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Chebeague Island

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Chebeague Island Flights as Low as $165

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Cheap Flights to Chebeague Island

Fall in love at first flight with your vacation to Chebeague 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 Chebeague Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chebeague Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chebeague Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chebeague 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 Chebeague 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 Chebeague Island are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chebeague 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 Chebeague Island.

What airport is best to fly into Chebeague Island?

When you’re planning your trip to Chebeague Island, convenience is the name of the game. Luckily, Chebeague Island Portland Intl. Jetport Airport is nearby so you can deplane and get going on checking off everything on your Chebeague Island must-do list.

How much are flights to Chebeague Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chebeague Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $165, 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 Chebeague Island?

The trick to saving a stack of cash on your flight to Chebeague 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 $165 right now, why wait?

Chebeague Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$165

Last Minute Hotel Deals in Chebeague 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! (2,193 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."

Reviewed on Jun 26, 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! (1,773 reviews)
"Iron broken. Construction outside."

Reviewed on Jun 26, 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! (1,250 reviews)
"The size of the room and proximity to Old Town were good. However, the view was to the office building next door and our room did not get cleaned while we were there for 2 nights. The room and average breakfast were too expensive for what we got."

Reviewed on Jun 27, 2026

Cambria Hotel Portland Downtown-Old Port
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! (506 reviews)
"Exprience was very nice Staff was very nice and co-operative"

Reviewed on Jun 26, 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! (1,674 reviews)
"Lovely place to stay by everything. Beautiful old building with some charm. Bar is swanky and a dive atmosphere at the same time. Beds were sooo comfortable. Only downside is jacuzzi isn’t open during convenient hours."

Reviewed on Jun 27, 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! (2,158 reviews)
"Very quiet"

Reviewed on Jun 27, 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 (1,005 reviews)
"The hotel was not in great shape. Peeling handrails, no elevator, stairs were steep and not wide enough to navigate, carpet in hallways was worn and the place had a mildew smell."

Reviewed on Jun 27, 2026

Quality Inn & Suites South Portland
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! (2,957 reviews)
"Hotel is a older hotel that has been renovated. Rooms are nice and clean and air conditioner no too noisy. Great location very close to airport."

Reviewed on Jun 27, 2026

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