Using the online timetable is an easy way to look at all the direct flights Toronto — Chicago
96 flights in a week
Departure and arrival times are local (Toronto and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 03:33 | 03:13 | wed | TK6039 | Turkish Airlines | 40m | Pearson International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:15 | daily | AA3524 | American Eagle | 2h 15m | Pearson International Airport — O'Hare International Airport | Select dates |
| 06:45 | 08:00 | mon, tue, wed, thu, sat, sun | UA3514 | United Express | 2h 15m | Pearson International Airport — O'Hare International Airport | Select dates |
| 08:03 | 08:42 | mon | NetJets | 1h 39m | Pearson International Airport — Chicago Executive Airport | Select dates | |
| 08:15 | 09:13 | mon, tue, wed, fri, sun | AC8901 | Air Canada | 1h 58m | Pearson International Airport — O'Hare International Airport | Select dates |
| 08:45 | 09:50 | daily | UA2066 | United Express | 2h 5m | Pearson International Airport — O'Hare International Airport | Select dates |
| 08:45 | 09:07 | mon | AC7306 | Air Canada | 1h 22m | Pearson International Airport — O'Hare International Airport | Select dates |
| 09:15 | 10:05 | mon, wed, thu, fri | PD2387 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 09:20 | 10:10 | tue, wed, thu, fri | PD2387 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 09:30 | 10:12 | fri | NetJets | 1h 42m | Pearson International Airport — Chicago Midway International Airport | Select dates | |
| 10:00 | 10:22 | mon | AC2407 | Air Canada | 1h 22m | Pearson International Airport — O'Hare International Airport | Select dates |
| 10:30 | 10:44 | sun | Turkish Airlines | 1h 14m | Pearson International Airport — O'Hare International Airport | Select dates | |
| 10:51 | 12:00 | tue, sat, sun | UA3499 | United Express | 2h 9m | Pearson International Airport — O'Hare International Airport | Select dates |
| 11:00 | 11:50 | sat | PD2387 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 11:05 | 11:55 | sat | PD2387 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 11:10 | 12:05 | tue, thu, sun | AC7306 | Air Canada | 1h 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 11:10 | 11:05 | tue, sun | AC7306 | Air Canada | 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 11:40 | 12:35 | daily | AA3604 | American Eagle | 1h 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 12:05 | 13:01 | mon, wed, thu, fri, sat, sun | AC505 | Air Canada | 1h 56m | Pearson International Airport — O'Hare International Airport | Select dates |
| 13:00 | 14:00 | mon | UA1297 | United Express | 2h 0m | Pearson International Airport — O'Hare International Airport | Select dates |
| 13:00 | 14:01 | sun | UA1297 | United Express | 2h 1m | Pearson International Airport — O'Hare International Airport | Select dates |
| 13:10 | 14:10 | tue, wed, fri, sat, sun | AA3606 | American Eagle | 2h 0m | Pearson International Airport — O'Hare International Airport | Select dates |
| 13:30 | 14:25 | wed, sat | BR683 | EVA Air | 1h 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 13:30 | 14:04 | sat | BR659 | EVA Air | 1h 34m | Pearson International Airport — O'Hare International Airport | Select dates |
| 14:15 | 15:10 | mon, tue, wed, thu, fri, sat | AC507 | Air Canada | 1h 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 14:30 | 15:20 | sun | PD2393 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 14:30 | 15:25 | wed, sat | BR683 | EVA Air | 1h 55m | Pearson International Airport — O'Hare International Airport | Select dates |
| 14:50 | 15:14 | wed | BR659 | EVA Air | 1h 24m | Pearson International Airport — O'Hare International Airport | Select dates |
| 15:30 | 16:39 | mon, tue, thu | UA3500 | United Express | 2h 9m | Pearson International Airport — O'Hare International Airport | Select dates |
| 16:30 | 17:12 | mon | NetJets | 1h 42m | Pearson International Airport — Chicago Midway International Airport | Select dates | |
| 16:44 | 17:44 | tue | AA3608 | American Eagle | 2h 0m | Pearson International Airport — O'Hare International Airport | Select dates |
| 16:50 | 17:48 | tue | AC8909 | Air Canada | 1h 58m | Pearson International Airport — O'Hare International Airport | Select dates |
| 17:30 | 18:40 | mon, tue | UA5364 | United Express | 2h 10m | Pearson International Airport — O'Hare International Airport | Select dates |
| 17:55 | 22:55 | thu | UA2462 | United Express | 6h 0m | Pearson International Airport — O'Hare International Airport | Select dates |
| 18:17 | 19:17 | wed | AA3610 | American Eagle | 2h 0m | Pearson International Airport — O'Hare International Airport | Select dates |
| 18:40 | 19:45 | wed | AC509 | Air Canada | 2h 5m | Pearson International Airport — O'Hare International Airport | Select dates |
| 19:26 | 19:50 | mon | 3S448 | AeroLogic | 1h 24m | Pearson International Airport — O'Hare International Airport | Select dates |
| 21:00 | 22:04 | mon | UA3640 | United Express | 2h 4m | Pearson International Airport — O'Hare International Airport | Select dates |
| 23:30 | 00:08 | thu | DL8922 | Delta Connection | 1h 38m | Pearson International Airport — O'Hare International Airport | Select dates |