Search Cheap Flights to
Great Diamond Island

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Great Diamond Island Flights as Low as $94

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

Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $94 found 1 day ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $99 found 1 day ago
Breeze Airways
Tue, Aug 5 - Wed, Aug 13
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 18 hours ago
$162
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $162 found 18 hours ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 18 hours ago
$162
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $162 found 18 hours ago
Frontier Airlines
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 18 hours ago
$164
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $164 found 18 hours ago
JetBlue Airways
Tue, Aug 5 - Thu, Aug 14
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 18 hours ago
$169
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Thu, Aug 14, priced at $169 found 18 hours ago
American Airlines
Tue, Sep 9 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Sep 9 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $199 found 1 hour ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
ORF
Norfolk Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 11 hours ago
$200
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Norfolk Intl. to Portland Intl. Jetport, returning Sun, Jul 13, priced at $200 found 11 hours ago
United
Tue, Sep 9 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Sep 9 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $217 found 1 hour ago
Delta
Tue, Sep 9 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Sep 9 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $217 found 1 hour ago
Bargain Flight
Wed, Aug 13 - Tue, Aug 19
SLC
Salt Lake City Intl.
PWM
Portland Intl. Jetport
$276 Roundtrip, found 7 hours ago
$276
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Wed, Aug 13 from Salt Lake City Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $276 found 7 hours ago
Delta
Wed, Jun 11 - Tue, Jun 17
DAY
James M. Cox Dayton Intl.
PWM
Portland Intl. Jetport
$289 Roundtrip, found 14 hours ago
$289
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 11 from James M. Cox Dayton Intl. to Portland Intl. Jetport, returning Tue, Jun 17, priced at $289 found 14 hours ago
JetBlue Airways
Fri, Jul 4 - Thu, Jul 10
EDI
Edinburgh
PWM
Portland Intl. Jetport
$803 Roundtrip, found 6 hours ago
$803
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Fri, Jul 4 from Edinburgh to Portland Intl. Jetport, returning Thu, Jul 10, priced at $803 found 6 hours ago
Virgin Atlantic
Mon, Jun 30 - Sun, Jul 6
EDI
Edinburgh
PWM
Portland Intl. Jetport
$1,184 Roundtrip, found 6 hours ago
$1,184
Roundtrip
found 6 hours ago
Select Virgin Atlantic flight, departing Mon, Jun 30 from Edinburgh to Portland Intl. Jetport, returning Sun, Jul 6, priced at $1,184 found 6 hours ago
Air France
Tue, Jul 1 - Thu, Jul 3
EDI
Edinburgh
PWM
Portland Intl. Jetport
$3,782 Roundtrip, found 6 hours ago
$3,782
Roundtrip
found 6 hours ago
Select Air France flight, departing Tue, Jul 1 from Edinburgh to Portland Intl. Jetport, returning Thu, Jul 3, priced at $3,782 found 6 hours ago
Air Canada
Tue, Jul 1 - Thu, Jul 3
EDI
Edinburgh
PWM
Portland Intl. Jetport
$4,607 Roundtrip, found 6 hours ago
$4,607
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Tue, Jul 1 from Edinburgh to Portland Intl. Jetport, returning Thu, Jul 3, priced at $4,607 found 6 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 September, 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 $94, 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 $94 right now, why wait?

Great Diamond Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$93

Last Minute Hotel Deals in Great Diamond Island

Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,273 reviews)
"Nice room with some space to move around, desk and chair plus lounge chair. The staff were friendly and quick to get us extra pillow and towels our 2nd night of stay. Beds were very comfortable and it was very quiet at night. The only thing was the ac didn’t run continuously, shut off for extended ..."

Reviewed on May 31, 2025

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Portland Regency Hotel & Spa
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)
"The weather was not great, so we spent more time than we thought in our room - comfortable, great layout for hanging out"

Reviewed on May 25, 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 ...
9/10 Wonderful! (1,506 reviews)
"First stay here but won't be the last. Garden patio was lovely, staff attentive and dinner superb."

Reviewed on May 31, 2025

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Portland Harbor Hotel
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 out of 5
939 Congress St, Portland, ME
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,008 reviews)
"Very quiet."

Reviewed on Jun 1, 2025

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Inn at St John Portland In-Town
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! (2,178 reviews)
"Nice clean property and room. Only drawback was a one piece tub enclosure had a floor that squeaked like a 150 year house."

Reviewed on Jun 2, 2025

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La Quinta Inn & Suites by Wyndham Portland
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! (1,004 reviews)
"My only complain is that breakfast was not included with the stay. There’s a restaurant but you have to pay for your meal and that was not mentioned on my booking. Other than that it was nice hotel, very clean and staff is super friendly"

Reviewed on May 31, 2025

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Clarion Hotel Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,127 reviews)
"Awesome"

Reviewed on Jun 2, 2025

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Hyatt Place Portland Downtown - Old Port Square
Holiday Inn Portland-By the Bay by IHG
Holiday Inn Portland-By the Bay by IHG
3 out of 5
88 Spring St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,238 reviews)
"Perfect for our family"

Reviewed on Jun 1, 2025

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Holiday Inn Portland-By the Bay by IHG
See all 2,446 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.