
    DL 4023 (Canadair Regional Jet 900)
    1h 25m layover in Detroit (DTW)
  • 15:37 (DTW)
    16:00 (ORD)
    4h
    DL 2629 (Boeing 717-200)
  • 13:10 (YTZ)
    14:05 (MDW)
    1h 55m
    PD 389 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 13:50 (YYZ)
    14:39 (ORD)
    1h 49m
    UA 5636 (Canadair Regional Jet 700)
  • 14:20 (YYZ)
    15:07 (ORD)
    1h 47m
    AC 7583 (Embraer 175)
  • 14:20 (YYZ)
    15:10 (ROC)
    4h 37m
    AC 7288 (Beechcraft 1900D Airliner)
    1h 55m layover in Rochester (ROC)
  • 17:05 (ROC)
    17:57 (ORD)
    4h 37m
    UA 4048 (Embraer RJ 135/140/145)
  • 14:25 (YYZ)
    15:12 (ROC)
    6h
    AC 7288 (Beechcraft 1900D Airliner)
    3h 11m layover in Rochester (ROC)
  • 18:23 (ROC)
    19:25 (ORD)
    6h
    AA 3392 (Embraer RJ145)
  • 15:03 (YYZ)
    16:00 (ORD)
    1h 57m
    AA 4737 (Embraer 175)
  • 15:30 (YTZ)
    16:25 (MDW)
    1h 55m
    PD 391 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 15:36 (YYZ)
    16:50 (DTW)
    5h 36m
    DL 5431 (Canadair Regional Jet 700)
    3h layover in Detroit (DTW)
  • 19:50 (DTW)
    20:12 (ORD)
    5h 36m
    DL 5836 (Embraer 175)
  • 15:42 (YYZ)
    16:55 (DTW)
    5h 37m
    DL 5431 (Canadair Regional Jet 700)
    2h 55m layover in Detroit (DTW)
  • 19:50 (DTW)
    20:19 (MDW)
    5h 37m
    DL 5409 (Canadair Regional Jet 700)
  • 15:42 (YYZ)
    16:55 (DTW)
    6h 13m
    DL 7125 (Canadair Regional Jet 700)
    3h 31m layover in Detroit (DTW)
  • 20:26 (DTW)
    20:55 (ORD)
    6h 13m
    AA 4394 (Embraer 175)
  • 16:15 (YYZ)
    17:50 (CMH)
    4h 10m
    AC 8847 (De Havilland DHC-8-100 Dash 8/8Q)
    1h 11m layover in Columbus (CMH)
  • 19:01 (CMH)
    19:25 (ORD)
    4h 10m
    AA 3378 (Canadair Regional Jet 700)
  • 16:20 (YYZ)
    17:01 (ORD)
    1h 41m
    AC 7585 (Embraer 175)
  • 16:35 (YYZ)
    17:38 (PIT)
    5h 25m
    AC 7268 (Canadair Regional Jet)
    2h 37m layover in Pittsburgh (PIT)
  • 20:15 (PIT)
    21:00 (ORD)
    5h 25m
    AA 4735 (Embraer 175)
  • 16:45 (YYZ)
    17:50 (CLE)
    5h 35m
    AC 8007 (De Havilland DHC-8-300 Dash 8/8Q)
    2h 55m layover in Cleveland (CLE)
  • 20:45 (CLE)
    21:20 (ORD)
    5h 35m
    UA 4792 (Embraer RJ145)
  • 16:45 (YYZ)
    17:57 (CLE)
    3h 33m
    AC 8007 (De Havilland DHC-8-300 Dash 8/8Q)
    48m layover in Cleveland (CLE)
  • 18:45 (CLE)
    19:18 (ORD)
    3h 33m
    AA 3678 (Canadair Regional Jet 700)
  • 16:45 (YYZ)
    17:54 (CLE)
    4h 55m
    AC 8007 (De Havilland DHC-8-100 Dash 8/8Q)
    2h 26m layover in Cleveland (CLE)
  • 20:20 (CLE)
    20:40 (ORD)
    4h 55m
    AA 3584 (Canadair Regional Jet 700)
  • 16:50 (YYZ)
    18:28 (CVG)
    4h 37m
    AC 7325 (Canadair Regional Jet)
