Using the online timetable is an easy way to look at all the direct flights Chicago — Portland
62 flights in a week
Departure and arrival times are local (Chicago and Portland)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 02:36 | 04:28 | tue, wed, thu, fri | 5X970 | UPS | 3h 52m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 08:10 | 10:45 | mon, thu | WN2029 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 08:35 | 11:15 | sat | WN2406 | Southwest Airlines | 4h 40m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 09:10 | 11:57 | mon, tue, wed, thu, fri, sun | UA1994 | United Express | 4h 47m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:10 | 12:00 | sat | UA1994 | United Express | 4h 50m | O'Hare International Airport — Portland International Airport | Select dates |
| 10:20 | 13:00 | sat | AS9341 | Alaska Horizon | 4h 40m | O'Hare International Airport — Portland International Airport | Select dates |
| 11:20 | 13:53 | tue, wed | AA442 | American Airlines | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:06 | 16:48 | mon, tue, thu, fri, sun | AS325 | Alaska Horizon | 4h 42m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:06 | 16:48 | fri | AS325 | AlphaSky | 4h 42m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:07 | 16:04 | mon, tue, wed | 5X2986 | UPS | 3h 57m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 16:00 | mon, tue, wed, thu | 5X2986 | UPS | 3h 53m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:40 | 16:33 | sun | 5X5986 | UPS | 3h 53m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 15:35 | 18:00 | mon, tue, wed, thu, fri, sun | WN1691 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 16:15 | 18:56 | daily | UA2850 | United Express | 4h 41m | O'Hare International Airport — Portland International Airport | Select dates |
| 17:49 | 20:22 | thu, sun | AA819 | American Airlines | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 17:54 | 20:27 | mon, tue, wed, fri, sat | AA3022 | American Airlines | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 19:50 | 22:32 | mon, thu, fri, sun | UA2059 | United Express | 4h 42m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:32 | 23:06 | daily | AA3028 | American Airlines | 4h 34m | O'Hare International Airport — Portland International Airport | Select dates |