Book United Chicago to Portland, ME flight deals from $271

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Search flights from Chicago to Portland, ME (ORD - PWM)

October

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Monday 15th

Return Tuesday 30th
from$ 271*Viewed: 4 hours ago

Tuesday 16th

Return Wednesday 31st
from$ 271*Viewed: 4 hours ago

Tuesday 30th

Return Wednesday 14th
from$ 271*Viewed: 4 hours ago

November

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Monday 19th

Return Tuesday 4th
from$ 271*Viewed: 4 hours ago

Wednesday 28th

Return Thursday 13th
from$ 271*Viewed: 4 hours ago

Friday 30th

Return Saturday 15th
from$ 271*Viewed: 4 hours ago

December

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Saturday 1st

Return Sunday 16th
from$ 271*Viewed: 4 hours ago

Sunday 2nd

Return Monday 17th
from$ 271*Viewed: 4 hours ago

Monday 3rd

Return Tuesday 18th
from$ 271*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..
A white lighthouse on the rocky cliffside of Portland, ME

Plan ahead for flights from Chicago to Portland, ME

from
to
Type
Dates
Price*
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Fri 12 Oct 2018
Return Sat 27 Oct 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Sat 13 Oct 2018
Return Sun 28 Oct 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Mon 15 Oct 2018
Return Tue 30 Oct 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Tue 16 Oct 2018
Return Wed 31 Oct 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Fri 19 Oct 2018
Return Sat 3 Nov 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Sat 20 Oct 2018
Return Sun 4 Nov 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Tue 23 Oct 2018
Return Wed 7 Nov 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Wed 24 Oct 2018
Return Thu 8 Nov 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Fri 26 Oct 2018
Return Sat 10 Nov 2018
from$ 271*Viewed: 4 hours ago
Chicago (ORD)
to Portland, ME (PWM)
Roundtrip
Depart Sat 27 Oct 2018
Return Sun 11 Nov 2018
from$ 271*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.