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Long Island

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Long Island Flights as Low as $103

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

Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $103 found 2 hours ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $108 found 2 hours ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$113 Roundtrip, found 2 hours ago
$113
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $113 found 2 hours ago
American Airlines
Tue, Sep 30 - Sat, Oct 4
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$145 Roundtrip, just found
$145
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 30 from Nashville Intl. to Portland Intl. Jetport, returning Sat, Oct 4, priced at $145 just found
JetBlue Airways
Wed, Oct 1 - Tue, Oct 7
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $157 found 4 hours ago
Breeze Airways
Fri, Sep 19 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $159 found 1 day ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $162 found 1 day ago
Breeze Airways
Fri, Sep 19 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $164 found 1 day ago
JetBlue Airways
Wed, Oct 1 - Tue, Oct 7
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 4 hours ago
$169
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $169 found 4 hours ago
Frontier Airlines
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 4 hours ago
$188
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $188 found 4 hours ago
Bargain Flight
Tue, Sep 16 - Tue, Sep 23
GRR
Gerald R. Ford Intl.
PWM
Portland Intl. Jetport
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Sep 16 from Gerald R. Ford Intl. to Portland Intl. Jetport, returning Tue, Sep 23, priced at $213 found 2 days ago
Delta
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 4 hours ago
$217
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $217 found 4 hours ago
Bargain Flight
Sat, Jul 19 - Tue, Jul 29
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$251 Roundtrip, found 4 hours ago
$251
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Sat, Jul 19 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Tue, Jul 29, priced at $251 found 4 hours ago
Bargain Flight
Mon, Aug 11 - Thu, Aug 14
DFW
Dallas-Fort Worth Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Aug 11 from Dallas-Fort Worth Intl. to Portland Intl. Jetport, returning Thu, Aug 14, priced at $267 found 5 days ago
Sun Country Airlines
Sun, Jun 29 - Wed, Jul 9
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$278 Roundtrip, found 5 hours ago
$278
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Sun, Jun 29 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Wed, Jul 9, priced at $278 found 5 hours ago
Delta
Mon, Aug 11 - Thu, Aug 14
DAL
Love Field
PWM
Portland Intl. Jetport
$343 Roundtrip, found 5 days ago
$343
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Aug 11 from Love Field to Portland Intl. Jetport, returning Thu, Aug 14, priced at $343 found 5 days 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 13 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 $103, 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 $103 right now, why wait?

Long Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$102

Last Minute Hotel Deals in Long Island

La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,176 reviews)
"Good stay!"

Reviewed on Jun 14, 2025

Get rates
La Quinta Inn & Suites by Wyndham Portland
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,002 reviews)
"The weather was not great, so we spent more time than we thought in our room - comfortable, great layout for hanging out"

Reviewed on May 25, 2025

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The Westin Portland Harborview
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! (1,137 reviews)
"Nice staff and very clean"

Reviewed on Jun 16, 2025

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Hyatt Place Portland Downtown - Old Port Square
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! (1,013 reviews)
"It was nice and clean. The bed was comfortable as well. Con: bathroom was tiny and the fan in the bathroom and the AC units were overly noisy. And the room and a bit of an unpleasant smell when you first walked in."

Reviewed on Jun 13, 2025

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Days Inn by Wyndham Airport/Maine Mall
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,036 reviews)
"Amazing stay for us while we were in Maine"

Reviewed on Jun 16, 2025

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Ramada Plaza by Wyndham Portland
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! (1,011 reviews)
"Loved this cute boutique hotel! Room and service was excellent! I wish it was a little closer to the Old Port shopping area, but would still stay here again!"

Reviewed on Jun 16, 2025

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Inn at St John Portland In-Town
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! (1,004 reviews)
"Great. Staff exceptional."

Reviewed on Jun 14, 2025

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Canopy by Hilton Portland Waterfront
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! (1,291 reviews)
"Great stay. Comfortable room, courteous & helpful staff; excellent city center location near restaurants, shops & waterfront."

Reviewed on Jun 15, 2025

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Portland Regency Hotel & Spa
See all 2,521 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.