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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) 2024-06-06 2024-06-27 179 USD 21 hours 23 minutes Connection 2024-05-16T19:48:17
Chicago (CHI) - Portland (PDX) 2024-08-21 2024-08-24 179 USD 20 hours 8 minutes Connection 2024-05-17T03:18:37
Chicago (CHI) - Portland (PDX) 2024-09-13 2024-09-16 183 USD 20 hours 8 minutes Connection 2024-05-17T00:35:26
Chicago (CHI) - Portland (PDX) 2024-09-13 2024-09-18 183 USD 20 hours 8 minutes Connection 2024-05-17T00:39:32
Chicago (CHI) - Portland (PDX) 2024-06-23 2024-06-27 183 USD 32 hours 3 minutes Connection 2024-05-17T22:47:25
Chicago (CHI) - Portland (PDX) 2024-06-06 2024-06-10 184 USD 21 hours 55 minutes Connection 2024-05-18T21:17:03
Chicago (CHI) - Portland (PDX) 2024-08-14 2024-08-21 184 USD 20 hours 8 minutes Connection 2024-05-16T05:18:41
Chicago (CHI) - Portland (PDX) 2024-06-07 2024-06-09 192 USD 30 hours 35 minutes Connection 2024-05-18T00:30:13
Chicago (CHI) - Portland (PDX) 2024-06-05 2024-06-13 193 USD 17 hours 48 minutes Connection 2024-05-16T14:21:18
Chicago (CHI) - Portland (PDX) 2024-06-06 2024-06-13 193 USD 18 hours 20 minutes Connection 2024-05-18T09:31:13
Chicago (CHI) - Portland (PDX) 2024-06-12 2024-06-23 193 USD 17 hours 41 minutes Connection 2024-05-17T18:58:37
Chicago (CHI) - Portland (PDX) 2024-06-19 2024-06-23 193 USD 18 hours 4 minutes Connection 2024-05-16T17:10:26
Chicago (CHI) - Portland (PDX) 2024-06-05 2024-06-09 197 USD 17 hours 45 minutes Connection 2024-05-16T03:10:22
Chicago (CHI) - Portland (PDX) 2024-06-06 2024-06-09 197 USD 18 hours 17 minutes Connection 2024-05-17T08:03:34
Chicago (CHI) - Portland (PDX) 2024-09-06 2024-09-09 197 USD 20 hours 8 minutes Connection 2024-05-17T01:19:48
Chicago (CHI) - Portland (PDX) 2024-06-05 2024-06-10 198 USD 21 hours 23 minutes Connection 2024-05-16T01:30:02
Chicago (CHI) - Portland (PDX) 2024-06-05 2024-06-12 198 USD 18 hours 24 minutes Connection 2024-05-16T18:44:09
Chicago (CHI) - Portland (PDX) 2024-06-19 2024-06-26 198 USD 19 hours 39 minutes Connection 2024-05-16T23:39:56
Chicago (CHI) - Portland (PDX) 2024-08-23 2024-08-28 203 USD 20 hours 8 minutes Connection 2024-05-17T03:11:25
Chicago (CHI) - Portland (PDX) 2024-06-06 2024-06-08 217 USD 20 hours 43 minutes Connection 2024-05-17T08:28:11
Chicago (CHI) - Portland (PDX) 2024-06-19 2024-06-30 223 USD 19 hours 3 minutes Connection 2024-05-17T18:49:10
Chicago (CHI) - Portland (PDX) 2024-06-26 2024-06-30 223 USD 19 hours 3 minutes Connection 2024-05-16T16:30:49
Chicago (CHI) - Portland (PDX) 2024-08-14 2024-08-19 228 USD 20 hours 8 minutes Connection 2024-05-17T03:20:48
Chicago (CHI) - Portland (PDX) 2024-07-04 2024-07-11 229 USD 20 hours 39 minutes Connection 2024-05-16T07:08:19
Chicago (CHI) - Portland (PDX) 2024-08-16 2024-08-19 247 USD 20 hours 8 minutes Connection 2024-05-17T03:35:16
Chicago (CHI) - Portland (PDX) 2024-06-20 2024-06-22 247 USD 20 hours 43 minutes Connection 2024-05-17T07:28:36
Chicago (CHI) - Portland (PDX) 2024-06-13 2024-06-20 253 USD 18 hours 17 minutes Connection 2024-05-19T09:15:22
Chicago (CHI) - Portland (PDX) 2024-08-28 2024-08-31 253 USD 20 hours 8 minutes Connection 2024-05-17T02:31:04
Chicago (CHI) - Portland (PDX) 2024-07-04 2024-07-09 254 USD 17 hours 29 minutes Connection 2024-05-17T06:32:15
Chicago (CHI) - Portland (PDX) 2024-07-17 2024-07-18 254 USD 19 hours 40 minutes Connection 2024-05-17T05:19:40

Chicago to Portland flight status

Flight Origin Destination Departure Arrival Equip
WN3357 Chicago (MDW) Portland (PDX) 6:20 p.m. 7:20 p.m. B737
WN4389 Chicago (MDW) Portland (PDX) 9:20 a.m. 10:40 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.

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