Book United Portland, OR to Chicago flight deals from $197

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Search flights from Portland, OR to Chicago (PDX - ORD)

September

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Friday 14th

Return Saturday 29th
from$ 217*Viewed: 1 hour ago

Monday 17th

Return Tuesday 2nd
from$ 225*Viewed: 1 hour ago

Saturday 22nd

Return Sunday 7th
from$ 225*Viewed: 1 hour ago

October

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Tuesday 9th

Return Wednesday 24th
from$ 205*Viewed: 1 hour ago

Tuesday 23rd

Return Wednesday 7th
from$ 197*Viewed: 1 hour ago

Tuesday 30th

Return Wednesday 14th
from$ 197*Viewed: 1 hour ago

November

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Wednesday 7th

Return Thursday 22nd
from$ 262*Viewed: 1 hour ago

Tuesday 13th

Return Wednesday 28th
from$ 197*Viewed: 1 hour ago

Wednesday 14th

Return Thursday 29th
from$ 205*Viewed: 1 hour ago
**Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply..
Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Portland, OR to Chicago

from
to
Type
Dates
Price*
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Tue 23 Oct 2018
Return Wed 7 Nov 2018
from$ 197*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Tue 30 Oct 2018
Return Wed 14 Nov 2018
from$ 197*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Tue 13 Nov 2018
Return Wed 28 Nov 2018
from$ 197*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Tue 9 Oct 2018
Return Wed 24 Oct 2018
from$ 205*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Mon 29 Oct 2018
Return Tue 13 Nov 2018
from$ 205*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Wed 14 Nov 2018
Return Thu 29 Nov 2018
from$ 205*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Fri 14 Sep 2018
Return Sat 29 Sep 2018
from$ 217*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Tue 2 Oct 2018
Return Wed 17 Oct 2018
from$ 221*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Wed 31 Oct 2018
Return Thu 15 Nov 2018
from$ 222*Viewed: 1 hour ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart Mon 27 Aug 2018
Return Tue 11 Sep 2018
from$ 223*Viewed: 1 hour ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

75 °FFriday08/17/2018
78 °FSaturday08/18/2018
79 °FSunday08/19/2018
73 °FMonday08/20/2018
74 °FTuesday08/21/2018
79 °FWednesday08/22/2018
77 °FThursday08/23/2018
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