    1h 37m layover in Cincinnati (CVG)
  • 20:05 (CVG)
    20:27 (ORD)
    4h 37m
    DL 4582 (Canadair Regional Jet 900)
  • 16:50 (YYZ)
    18:28 (CVG)
    5h
    AC 7325 (Canadair Regional Jet)
    1h 57m layover in Cincinnati (CVG)
  • 20:25 (CVG)
    20:50 (ORD)
    5h
    UA 4595 (Canadair Regional Jet 700)
  • 17:00 (YYZ)
    18:29 (CVG)
    5h
    AC 7325 (Canadair Regional Jet)
    2h 11m layover in Cincinnati (CVG)
  • 20:40 (CVG)
    21:00 (ORD)
    5h
    AA 3450 (Embraer RJ145)
  • 17:10 (YYZ)
    17:52 (ORD)
    1h 42m
    UA 582 (Airbus A320)
  • 17:20 (YYZ)
    18:47 (DTW)
    5h 59m
    DL 5196 (Canadair Regional Jet 700)
    3h 3m layover in Detroit (DTW)
  • 21:50 (DTW)
    22:19 (ORD)
    5h 59m
    DL 287 (Airbus A320)
  • 17:46 (YYZ)
    19:00 (DTW)
    5h 20m
    DL 5196 (Canadair Regional Jet 700)
    2h 50m layover in Detroit (DTW)
  • 21:50 (DTW)
    22:06 (ORD)
    5h 20m
    DL 915 (Boeing (Douglas) MD-90)
  • 17:55 (YYZ)
    19:25 (CVG)
    4h 5m
    DL 7414 (Canadair Regional Jet)
    1h 15m layover in Cincinnati (CVG)
  • 20:40 (CVG)
    21:00 (ORD)
    4h 5m
    AA 3450 (Embraer RJ145)
  • 17:55 (YYZ)
    19:00 (DTW)
    5h 24m
    AC 7365 (Canadair Regional Jet)
    2h 50m layover in Detroit (DTW)
  • 21:50 (DTW)
    22:19 (ORD)
    5h 24m
    DL 287 (Airbus A320)
  • 18:04 (YYZ)
    19:40 (CVG)
    3h 56m
    DL 6405 (Canadair Regional Jet)
    1h layover in Cincinnati (CVG)
  • 20:40 (CVG)
    21:00 (ORD)
    3h 56m
    AA 3450 (Embraer RJ145)
  • 18:04 (YYZ)
    19:40 (CVG)
    3h 56m
    DL 6341 (Canadair Regional Jet)
    1h layover in Cincinnati (CVG)
  • 20:40 (CVG)
    21:00 (ORD)
    3h 56m
    AA 3450 (Embraer RJ145)
  • 18:15 (YTZ)
    19:10 (MDW)
    1h 55m
    PD 393 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 18:25 (YYZ)
    19:12 (ORD)
    1h 47m
    AC 743 (Embraer 190)
  • 18:26 (YYZ)
    19:19 (ORD)
    1h 53m
    AA 4709 (Embraer 175)
  • 19:44 (YYZ)
    20:38 (ORD)
    1h 54m
    AA 3754 (Canadair Regional Jet 700)
  • 20:20 (YTZ)
    21:15 (MDW)
    1h 55m
    PD 395 (De Havilland DHC-8 Dash 8-400 Dash 8Q)
  • 20:40 (YYZ)
    21:21 (ORD)
    1h 41m
    AC 7589 (Embraer 175)

Find cheap airfares for flights from Toronto to Chicago. Use Wego.com to search and compare low airfare airline tickets for Toronto to Chicago flights on various international airlines. FInd last minute flights and the latest low airfares for this route. Compare cheap Toronto to Chicago flights at a glance and get the best deal for your trip.

Besides Chicago flights, find cheap hotels and quality accommodation in Chicago with Wego. Search and compare Chicago hotels online to book your ideal travel accommodation.