Flights to Great Diamond Island from Pittsburgh - $61

View $61 flight on Tue, Sep 2, 2025Opens in a new window

Popular airlines from Pittsburgh to Great Diamond Island

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Cheap Flights from Pittsburgh to Great Diamond Island (PIT-PWM)

Prices were available within the past 7 days and start at $61 for one-way flights and $127 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Sun, Sep 14 - Thu, Sep 18
PIT
Pittsburgh
PWM
Portland
$127 Roundtrip, found 8 hours ago
$127
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sun, Sep 14 from Pittsburgh to Portland, returning Thu, Sep 18, priced at $127 found 8 hours ago
Breeze Airways
Tue, Sep 2 - Thu, Sep 11
PIT
Pittsburgh
PWM
Portland
$132 Roundtrip, found 15 hours ago
$132
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Sep 2 from Pittsburgh to Portland, returning Thu, Sep 11, priced at $132 found 15 hours ago
Delta
Mon, Sep 1 - Thu, Sep 4
PIT
Pittsburgh
PWM
Portland
$181 Roundtrip, found 5 days ago
$181
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Sep 1 from Pittsburgh to Portland, returning Thu, Sep 4, priced at $181 found 5 days ago
American Airlines
Sat, Sep 6 - Tue, Sep 9
PIT
Pittsburgh
PWM
Portland
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep 6 from Pittsburgh to Portland, returning Tue, Sep 9, priced at $197 found 4 days ago
Frontier Airlines
Fri, Aug 8 - Sat, Aug 16
PIT
Pittsburgh
PWM
Portland
$218 Roundtrip, found 10 hours ago
$218
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, Aug 8 from Pittsburgh to Portland, returning Sat, Aug 16, priced at $218 found 10 hours ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 9
PIT
Pittsburgh
PWM
Portland
$226 Roundtrip, found 13 hours ago
$226
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Pittsburgh to Portland, returning Tue, Sep 9, priced at $226 found 13 hours ago

Find the cheapest month to fly from Pittsburgh (PIT) to Portland (PWM)

May is typically the cheapest month to fly

From $121 - $382 per traveler.

Graph displaying average flight prices per month

Alternative airports near Great Diamond Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. Jetport PWM. Cheapest option available. Flights from $255
PWM
Portland Intl. Jetport
Cheapest
Flights from $255
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