Cheap flights To Great Diamond Island (PWM) from $49

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Cheap Flights to Great Diamond Island from $49 One Way, $96 Round Trip

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

Sat, Jun 7 - Sat, Jun 7
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $96 found 3 days ago
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 16 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 18, priced at $97 found 1 hour ago
Sun, May 11 - Sun, May 18
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, May 11 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 18, priced at $99 found 4 days ago
Sat, May 31 - Sat, Jun 21
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, May 31 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Jun 21, priced at $102 found 9 hours ago
Mon, May 12 - Fri, May 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$103 Roundtrip, found 4 hours ago
$103
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, May 12 from Orlando Intl. to Portland Intl. Jetport, returning Fri, May 16, priced at $103 found 4 hours ago
Thu, May 15 - Sun, May 18
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$105 Roundtrip, found 3 hours ago
$105
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, May 15 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 18, priced at $105 found 3 hours ago
Mon, May 19 - Sat, Jun 7
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$105 Roundtrip, found 2 days ago
$105
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, May 19 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $105 found 2 days ago
Fri, May 9 - Sun, May 11
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$110 Roundtrip, found 9 hours ago
$110
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Fri, May 9 from Orlando Intl. to Portland Intl. Jetport, returning Sun, May 11, priced at $110 found 9 hours ago
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$111 Roundtrip, found 10 hours ago
$111
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, May 9 from Orlando Intl. to Portland Intl. Jetport, returning Mon, May 12, priced at $111 found 10 hours ago
Fri, Sep 5 - Fri, Sep 12
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$121 Roundtrip, found 13 hours ago
$121
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Tampa Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $121 found 13 hours ago

Great Diamond Island Flight Information

Traveling To
Great Diamond Island
Destination Airport IATA Code
PWM
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways
Flight Price
$96
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Great Diamond Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites By Wyndham Windham
3.0-star property

Microtel Inn & Suites By Wyndham Windham

Jun 5 - Jun 8

3 night stay

New York (JFK) to Portland (PWM)

Delta • Roundtrip • Coach
per person
found 14 hours ago
Chebeague Island Inn
4.0-star property

Chebeague Island Inn

Jun 5 - Jun 8

3 night stay

New York (JFK) to Portland (PWM)

Delta • Roundtrip • Coach
Save 100% on your flight
per person
found 14 hours ago
Cliff House Maine
4.5-star property

Cliff House Maine

Jun 2 - Jun 6

4 night stay

Pittsburgh (PIT) to Portland (PWM)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Great Diamond Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Casco Bay Inn
2.0-star property

Casco Bay Inn

8.6/10 Excellent! (1,001 reviews)

Jun 29 - Jun 30

1 night stay

New York (LGA) to Portland (PWM)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
It’s a convenient hotel to both Portland and Freeport b

Reviewed on Oct 19, 2024

Microtel Inn & Suites By Wyndham Windham
3.0-star property

Microtel Inn & Suites By Wyndham Windham

8.8/10 Excellent! (1,000 reviews)

Jun 29 - Jun 30

1 night stay

New York (LGA) to Portland (PWM)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Sadly the night I checked in , the room had a dirty towel ( used ) in the shower , the fridge smelled and wasn’t worked and the microwave was not working either . There were food crumbs big enough for me to see on the floor . After I told front desk I was moved to another room that only had one issue a big food stain with food still on it on the carpet ( I cleaned it )

Reviewed on Oct 24, 2024

And. N B&B
3.0-star property

And. N B&B

9.8/10 Exceptional! (58 reviews)

Jun 29 - Jun 30

1 night stay

New York (LGA) to Portland (PWM)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Hosts were very nice and helpful. The space was great (family room) and breakfast was so nice!

