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Great Diamond Island

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Great Diamond Island Flights as Low as $122

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

Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 6 hours ago
$122
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $122 found 6 hours ago
Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 6 hours ago
$127
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $127 found 6 hours ago
Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$132 Roundtrip, found 6 hours ago
$132
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $132 found 6 hours ago
Bargain Flight
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $217 found 1 day ago
Breeze Airways
Sat, Sep 19 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$226 Roundtrip, found 7 hours ago
$226
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Oct 5, priced at $226 found 7 hours ago
Breeze Airways
Sat, Sep 19 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$231 Roundtrip, found 7 hours ago
$231
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Oct 5, priced at $231 found 7 hours ago
Breeze Airways
Mon, Sep 21 - Sat, Sep 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 4 hours ago
$242
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Mon, Sep 21 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 26, priced at $242 found 4 hours ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $243 found 1 day ago
Breeze Airways
Wed, Sep 23 - Tue, Sep 29
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 23 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 29, priced at $245 found 4 days ago
Bargain Flight
Fri, Aug 21 - Mon, Aug 24
CVG
Cincinnati - Northern Kentucky Intl.
PWM
Portland Intl. Jetport
$253 Roundtrip, found 7 hours ago
$253
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Fri, Aug 21 from Cincinnati - Northern Kentucky Intl. to Portland Intl. Jetport, returning Mon, Aug 24, priced at $253 found 7 hours ago
JetBlue Airways
Sat, Sep 19 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$269 Roundtrip, found 7 hours ago
$269
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Oct 5, priced at $269 found 7 hours ago
Delta
Mon, Sep 14 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 14 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $281 found 1 day ago
Delta
Mon, Aug 31 - Wed, Sep 2
DJT
President Donald J. Trump Intl. Airport
PWM
Portland Intl. Jetport
$283 Roundtrip, found 6 days ago
$283
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Aug 31 from President Donald J. Trump Intl. Airport to Portland Intl. Jetport, returning Wed, Sep 2, priced at $283 found 6 days ago
Southwest Airlines
Fri, Sep 11 - Sat, Sep 12
BWI
Baltimore Washington Intl. Thurgood Marshall
PWM
Portland Intl. Jetport
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Sep 11 from Baltimore Washington Intl. Thurgood Marshall to Portland Intl. Jetport, returning Sat, Sep 12, priced at $285 found 1 day ago
American Airlines
Wed, Sep 23 - Wed, Sep 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$307 Roundtrip, found 4 hours ago
$307
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Sep 30, priced at $307 found 4 hours ago
Delta
Mon, Nov 2 - Tue, Nov 17
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$379 Roundtrip, found 7 hours ago
$379
Roundtrip
found 7 hours ago
Select Delta flight, departing Mon, Nov 2 from George Bush Intercontinental to Portland Intl. Jetport, returning Tue, Nov 17, priced at $379 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 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 14 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 $122, 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 $122 right now, why wait?

Great Diamond Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$121

Last Minute Hotel Deals in Great Diamond Island

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 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 ...
7.2/10 Good! (703 reviews)
"Clean. Breakfast was pretty good. Excellent parking. Fridge and microwave in room which was nice. There was a pool but we did not partake but it looked to be in good form. Close to the Interstate and right on Hwy. 1. Room I think had been recently redone, so the decor was nice. The only reason that ..."

Reviewed on Aug 19, 2026

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Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

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 ...
8/10 Very Good! (1,629 reviews)
"Hotel is a bit older but maintained well and clean."

Reviewed on Aug 19, 2026

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Clarion Hotel Portland Airport ME
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street 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 breakfast and the helpful ...
6.4/10 (1,071 reviews)
"Beds were super fluffy and comfortable."

Reviewed on Aug 19, 2026

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Quality Inn & Suites South Portland
Waves Oceanfront Resort

Waves Oceanfront Resort

3 out of 5
87 W Grand Ave Old Orchard Beach ME
Book a stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (650 reviews)
"Not a bad overall stay. They are trying to update alot of areas as it seems. The stairwells and the entrances to buildings have been updated. We stayed in building G and overall it was OK. It's is very much dated and can absolutely use a facelift. Again, some parts have been updated and others not ..."

Reviewed on Aug 19, 2026

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Waves Oceanfront Resort
Comfort Inn South Portland Airport

Comfort Inn South Portland 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 ...
8.6/10 Excellent! (2,359 reviews)
"Chose this hotel since it was near the airport and we had an early morning flight. The hotel was very noisy and it was long after midnight before the halls quieted down which meant minimal sleep."

Reviewed on Aug 19, 2026

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Comfort Inn South Portland Airport
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
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Fireside Inn & Suites Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Book a stay at this 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 in ...
9.4/10 Exceptional! (1,744 reviews)
"The room was clean. Check in was easy. We didn't find the refrigerator until we were leaving, it was hidden very well. View out the window was a brick wall. No information about restaurants or things to do in the area. Glad we only stayed one night."

Reviewed on Aug 19, 2026

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Portland Regency Hotel & Spa
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts 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 breakfast and the helpful ...
8.4/10 Very Good! (3,008 reviews)
"Bottom line - if you just need a place to sleep at a decent price then you can't go wrong with this hotel. The room was clean enough and the staff was friendly enough. The TV had basic channels. There was a microwave and a fridge. Everything worked. Parking was ok. The location is great. You can ..."

Reviewed on Aug 20, 2026

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Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 2,452 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.