Cheap Flights to Great Diamond Island from $62

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How Much Does it Cost To Fly To Great Diamond Island?

The cheapest prices found with in the last 7 days for return flights were $122 and $62 for one-way flights to Great Diamond Island for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Jan 8 - Mon, Jan 11
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 8 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Jan 11, priced at $122 found 2 days ago
OriginDestinationTravel DatesFlights From*
RDUPortlandOctober 21 to October 28$142
TPAPortlandOctober 31 to November 7$162
MCOPortlandOctober 21 to October 24$174
JFKPortlandOctober 13 to October 17$217
DCAPortlandSeptember 2 to September 5$236
CLTPortlandOctober 17 to October 24$255
SEAPortlandSeptember 18 to September 22$282
ATLPortlandSeptember 12 to September 19$287
PHLPortlandOctober 22 to October 23$338
FCOPortlandAugust 28 to August 31$887
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortlandAugust 22 to August 29$298
JFKPortlandAugust 22 to August 29$316
RDUPortlandAugust 22 to August 26$317
DCAPortlandAugust 22 to August 23$426
CLTPortlandAugust 22 to August 29$427
TPAPortlandAugust 22 to August 30$504
TTNPortlandAugust 22 to August 25$511
ATLPortlandAugust 22 to August 29$590
SEAPortlandAugust 21 to August 29$621
*Prices include taxes and fees

Great Diamond Island Flight Information

Traveling to
Great Diamond Island
Lowest Price
$122
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Great Diamond Island

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
22 Mckinley Court, Great Diamond Island Portland ME
$366 nightly
The price is $399 total per night from Sep 13 to Sep 14
$399 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay ...
8.8/10 Excellent! (204 reviews)
"Beautiful place to go and relax people are very friendly and happy to help you with anything y need"

Reviewed on Aug 14, 2026

Opens in a new windowInn at Diamond Cove
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.

Best Great Diamond Island Flight and Hotel Packages

Great Diamond Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,106, price is now $866 per person
$866
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was $1,184, price is now $983 per person
$983
per person
Oct 8 - Oct 11
found 13 hours ago
Roundtrip flight included
San Diego (SAN) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,280, price is now $972 per person
$972
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Don't see what you're looking for?
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Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Can I fly to Great Diamond Island right now?
Before committing to your flights, take a look through Travelocity's Covid-19 Travel Advisor. Enter in your travel dates, destination and vaccination status to check if any additional rules apply, such as quarantine or testing. Be sure to also confirm all guidance with official government websites as well as your travel insurance company.
How much is the cheapest flight to Great Diamond Island?
A roundtrip flight to Great Diamond Island cost as little as $122 in the last seven days. When you've narrowed down your travel dates, we'll help you grab a fantastic deal. This price was available on Travelocity for flights to Great Diamond Island departing within the next year. Prices and availability are subject to change. Additional terms apply.
If I cannot travel due to COVID-19, can I change my booking to a later date?
Explore our Customer Service Portal link for information regarding COVID-19 related refunds, changes and cancellations. The terms of your tickets to Great Diamond Island may differ based on your airline and fare type. Browse the popular topics or use our Virtual Agent to find the answers to your questions.
What is the cheapest month to fly to Great Diamond Island?
For your best chance at securing a superb flight deal, organize your getaway sometime during January. Based on Travelocity's direct flight demand between January and December last year, it's the most affordable month to travel to Great Diamond Island.
How can I check my flight status to Great Diamond Island?
Check out our helpful portal, Trips. You'll find everything related to your flight to Great Diamond Island here, including important information about flight delays, gate changes and more. Look for Trips at the top right of the Travelocity homepage. Just sign up, log in and find what you need. Or, access your itinerary while you're traveling and get real-time notifications with the Travelocity app. You'll find all your itineraries in one place, so you can share details with any members of your family flying with you.
How do I find the best deals on flights to Great Diamond Island?
Be flexible with your travel dates and you might just find an awesome deal. After you've searched for flights on Travelocity, click the "Flexible dates" feature above your results to see all the prices for surrounding days. Also try to book in advance and avoid busy peak periods. In the last seven days, the lowest price for a roundtrip flight to Great Diamond Island was $122. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Great Diamond Island with Travelocity?
Where to begin! With our cheap flights to Great Diamond Island, accommodations and activities, you'll find all you need for an awesome getaway with Travelocity. Reserve your cheap family flights and make use of our round-the-clock customer assistance and free cancellations on select airlines if necessary. Our aim is to offer stress-free travel when you book with us so that you can spend less time on the nitty-gritty and more time making memories with your travel crew.
What are the most popular flight routes to Great Diamond Island?
With terrific connections, securing flights to Great Diamond Island is hassle-free. Here are several of the most in-demand flight routes to this leading travel destination:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 949 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 676 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 645 flights a month.

How much is a flight to Great Diamond Island on average?
Get your next great adventure off to the best start by picking up an amazing deal with Travelocity. In the last seven days, roundtrip flights to Great Diamond Island cost between $122 and $887. Look through our site and secure an airfare that matches your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Great Diamond Island?
Here are some major direct flights to Great Diamond Island and their average flight times:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 20 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 2 hours and 21 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 32 minutes

What can I expect on a flight to Great Diamond Island?
Factors like which airline company you're jetting off with and your place of departure will largely determine what you can expect on your trip. You'll likely find all sorts of flights to Great Diamond Island, from cheap flights for family vacations to first class fares. Hot meals, drinks and entertainment are just a small taste what most airlines provide on long-haul trips.

Plane Tickets To Great Diamond Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Great Diamond Island. Browse through our inventory to explore a wide range of cheap flights to Great Diamond Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Great Diamond Island as you anxiously await to exit the plane and explore what Great Diamond Island has to offer. Considering all the amazing local food and culture in Great Diamond Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Great Diamond Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Great Diamond Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Great Diamond Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Great Diamond Island today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.