Search Cheap Flights to
Casco Bay Islands

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Casco Bay Islands Flights as Low as $203

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

Breeze Airways
Sun, Jun 1 - Wed, Jun 4
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 20 hours ago
$203
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sun, Jun 1 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Jun 4, priced at $203 found 20 hours ago
Breeze Airways
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$205 Roundtrip, found 7 hours ago
$205
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $205 found 7 hours ago
JetBlue Airways
Mon, Jul 14 - Tue, Jul 22
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 20 hours ago
$207
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Mon, Jul 14 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Jul 22, priced at $207 found 20 hours ago
Breeze Airways
Sun, May 4 - Sun, May 11
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, May 11, priced at $215 found 3 days ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$223 Roundtrip, found 7 hours ago
$223
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $223 found 7 hours ago
Breeze Airways
Tue, Jul 15 - Tue, Jul 22
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$226 Roundtrip, found 6 days ago
$226
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Jul 22, priced at $226 found 6 days ago
JetBlue Airways
Sat, Aug 23 - Mon, Aug 25
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 5 days ago
$227
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Mon, Aug 25, priced at $227 found 5 days ago
JetBlue Airways
Wed, Aug 20 - Sun, Aug 24
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, Aug 24, priced at $247 found 5 days ago
JetBlue Airways
Sat, Aug 23 - Sun, Aug 24
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, Aug 24, priced at $247 found 5 days ago
United
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$252 Roundtrip, found 7 hours ago
$252
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $252 found 7 hours ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$254 Roundtrip, found 7 hours ago
$254
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $254 found 7 hours ago
JetBlue Airways
Tue, Jun 3 - Sat, Jun 7
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$259 Roundtrip, found 20 hours ago
$259
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Tue, Jun 3 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $259 found 20 hours ago
JetBlue Airways
Thu, May 29 - Sat, Jun 7
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$260 Roundtrip, found 20 hours ago
$260
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, May 29 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $260 found 20 hours ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$298 Roundtrip, found 7 hours ago
$298
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $298 found 7 hours ago
Delta
Wed, Jun 4 - Fri, Jun 6
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$300 Roundtrip, found 20 hours ago
$300
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Jun 4 from Southwest Florida Intl. to Portland Intl. Jetport, returning Fri, Jun 6, priced at $300 found 20 hours ago
United
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$328 Roundtrip, found 7 hours ago
$328
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $328 found 7 hours ago

Cheap Flights to Casco Bay Islands

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

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

Frequently Asked Questions About flights to Casco Bay Islands

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Casco Bay Islands 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 Casco Bay Islands?

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 Casco Bay Islands are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Casco Bay Islands?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Casco Bay Islands.

What airport is best to fly into Casco Bay Islands?

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

How much are flights to Casco Bay Islands?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Casco Bay Islands on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $203, 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 Casco Bay Islands?

The trick to saving a stack of cash on your flight to Casco Bay Islands? 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 $203 right now, why wait?

Casco Bay Islands Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$202

Last Minute Hotel Deals in Casco Bay Islands

Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is $188 per night from Feb 24 to Feb 25
$188
includes taxes & fees
Feb 24 - Feb 25
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
9/10 Wonderful! (1,465 reviews)
"The bathroom had no fan. A nut was missing on magnifying mirror."

Reviewed on Feb 18, 2025

Portland Harbor Hotel
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
The price is $103 per night from Feb 24 to Feb 25
$103
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,025 reviews)
Good but needs attention in the bathroom.
"It was good, loved the hot tub availability. Would be nice if it was open later than 1000. Room was comfortable and clean. The hot water availability is not so great, At the end of my shower, the water was no longer hot. I do not take a long shower-5 min max, there was no hot water when my husband ..."

Reviewed on Feb 16, 2025

Ramada Plaza by Wyndham Portland
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4 out of 5
363 Maine Mall Rd, South Portland, ME
The price is $73 per night from Mar 2 to Mar 3
$73
includes taxes & fees
Mar 2 - Mar 3
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
7.8/10 Good! (1,106 reviews)
"Rooms could use updates"

Reviewed on Feb 18, 2025

DoubleTree by Hilton Hotel Portland
Cambria Hotel Portland Downtown-Old Port
Cambria Hotel Portland Downtown-Old Port
3 out of 5
25 HANCOCK STREET, Portland, ME
The price is $134 per night from Mar 2 to Mar 3
$134
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.2/10 Wonderful! (777 reviews)
"Convenient"

Reviewed on Feb 19, 2025

Cambria Hotel Portland Downtown-Old Port
Holiday Inn Portland-By the Bay, an IHG Hotel
Holiday Inn Portland-By the Bay, an IHG Hotel
3 out of 5
88 Spring St, Portland, ME
The price is $108 per night from Feb 24 to Feb 25
$108
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,154 reviews)
Two nights turned to 3
"Our stay was great we checked in on a Friday for a convention on Saturday was only booked for those two days a snow storm came in Saturday night so we decided to stay an extra night to let it pass they booked us in our same room and made the stay as pleasant as could be all while the front desk area ..."

Reviewed on Feb 18, 2025

Holiday Inn Portland-By the Bay, an IHG Hotel
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
The price is $165 per night from Feb 23 to Feb 24
$165
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star 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 ...
9.2/10 Wonderful! (1,239 reviews)
"property was charming"

Reviewed on Feb 15, 2025

Portland Regency Hotel & Spa
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
The price is $150 per night from Mar 9 to Mar 10
$150
includes taxes & fees
Mar 9 - Mar 10
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (920 reviews)
"Close to the restaurants & shops"

Reviewed on Feb 18, 2025

Canopy by Hilton Portland Waterfront
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME
The price is $112 per night from Mar 2 to Mar 3
$112
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,056 reviews)
"Very nice stay. Friendly staff."

Reviewed on Feb 19, 2025

Embassy Suites by Hilton Portland Maine
See all 3,056 properties in Casco Bay Islands
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.