Flights to Casco Bay Islands from Chicago - ￥9,670

View ￥9,670 flight on Sat, Aug 30, 2025Opens in a new window

Popular airlines from Chicago to Casco Bay Islands

  • American Airlines

    American Airlines

  • Delta

    Delta

  • United

    United

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Cheap Flights from Chicago to Casco Bay Islands (CHI-PWM)

Prices were available within the past 7 days and start at ￥9,670 for one-way flights and ￥46,970 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥46,970 Roundtrip, found 1 day ago
￥46,970
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥46,970 found 1 day ago
United
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥48,260 Roundtrip, found 1 day ago
￥48,260
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥48,260 found 1 day ago
American Airlines
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥48,400 Roundtrip, found 1 day ago
￥48,400
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥48,400 found 1 day ago
American Airlines
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥50,760 Roundtrip, found 1 day ago
￥50,760
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥50,760 found 1 day ago
American Airlines
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥52,190 Roundtrip, found 1 day ago
￥52,190
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥52,190 found 1 day ago
Delta
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
PWM
Portland
￥72,190 Roundtrip, found 1 day ago
￥72,190
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 13 from Chicago to Portland, returning Mon, Aug 18, priced at ￥72,190 found 1 day ago

Find the cheapest month to fly from Chicago (CHI) to Portland (PWM)

October is typically the cheapest month to fly

From ￥19,435 - ￥59,989 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.