Reviewed on Jul 31, 2024

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Great Diamond Island

Why search for low cost fares on your flights to Great Diamond Island when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Great Diamond Island

Orbitz offers massive discounts and substantial last-minute savings on your Great Diamond Island flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Great Diamond Island flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Great Diamond Island. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Great Diamond Island but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

How much is a flight to Great Diamond Island?
Travelers from far and wide landed return-flight deals ranging between $96 and $121 this week. Kicking off your trip from Orlando (MCO)? The lowest one-way fares started at just $49.
How to book the cheapest flight to Great Diamond Island?
With Orbitz, you’ll find some of the most incredible flight deals around from a wide range of airlines. But if you want to boost your prospects of landing cheap flights to Great Diamond Island, here are some suggestions to keep in mind:

  • Taking off from or landing at other airports may save you money. Enter your preferred departure and arrival points. Next, click on the ‘Nearby airports’ function below to see your options.
  • If you’re flexible with your plans, click on the ‘Show flexible dates’ option. It’ll bring up flight deals for the days around your chosen departure. Ticket prices often vary depending on the day of the week.
  • Select ‘Show options’ to narrow down your search results. You can pick your preferred seating class and airline here. Under ‘Sort & Filter’ to the left, you can even select whether you’d like to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you’ve sorted your travel dates. While you can get lucky now and then, tickets rarely get cheaper as your date of departure nears.
  • Make big savings on your getaway by bundling your hotel, flights and car rental into a package deal. Your budget will thank you.
  • Flying during busier seasons means costly airfares. Try to plan your trip outside of popular periods, such as Thanksgiving, New Year’s Eve and Easter.

How long is a flight to Great Diamond Island?
The time you spend in the air will depend on where you’re jetting in from, whether that’s the Northern states, the South or someplace else. Listed below are some of the major routes to Great Diamond Island and how long they take:

  • New York, NY (LGA-LaGuardia) to Portland Intl. Jetport Airport (PWM) - 1 hour and 29 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 22 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 20 minutes

What is the best time to book a flight to Great Diamond Island?
Generally speaking, the cheapest month to book your airfare is in January. This is closely followed by February then August. When seeking a cheap flight to Great Diamond Island, it always pays to be ready to book. Cheap deals pop up suddenly and don’t hang around!
What day of the week is the cheapest to book a flight to Great Diamond Island?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days to book a flight to Great Diamond Island. If you want unbeatable airfares, search across those days and you’re likely to find a fantastic flight deal.
What is the cheapest day of the week to fly to Great Diamond Island?
If you’re on the hunt for cheap flights to Great Diamond Island, leave early in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Great Diamond Island?
To secure cheap flights to Great Diamond Island, you should depart in August. If saving money on your plane ticket is your main concern, Orbitz data shows that this is generally an excellent month to take a trip. June is when fares are the most expensive.
Which airlines allow free cancellation?
When you search for flights on Orbitz, click on “Filter by flexible change policies.” This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. Breathe easy knowing that if things change, your flight can too.
What do I need for the flight to Great Diamond Island?
There’s so much to sort out for any big trip, so it’s useful to get a little bit of help before you set out. Here are a few pointers to ensure you’re organized for your flight:

  • Ensure that you have your travel documents and identification. For overseas journeys, you’ll need to take your passport. When you book your flights, always use the same name, gender and birth date as written on your current ID.
  • Pack your carry-on bag with activities and snacks and watch time whiz by on this medium-haul flight. If possible, jump on the airport’s Wi-Fi and save your favorite podcast or playlist to your device ahead of your journey.
  • Plane cabins can often get chilly. Even if you’re traveling during the height of the Great Diamond Island summer, make sure you bring a sweater on board with you.

How many direct flights are there to Great Diamond Island?
Every month, there are 92 direct flights to Great Diamond Island. Choose from an excellent range of airline companies, including American Airlines, Delta Air Lines and United Airlines. Other reputable airlines that jet to Great Diamond Island nonstop are Southwest Airlines, JetBlue Airways and Sun Country Airlines.
How do I get cheap first-class/business deals to Great Diamond Island?
There are ways of booking business or first-class fares to Great Diamond Island that won’t burn through your wallet. Bag a seat in the pointy end of the plane for less with these useful tips:

  • Flexibility is everything. By being open to a few travel dates, you’ll have more chances of picking up a great deal on business or first-class airfares.
  • A lot of low-cost airlines have top-notch business-class seating for a reasonable price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a flight loyalty program.

Nearby

Flights To

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.