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Long Island

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Long Island Flights as Low as $153

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

Frontier Airlines
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 5 hours ago
$153
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $153 found 5 hours ago
American Airlines
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $157 found 1 hour ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $162 found 2 hours ago
Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 8 hours ago
$164
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $164 found 8 hours ago
Breeze Airways
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 8 hours ago
$164
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $164 found 8 hours ago
Frontier Airlines
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$165 Roundtrip, found 2 hours ago
$165
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $165 found 2 hours ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $167 found 2 hours ago
JetBlue Airways
Sat, Sep 27 - Sat, Oct 4
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 3 hours ago
$169
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Nashville Intl. to Portland Intl. Jetport, returning Sat, Oct 4, priced at $169 found 3 hours ago
Breeze Airways
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 8 hours ago
$170
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $170 found 8 hours ago
Bargain Flight
Mon, Sep 29 - Tue, Sep 30
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$171 Roundtrip, found 3 hours ago
$171
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Mon, Sep 29 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Sep 30, priced at $171 found 3 hours ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$172 Roundtrip, found 2 hours ago
$172
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $172 found 2 hours ago
Delta
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $177 found 1 hour ago
JetBlue Airways
Thu, Jul 10 - Thu, Jul 17
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Jul 10 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Jul 17, priced at $203 found 5 days ago
Bargain Flight
Sat, Jul 19 - Wed, Jul 30
AUS
Austin-Bergstrom Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 4 hours ago
$277
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Sat, Jul 19 from Austin-Bergstrom Intl. to Portland Intl. Jetport, returning Wed, Jul 30, priced at $277 found 4 hours ago
Delta
Wed, Aug 6 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
PWM
Portland Intl. Jetport
$321 Roundtrip, found 22 hours ago
$321
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Aug 6 from Dallas-Fort Worth Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $321 found 22 hours ago
Delta
Mon, Aug 4 - Thu, Aug 7
DAL
Love Field
PWM
Portland Intl. Jetport
$424 Roundtrip, found 4 hours ago
$424
Roundtrip
found 4 hours ago
Select Delta flight, departing Mon, Aug 4 from Love Field to Portland Intl. Jetport, returning Thu, Aug 7, priced at $424 found 4 hours ago

Cheap Flights to Long Island

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

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

Frequently Asked Questions About flights to Long Island

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

How many airlines fly to Long 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 Long Island.

What airport is best to fly into Long Island?

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

How much are flights to Long Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Long Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $153, 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 Long Island?

The trick to saving a stack of cash on your flight to Long 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 $153 right now, why wait?

Long Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$153

Last Minute Hotel Deals in Long Island

Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham Airport/Maine Mall
2 out of 5
461 Maine Mall 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 helpful staff and the ...
7.8/10 Good! (1,025 reviews)
"We stayed to tour a local college. We slept, showered, and checked out."

Reviewed on Jun 29, 2025

Get rates
Days Inn by Wyndham Airport/Maine Mall
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,145 reviews)
"Loved it's proximity to everything in Old Port!"

Reviewed on Jun 28, 2025

Get rates
Hyatt Place Portland Downtown - Old Port Square
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,004 reviews)
"No complaints about anything."

Reviewed on Jun 29, 2025

Get rates
Clarion Hotel Portland
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
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! (1,336 reviews)
Wonderful hotel
"Great front desk staff. Rooms nice/beds very comfortable. Breakfast was delicious. Cannot beat location. Spa treatments excellent but the spa receptionist was full of herself and unwelcoming"

Reviewed on Jun 29, 2025

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Portland Regency Hotel & Spa
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
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 ...
9.4/10 Exceptional! (1,006 reviews)
"I’ve been fortunate to have stayed at many hotels throughout the world. The decor / style / tone of this place just blew me away. REAL art ( and good art) in the rooms, tasteful but edgy furniture in the spacious lobby with many opportunities to relax etc. Top notch. Also the rooms are HUGE."

Reviewed on Jun 29, 2025

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Canopy by Hilton Portland Waterfront
Comfort Inn Airport
Comfort Inn 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 ...
8.4/10 Very Good! (1,343 reviews)
"Great place to stay before my flight"

Reviewed on Jun 29, 2025

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Comfort Inn Airport
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 out of 5
939 Congress St, Portland, ME
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,018 reviews)
"Quaint. Easy and free parking. Friendly staff"

Reviewed on Jun 26, 2025

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Inn at St John Portland In-Town
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
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 ...
9.2/10 Wonderful! (1,543 reviews)
"Location was perfect."

Reviewed on Jun 30, 2025

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Portland Harbor Hotel
See all 2,559 properties in Long Island
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.