Using the online timetable is an easy way to look at all the direct flights Chicago — Portland
131 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 | wed, thu, fri | 5X970 | UPS | 3h 49m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 05:30 | 08:03 | mon | UA3912 | United Express | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 08:30 | 10:55 | tue, wed, thu, fri, sun | WN1501 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 09:07 | 11:50 | mon, wed, thu, fri, sat, sun | UA2672 | United Express | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:08 | 11:51 | tue | UA2672 | United Express | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:09 | 11:44 | thu | UA1994 | United Express | 4h 35m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:10 | 11:53 | mon, tue, wed, thu, fri, sun | UA2730 | United Express | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:11 | 11:54 | daily | UA1044 | United Express | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:15 | 11:50 | mon, sun | UA1994 | United Express | 4h 35m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:17 | 11:52 | daily | UA1994 | United Express | 4h 35m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:23 | 12:06 | sat | UA2730 | United Express | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 10:05 | 12:40 | sat | WN732 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 10:06 | 12:35 | sat | AA2545 | American Eagle | 4h 29m | O'Hare International Airport — Portland International Airport | Select dates |
| 10:25 | 12:45 | sun | WN743 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 10:39 | 13:09 | mon, wed, thu, sun | AA2545 | American Eagle | 4h 30m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:00 | 14:30 | thu | AS9800 | Alaska Airlines | 4h 30m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:45 | 15:12 | mon | UA2673 | United Express | 4h 27m | O'Hare International Airport — Portland International Airport | Select dates |
| 12:45 | 15:15 | tue, wed, thu, fri, sat, sun | UA2673 | United Express | 4h 30m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:01 | 16:39 | thu, fri, sat, sun | AS413 | Alaska Airlines | 4h 38m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:04 | 16:36 | sat | AS413 | Alaska Airlines | 4h 32m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:07 | 16:16 | thu | 5X2992 | UPS | 4h 9m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 16:19 | sat | 5X2992 | UPS | 4h 12m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 15:53 | fri | 5X2992 | UPS | 3h 46m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 15:55 | tue, wed, thu, fri, sat | 5X2994 | UPS | 3h 48m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 14:07 | 16:40 | mon, tue, wed | AS325 | Alaska Airlines | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 14:50 | 17:10 | mon, thu, fri | WN743 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 15:16 | 17:50 | mon, tue, wed, thu, fri, sun | AS325 | Alaska Airlines | 4h 34m | O'Hare International Airport — Portland International Airport | Select dates |
| 15:30 | 17:55 | sat | WN743 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 15:35 | 18:18 | mon, thu, fri | AS413 | Alaska Airlines | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 15:45 | 18:28 | sun | AS413 | Alaska Airlines | 4h 43m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:05 | 18:49 | daily | UA1616 | United Express | 4h 44m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:05 | 18:44 | mon, wed, thu, fri, sat | AS413 | Alaska Airlines | 4h 39m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:12 | 18:45 | tue, wed, thu, fri, sat | UA1965 | United Express | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:13 | 18:45 | mon, tue | UA1634 | United Express | 4h 32m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:15 | 18:48 | daily | UA1616 | United Express | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 16:15 | 18:35 | mon, thu, fri | WN2765 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 16:30 | 18:50 | tue, wed | WN2765 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 17:45 | 20:05 | tue, wed | WN743 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |
| 19:59 | 22:36 | mon, tue, wed, thu, fri, sun | UA426 | United Express | 4h 37m | O'Hare International Airport — Portland International Airport | Select dates |
| 20:20 | 23:02 | tue, thu, fri, sat | AA2366 | American Eagle | 4h 42m | O'Hare International Airport — Portland International Airport | Select dates |
| 22:15 | 00:35 | mon | WN4217 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — Portland International Airport | Select dates |