Using the online timetable is an easy way to look at all the direct flights Chicago — Portland
143 flights in a week
Departure and arrival times are local (Chicago and Portland)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 02:36 | 04:44 | tue | 5X970 | UPS | 4h 8m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 02:36 | 04:19 | wed | 5X970 | UPS | 3h 43m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 02:36 | 04:25 | tue, wed, thu, fri | 5X970 | UPS | 3h 49m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 07:00 | 09:25 | daily | AS413 | Alaska Airlines | 4h 25m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:00 | 09:24 | sat | AA3320 | American Airlines | 4h 24m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:10 | 09:42 | mon, fri, sat, sun | UA1100 | United Airlines | 4h 32m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:20 | 09:46 | tue, wed | AA3320 | American Airlines | 4h 26m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:20 | 09:45 | fri | UA494 | United Airlines | 4h 25m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:25 | 09:51 | mon, wed, thu, sun | AA3320 | American Airlines | 4h 26m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:25 | 09:49 | mon, tue, fri, sat | AA3320 | American Airlines | 4h 24m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:34 | 09:55 | sun | AA3320 | American Airlines | 4h 21m | O'Hare International Airport — Portland International Airport | Select dates |
| 07:50 | 10:00 | mon, thu, fri | WN383 | Southwest Airlines | 4h 10m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 08:00 | 10:15 | sun | WN3735 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 08:20 | 10:35 | sat | WN621 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 08:30 | 10:50 | tue, wed | WN339 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 09:10 | 11:43 | daily | UA2254 | United Airlines | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:10 | 11:30 | mon | WN3874 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 09:13 | 11:49 | mon, tue, wed, fri, sat, sun | UA1994 | United Airlines | 4h 36m | O'Hare International Airport — Portland International Airport | Select dates |
| 10:06 | 12:34 | sat | AA1257 | American Airlines | 4h 28m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:06 | 14:25 | daily | AA2545 | American Airlines | 4h 19m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:08 | 14:34 | daily | AA1257 | American Airlines | 4h 26m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:10 | 14:29 | daily | AA1818 | American Airlines | 4h 19m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:12 | 14:33 | mon | AA2545 | American Airlines | 4h 21m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:45 | 15:15 | tue | UA1830 | United Airlines | 4h 30m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:46 | 15:14 | daily | UA2616 | United Airlines | 4h 28m | O'Hare International Airport — Portland International Airport | Select dates |
| 13:05 | 15:25 | mon, tue, wed | UA1554 | United Airlines | 4h 20m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:07 | 15:55 | tue, wed, thu, sat | 5X2994 | UPS | 3h 48m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 15:56 | fri | 5X2994 | UPS | 3h 49m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 16:37 | daily | AS325 | Alaska Airlines | 4h 30m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:10 | 16:25 | sat | WN2308 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 14:55 | 17:10 | mon | WN3735 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 15:50 | 18:05 | tue, wed | WN1766 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 16:05 | 18:25 | tue, wed | WN1656 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 16:05 | 18:31 | mon | UA2602 | United Airlines | 4h 26m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:13 | 18:45 | daily | UA580 | United Airlines | 4h 32m | O'Hare International Airport — Portland International Airport | Select dates |
| 19:50 | 22:25 | daily | UA2059 | United Airlines | 4h 35m | O'Hare International Airport — Portland International Airport | Select dates |
| 19:55 | 22:30 | thu, fri | UA2059 | United Airlines | 4h 35m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:20 | 22:35 | sun | WN1766 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 20:25 | 23:04 | daily | AA2977 | American Airlines | 4h 39m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:30 | 22:45 | wed | WN3735 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 20:43 | 23:20 | tue, wed | AA2977 | American Airlines | 4h 37m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:49 | 23:26 | mon | AA2977 | American Airlines | 4h 37m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:50 | 23:05 | mon, thu, fri | WN1766 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 21:10 | 23:35 | sat | WN1656 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 21:30 | 23:55 | tue | WN3874 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 22:05 | 00:25 | mon, thu, fri | WN1656 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 22:25 | 00:45 | mon, sun | WN1656 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 22:25 | 00:40 | sun | WN1766 | Southwest Airlines | 4h 15m | Chicago Midway International Airport — Portland International Airport | Select dates |