Search Cheap Flights to
Great Diamond Island

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Great Diamond Island Flights as Low as $117

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Tue, Oct 14 - Fri, Oct 17
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Oct 14 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Oct 17, priced at $117 found 2 days ago
Delta
Sun, Aug 17 - Thu, Aug 21
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Aug 17 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Aug 21, priced at $119 found 6 days ago
JetBlue Airways
Fri, Aug 22 - Tue, Aug 26
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Aug 22 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Aug 26, priced at $119 found 1 day ago
JetBlue Airways
Sun, Oct 12 - Thu, Oct 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $127 found 2 days ago
JetBlue Airways
Mon, Aug 25 - Thu, Aug 28
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Aug 25 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Aug 28, priced at $130 found 1 day ago
JetBlue Airways
Sun, Oct 12 - Thu, Oct 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $137 found 2 days ago
JetBlue Airways
Sun, Aug 17 - Tue, Aug 19
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Aug 17 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $139 found 6 days ago
JetBlue Airways
Tue, Aug 26 - Wed, Aug 27
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 26 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $140 found 1 day ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 12 hours ago
$144
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Sep 25 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, Sep 28, priced at $144 found 12 hours ago
Delta
Sun, Oct 12 - Thu, Oct 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $147 found 2 days ago
Bargain Flight
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $171 found 1 hour ago
American Airlines
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$193 Roundtrip, found 6 hours ago
$193
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $193 found 6 hours ago
Frontier Airlines
Fri, Aug 22 - Sat, Aug 30
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 3 days ago
$218
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Aug 22 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $218 found 3 days ago
Delta
Wed, Aug 27 - Sat, Sep 6
BWI
Baltimore Washington Intl. Thurgood Marshall
PWM
Portland Intl. Jetport
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Aug 27 from Baltimore Washington Intl. Thurgood Marshall to Portland Intl. Jetport, returning Sat, Sep 6, priced at $228 found 3 days ago
JetBlue Airways
Thu, Oct 23 - Tue, Nov 4
BOS
Logan Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 18 hours ago
$257
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Thu, Oct 23 from Logan Intl. to Portland Intl. Jetport, returning Tue, Nov 4, priced at $257 found 18 hours ago
United
Sat, Aug 16 - Wed, Aug 20
GRB
Austin Straubel Intl.
PWM
Portland Intl. Jetport
$313 Roundtrip, found 7 hours ago
$313
Roundtrip
found 7 hours ago
Select United flight, departing Sat, Aug 16 from Austin Straubel Intl. to Portland Intl. Jetport, returning Wed, Aug 20, priced at $313 found 7 hours ago

Cheap Flights to Great Diamond Island

Fall in love at first flight with your vacation to Great Diamond Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Great Diamond Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Great Diamond Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Great Diamond Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Great Diamond Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the PWM airport.

What is the cheapest month to fly to Great Diamond Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Great Diamond Island are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Great Diamond Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Great Diamond Island.

What airport is best to fly into Great Diamond Island?

When you’re planning your trip to Great Diamond Island, convenience is the name of the game. Luckily, Great Diamond Island Portland Intl. Jetport Airport is nearby so you can deplane and get going on checking off everything on your Great Diamond Island must-do list.

How much are flights to Great Diamond Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Great Diamond Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Great Diamond Island?

The trick to saving a stack of cash on your flight to Great Diamond Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $117 right now, why wait?

Great Diamond Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$117

Last Minute Hotel Deals in Great Diamond Island

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,137 reviews)
"Room by exterior door to hotel very loud in morning"

Reviewed on Aug 7, 2025

Get rates
Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.4/10 Good! (124 reviews)
"We loved the indoor pool, the breakfast, and the mural in the room!"

Reviewed on Aug 6, 2025

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Germaine Inn South Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,037 reviews)
"Very pet friendly place!"

Reviewed on Aug 7, 2025

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Ramada Plaza by Wyndham Portland
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (1,456 reviews)
"Sheets and pillows were great."

Reviewed on Aug 6, 2025

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Comfort Inn Airport
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,000 reviews)
"Great location and convenience for concert at Thompson’s Point. Easy walk!"

Reviewed on Aug 6, 2025

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Clarion Hotel Portland
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
"Nice property could add some vending machines by ice machines for soft drinks and snacks."

Reviewed on Jul 24, 2025

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The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
9.2/10 Wonderful! (1,539 reviews)
"Great option in Old Port. Very convenient to dining, shopping and boat tours. You can walk to everything. Courtyard was lovely in the evening for cocktails around the firepit. Would definitely recommend!"

Reviewed on Aug 7, 2025

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Portland Harbor Hotel
La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

3 out of 5
340 Park Ave, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,211 reviews)
"I liked that it was so close to the airport I had a 6am flight"

Reviewed on Aug 5, 2025

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La Quinta Inn & Suites by Wyndham Portland
See all 2,470 properties in Great Diamond Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.