Cheap Flights to Casco Bay Islands from $64

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How Much Does it Cost To Fly To Casco Bay Islands?

The cheapest prices found with in the last 7 days for return flights were $107 and $64 for one-way flights to Casco Bay Islands for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Sep 30 - Fri, Oct 3
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, just found
$107
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Sep 30 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Oct 3, priced at $107 just found
OriginDestinationTravel DatesFlights From*
JFKPortlandSeptember 29 to October 4$107
TPAPortlandNovember 8 to November 17$130
RDUPortlandDecember 5 to December 8$142
MCOPortlandDecember 3 to December 10$162
DCAPortlandOctober 29 to November 3$182
ATLPortlandOctober 8 to October 15$220
CLTPortlandOctober 25 to November 1$243
SEAPortlandOctober 27 to October 29$255
PHLPortlandNovember 14 to November 19$288
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LGAPortlandSeptember 21 to September 30$215
MCOPortlandSeptember 20 to September 27$252
TPAPortlandSeptember 21 to September 27$284
RDUPortlandSeptember 20 to September 24$296
CLTPortlandSeptember 20 to September 27$332
DCAPortlandSeptember 19 to September 21$375
PHLPortlandSeptember 19 to September 20$376
ATLPortlandSeptember 19 to September 30$392
SEAPortlandSeptember 21 to October 3$546
*Prices include taxes and fees

Casco Bay Islands Flight Information

Traveling to
Casco Bay Islands
Lowest Price
$107
Number of Airlines Serving
Airlines Serving
JetBlue Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Casco Bay Islands

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
22 Mckinley Court, Great Diamond Island, Portland, ME
The price is $255 total per night from Sep 17 to Sep 18
$255 total
per night
Sep 17 - Sep 18
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (189 reviews)
"Great rooms and staff and local restaurants."

Reviewed on Aug 28, 2025

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.

Family Friendly Hotels in Casco Bay Islands

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
61 South Road, Chebeague Island, ME
The price is $302 total per night from Sep 18 to Sep 19
$302 total
per night
Sep 18 - Sep 19
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John ...
8.6/10 Excellent! (76 reviews)
"Great place to go and relax for a few days."

Reviewed on Jul 20, 2025

Opens in a new windowChebeague Island Inn
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 Casco Bay Islands Flight and Hotel Packages

Casco Bay Islands flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $988, price is now $703 per person
$703
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PWM)
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
Price was $941, price is now $708 per person
$708
per person
Oct 26 - Nov 1
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $2,205, price is now $1,677 per person
$1,677
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
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Need a Car For After Your Flight?

Standard

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$94

$240 total
found 10 hours ago
Standard undefined

Economy

  • 4 people
  • Unlimited mileage
Portland, Maine, USA

$96

$192 total
found 10 hours ago
Economy undefined

Midsize

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$96

$245 total
found 10 hours ago
Midsize undefined

Compact

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$97

$194 total
found 10 hours ago
Compact undefined
Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Casco Bay Islands?
During the last seven days, the cheapest roundtrip flight to Casco Bay Islands cost $107 on our site. Check out our unbeatable deals, secure your tickets and start planning for your next break. This price was available on Travelocity for flights to Casco Bay Islands departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Casco Bay Islands?
According to Travelocity's direct return flight demand between January and December last year, September is the cheapest time to jet off to Casco Bay Islands. Keep your eyes peeled for flights across this month and get a top deal today.
How can I check my flight status to Casco Bay Islands?
Whether you want to confirm the status of your flight to Casco Bay Islands or make changes to your journey, you'll find all the important details on our handy portal, Trips. Click on "Trips" at the top right of our homepage, then sign in or open a new account. Another way to manage and view your booking is with the Travelocity app. Get real-time notifications about your flight and share updates with any family flying with you.
How do I find the best deals on flights to Casco Bay Islands?
An easy way to snag an awesome deal is to be flexible with your dates. Begin by searching for your flight to Casco Bay Islands, then click on the "Flexible dates" box above your results. It will reveal prices for nearby dates. Want another handy tip? Book well ahead of time. To give you an idea of costs, $107 was the best price for a return flight to Casco Bay Islands in the last seven days on our site. 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 Casco Bay Islands with Travelocity?
Start packing and get ready to take off with Travelocity. It's our goal to find you some top deals on cheap flights to Casco Bay Islands. Whether you're searching for flexible airfares with plenty of room to move or cheap family flights with budget airlines, we've got you covered.
What are the most popular flight routes to Casco Bay Islands?
Whether you're planning a short break or a long stay, we can help you secure your next flight to Casco Bay Islands. The busiest flight routes to this destination include:

  • 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 Casco Bay Islands on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Casco Bay Islands were between $107 and $546. When you're ready to hop on a plane, Travelocity will help you find a fare that'll fit 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 Casco Bay Islands?
The length of your direct flight to Casco Bay Islands is typically dependent on your place of origin. For an idea of what to expect, here are the average flight times for a number of leading routes to Casco Bay Islands:

  • 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 Casco Bay Islands?
This mostly depends on your point of departure and which carrier you book with. Chances are you'll find all sorts of flights to Casco Bay Islands, from premium fares to cheap flights for family vacations. If a flight is classed as long haul, the airline will usually provide warm meals and entertainment as well as games for your little ones.

Plane Tickets To Casco Bay Islands

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 Casco Bay Islands. Browse through our inventory to explore a wide range of cheap flights to Casco Bay Islands 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 Casco Bay Islands as you anxiously await to exit the plane and explore what Casco Bay Islands has to offer. Considering all the amazing local food and culture in Casco Bay Islands, 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 Casco Bay Islands 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 Casco Bay Islands 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 Casco Bay Islands 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 Casco Bay Islands today!

*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.