Search Cheap Flights to
Great Diamond Island

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Great Diamond Island Flights as Low as $173

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

JetBlue Airways
JetBlue Airways
JetBlue Airways
JetBlue Airways
JetBlue Airways
JetBlue Airways
JetBlue Airways
Bargain Flight
JetBlue Airways
Bargain Flight
American Airlines
Delta
United
Delta
JetBlue Airways
Breeze Airways

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 August, 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 $173, 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 $173 right now, why wait?

Great Diamond Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$172

Last Minute Hotel Deals in Great Diamond Island

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,198 reviews)
"The property was very clean and quiet. The outside parking was ample and the surface had just been re-paved. The room was clean and comfortable, the a/c worked great and we had plenty of hot water with adequate water pressure. Breakfast was simple (bagels, waffle, cereal, eggs/sausage)but adequate. ..."

Reviewed on Jun 19, 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.4/10 Exceptional! (1,767 reviews)
"Beautiful hotel, great location, friendly associates, but would not return to this location. Unfortunately many negatives.They offer what they call is a “kitchen” on every floor- coffee maker did not work and the ice machine did not work- spoke to an associate and was told coffee machine has been ..."

Reviewed on Jun 20, 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.4/10 Exceptional! (1,249 reviews)
"I loved staying at Cambria in Portland. The location was perfect; the rooms were spacious and clean. The pillows were really comfortable. The staff was excellent."

Reviewed on Jun 20, 2026

Cambria Hotel Portland Downtown-Old Port
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 ...
8.2/10 Very Good! (1,497 reviews)
"A 1 night stay to catch a flight, super clean, quiet and comfy beds!"

Reviewed on Jun 18, 2026

Clarion Hotel Portland Airport ME
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 ...
7.4/10 Good! (498 reviews)
"Nothing"

Reviewed on Jun 20, 2026

Clarion Pointe South 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! (1,669 reviews)
"Gghh"

Reviewed on Jun 20, 2026

Portland Regency Hotel & Spa
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! (2,137 reviews)
"I enjoyed my stay at the hotel."

Reviewed on Jun 20, 2026

Comfort Inn South Portland Airport
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 ...
6.6/10 (1,006 reviews)
"Poor breakfast and dirty bathroom!!"

Reviewed on Jun 20, 2026

Quality Inn & Suites South Portland
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.