Cheap flights from Chicago to Portland

Find cheap Portland to Chicago flights with our free search service. Compare all available fares for direct or connection flights from Portland to Chicago.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to Portland flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Portland (PDX) 2024-05-07 2024-05-14 148 USD 35 hours 43 minutes Connection 2024-04-20T13:25:22
Chicago (CHI) - Portland (PDX) 2024-05-10 2024-05-14 151 USD 21 hours 0 minutes Connection 2024-04-21T23:03:17
Chicago (CHI) - Portland (PDX) 2024-05-11 2024-05-18 153 USD 23 hours 16 minutes Connection 2024-04-21T21:18:33
Chicago (CHI) - Portland (PDX) 2024-05-18 2024-05-21 153 USD 20 hours 15 minutes Connection 2024-04-22T14:17:31
Chicago (CHI) - Portland (PDX) 2024-05-05 2024-05-14 157 USD 20 hours 50 minutes Connection 2024-04-20T13:23:39
Chicago (CHI) - Portland (PDX) 2024-05-10 2024-05-12 161 USD 20 hours 27 minutes Connection 2024-04-22T17:32:21
Chicago (CHI) - Portland (PDX) 2024-05-11 2024-05-15 169 USD 20 hours 55 minutes Connection 2024-04-23T17:16:16
Chicago (CHI) - Portland (PDX) 2024-05-02 2024-05-07 171 USD 25 hours 12 minutes Connection 2024-04-22T10:30:03
Chicago (CHI) - Portland (PDX) 2024-04-27 2024-04-30 171 USD 37 hours 59 minutes Connection 2024-04-22T00:37:55
Chicago (CHI) - Portland (PDX) 2024-05-11 2024-05-19 172 USD 20 hours 52 minutes Connection 2024-04-21T21:09:54
Chicago (CHI) - Portland (PDX) 2024-05-09 2024-05-12 174 USD 20 hours 22 minutes Connection 2024-04-22T17:32:24
Chicago (CHI) - Portland (PDX) 2024-05-10 2024-05-19 175 USD 20 hours 57 minutes Connection 2024-04-21T19:37:46
Chicago (CHI) - Portland (PDX) 2024-05-12 2024-05-16 175 USD 20 hours 32 minutes Connection 2024-04-22T15:51:00
Chicago (CHI) - Portland (PDX) 2024-09-12 2024-09-16 179 USD 28 hours 58 minutes Connection 2024-04-22T02:02:11
Chicago (CHI) - Portland (PDX) 2024-08-19 2024-08-27 179 USD 28 hours 58 minutes Connection 2024-04-22T17:08:04
Chicago (CHI) - Portland (PDX) 2024-09-23 2024-09-30 179 USD 21 hours 21 minutes Connection 2024-04-21T18:32:13
Chicago (CHI) - Portland (PDX) 2024-08-28 2024-09-03 179 USD 22 hours 20 minutes Connection 2024-04-22T13:48:55
Chicago (CHI) - Portland (PDX) 2024-09-06 2024-09-21 183 USD 20 hours 8 minutes Connection 2024-04-23T05:55:59
Chicago (CHI) - Portland (PDX) 2024-09-13 2024-09-16 183 USD 20 hours 8 minutes Connection 2024-04-22T14:14:11
Chicago (CHI) - Portland (PDX) 2024-08-16 2024-08-21 183 USD 20 hours 8 minutes Connection 2024-04-22T01:26:35
Chicago (CHI) - Portland (PDX) 2024-08-27 2024-08-31 183 USD 31 hours 10 minutes Connection 2024-04-23T02:00:33
Chicago (CHI) - Portland (PDX) 2024-08-30 2024-09-28 183 USD 20 hours 8 minutes Connection 2024-04-20T00:54:23
Chicago (CHI) - Portland (PDX) 2024-09-06 2024-09-08 188 USD 23 hours 7 minutes Connection 2024-04-22T19:19:00
Chicago (CHI) - Portland (PDX) 2024-09-13 2024-09-21 188 USD 22 hours 20 minutes Connection 2024-04-21T17:45:44
Chicago (CHI) - Portland (PDX) 2024-04-27 2024-05-04 190 USD 29 hours 34 minutes Connection 2024-04-22T19:12:18
Chicago (CHI) - Portland (PDX) 2024-05-05 2024-05-10 191 USD 20 hours 50 minutes Connection 2024-04-22T16:16:31
Chicago (CHI) - Portland (PDX) 2024-05-12 2024-06-01 193 USD 20 hours 36 minutes Connection 2024-04-21T21:48:21
Chicago (CHI) - Portland (PDX) 2024-08-13 2024-08-20 195 USD 28 hours 58 minutes Connection 2024-04-23T05:03:24
Chicago (CHI) - Portland (PDX) 2024-08-14 2024-08-20 195 USD 22 hours 20 minutes Connection 2024-04-22T02:03:01
Chicago (CHI) - Portland (PDX) 2024-05-09 2024-05-25 197 USD 23 hours 16 minutes Connection 2024-04-22T02:28:47

Chicago to Portland flight status

Flight Origin Destination Departure Arrival Equip
WN4389 Chicago (MDW) Portland (PDX) 8:05 a.m. 9:30 a.m. B737
WN3357 Chicago (MDW) Portland (PDX) 9:10 a.m. 10:35 a.m. B737
WN4117 Chicago (MDW) Portland (PDX) 6:10 p.m. 9:05 p.m. B737
WN6830 Chicago (MDW) Portland (PDX) 1:30 p.m. 6:55 p.m. B737
WN9000 Chicago (MDW) Portland (PDX) 3:05 p.m. 4:53 p.m.
OZ245 Chicago (MDW) Portland (PDX) 6:20 a.m. 8:20 a.m.
DWT159 Chicago (MDW) Portland (PDX) 1:50 p.m. 4:10 p.m.