
Popular airlines from Chicago to Great Diamond Island
- Peach
Peach
- Skymark Airlines
Skymark Airlines
- All Nippon Airways
All Nippon Airways
- Japan Airlines
Japan Airlines
- Jetstar Japan
Jetstar Japan
- Solaseed Air
Solaseed Air
- STARFLYER
STARFLYER
- Plan, book, fly with confidence
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Cheap Flights from Chicago to Great Diamond Island (CHI-PWM)
Prices were available within the past 7 days and start at ¥18,150 for one-way flights and ¥37,450 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥37,450 Roundtrip, found 2 days ago
¥37,450
Roundtrip
found 2 days ago

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥38,860 Roundtrip, found 2 days ago
¥38,860
Roundtrip
found 2 days ago

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥40,270 Roundtrip, found 2 days ago
¥40,270
Roundtrip
found 2 days ago

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥40,670 Roundtrip, found 2 days ago
¥40,670
Roundtrip
found 2 days ago

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥42,610 Roundtrip, found 2 days ago
¥42,610
Roundtrip
found 2 days ago

Sun, Sep 7 - Mon, Sep 15
ORD
Chicago
PWM
Portland
¥58,330 Roundtrip, found 2 days ago
¥58,330
Roundtrip
found 2 days ago
Find the cheapest month to fly from Chicago (CHI) to Portland (PWM)
September is typically the cheapest month to fly
From ¥15,054 - ¥44,779 per traveler.
Graph displaying average flight prices per month
Top Routes to Great Diamond Island
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