Using the online timetable is an easy way to look at all the direct flights Portland — Chicago
60 flights in a week
Departure and arrival times are local (Portland and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:14 | 08:08 | mon, tue, wed, thu, fri, sun | AA4391 | American Airlines | 2h 54m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:14 | 08:05 | tue, wed, thu, fri, sat | UA1304 | United Airlines | 2h 51m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:19 | 08:13 | sat | AA4391 | American Airlines | 2h 54m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:20 | 08:14 | sat | AA4391 | American Airlines | 2h 54m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:29 | 08:23 | fri | AA4391 | American Airlines | 2h 54m | Portland International Jetport — O'Hare International Airport | Select dates |
| 09:30 | 11:44 | thu | UA3713 | United Airlines | 3h 14m | Portland International Jetport — O'Hare International Airport | Select dates |
| 09:45 | 11:55 | daily | UA3695 | United Airlines | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
| 09:45 | 11:47 | sun | UA2223 | United Airlines | 3h 2m | Portland International Jetport — O'Hare International Airport | Select dates |
| 14:40 | 16:15 | mon, thu, fri | WN3796 | Southwest Airlines | 2h 35m | Portland International Jetport — Chicago Midway International Airport | Select dates |
| 16:10 | 18:24 | thu, fri, sat | UA3606 | United Airlines | 3h 14m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:25 | 18:35 | sat | UA5707 | United Airlines | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:40 | 18:41 | wed | UA2466 | United Airlines | 3h 1m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:51 | 18:52 | tue | UA2466 | United Airlines | 3h 1m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:54 | 18:55 | wed, thu | UA2466 | United Airlines | 3h 1m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:56 | 18:47 | mon, thu, fri, sat, sun | UA2466 | United Airlines | 2h 51m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:56 | 18:48 | tue, wed | UA2466 | United Airlines | 2h 52m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:57 | 18:48 | mon, tue, sat, sun | UA2466 | United Airlines | 2h 51m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:57 | 18:52 | tue | UA2466 | United Airlines | 2h 55m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:00 | 18:55 | mon, thu, sun | UA2466 | United Airlines | 2h 55m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:02 | 18:53 | sat | UA2466 | United Airlines | 2h 51m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:37 | 19:50 | daily | AA6218 | American Airlines | 3h 13m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:37 | 19:50 | sun | AA6218 | SkyWest Airlines | 3h 13m | Portland International Jetport — O'Hare International Airport | Select dates |
| 18:45 | 20:06 | mon | UA3857 | United Airlines | 2h 21m | Portland International Jetport — O'Hare International Airport | Select dates |
| 22:18 | 23:52 | wed | OO6218 | SkyWest Airlines | 2h 34m | Portland International Jetport — O'Hare International Airport | Select dates |