Book United Portland, OR to Chicago flight deals from $281

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

March

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Depart: 03/12/19

Return: 03/19/19
from$ 281*Viewed: 1 hour ago

Depart: 03/13/19

Return: 03/20/19
from$ 281*Viewed: 56 minutes ago

Depart: 03/19/19

Return: 04/02/19
from$ 281*Viewed: 4 hours ago

April

Skip to content

Depart: 04/22/19

Return: 05/06/19
from$ 281*Viewed: 4 hours ago

Depart: 04/23/19

Return: 05/07/19
from$ 281*Viewed: 4 hours ago

Depart: 04/30/19

Return: 05/14/19
from$ 281*Viewed: 4 hours ago

May

Skip to content

Depart: 05/07/19

Return: 05/21/19
from$ 281*Viewed: 4 hours ago

Depart: 05/08/19

Return: 05/22/19
from$ 281*Viewed: 4 hours ago

Depart: 05/15/19

Return: 05/29/19
from$ 281*Viewed: 4 hours 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.

Plan ahead for flights from Portland, OR to Chicago

from
to
Type
Dates
Price*
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 03/19/19
Return: 04/02/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/02/19
Return: 04/16/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/03/19
Return: 04/17/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/05/19
Return: 04/19/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/07/19
Return: 04/21/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/08/19
Return: 04/22/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/09/19
Return: 04/23/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/10/19
Return: 04/24/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/12/19
Return: 04/26/19
from$ 281*Viewed: 4 hours ago
Portland, OR (PDX)
to Chicago (ORD)
Roundtrip
Depart: 04/15/19
Return: 04/29/19
from$ 281*Viewed: 4 hours 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

26 °FSunday02/17/19
27 °FMonday02/18/19
25 °FTuesday02/19/19
31 °FWednesday02/20/19
33 °FThursday02/21/19
31 °FFriday02/22/19
35 °FSaturday02/23/19
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