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Long Island Flights as Low as $98

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
$98 Roundtrip, found 2 hours ago
$98
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 $98 found 2 hours ago
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 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$124 Roundtrip, found 6 hours ago
$124
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $124 found 6 hours ago
Breeze Airways
Fri, Sep 19 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$129 Roundtrip, found 6 hours ago
$129
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $129 found 6 hours ago
Breeze Airways
Wed, Jun 4 - Wed, Jun 11
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$130 Roundtrip, found 4 hours ago
$130
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Charleston Intl. to Portland Intl. Jetport, returning Wed, Jun 11, priced at $130 found 4 hours ago
Breeze Airways
Fri, Sep 19 - Mon, Sep 29
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$134 Roundtrip, found 6 hours ago
$134
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Sep 29, priced at $134 found 6 hours ago
Breeze Airways
Fri, Sep 12 - Fri, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 9 hours ago
$157
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 12 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Fri, Sep 19, priced at $157 found 9 hours ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 11 hours ago
$162
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $162 found 11 hours ago
JetBlue Airways
Sat, Aug 30 - Sun, Aug 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Aug 30 from Tampa Intl. to Portland Intl. Jetport, returning Sun, Aug 31, priced at $169 found 1 day ago
American Airlines
Tue, Sep 23 - Tue, Sep 30
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$183 Roundtrip, found 6 hours ago
$183
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 23 from George Bush Intercontinental to Portland Intl. Jetport, returning Tue, Sep 30, priced at $183 found 6 hours ago
United
Tue, Sep 9 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 8 hours ago
$207
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Sep 9 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $207 found 8 hours ago
Frontier Airlines
Sat, Jun 21 - Sat, Jun 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$209 Roundtrip, found 13 hours ago
$209
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Jun 28, priced at $209 found 13 hours ago
Delta
Sat, Jul 5 - Thu, Jul 10
FLL
Fort Lauderdale - Hollywood Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Jul 5 from Fort Lauderdale - Hollywood Intl. to Portland Intl. Jetport, returning Thu, Jul 10, priced at $217 found 9 hours ago
Delta
Tue, Sep 9 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 8 hours ago
$217
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Sep 9 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $217 found 8 hours ago
Frontier Airlines
Fri, May 30 - Sat, Jun 7
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$234 Roundtrip, found 11 hours ago
$234
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, May 30 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $234 found 11 hours ago
Long Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$97

Last Minute Hotel Deals in Long Island

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! (1,001 reviews)
"Hotel was very nice, clean and well kept. Only issue is the unfortunate, significant homeless population around the hotel. Very sad."

Reviewed on May 22, 2025

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The Westin Portland Harborview
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! (1,266 reviews)
"Excellent stay! Facilities within hotel- restaurant, bar , and spa… friendly and helpful staff… very happy to stay there…. and will again…. Great location!"

Reviewed on May 23, 2025

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Portland Regency Hotel & Spa
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 ...
9/10 Wonderful! (1,503 reviews)
"What a great place to stay. Would highly recommend this place."

Reviewed on May 22, 2025

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Portland Harbor Hotel
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! (2,180 reviews)
"Helpful staff, good reads. Too bad about the new parking fee."

Reviewed on May 27, 2025

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La Quinta Inn & Suites by Wyndham Portland
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)
"Rooms were clean and comfortable. The bedsheets were very soft!"

Reviewed on May 22, 2025

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Clarion Hotel 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! (1,008 reviews)
"Would stay again! I’m one to be skeptical of small, local hotels when traveling, but this place was excellent & I felt safe. Great option to indulge in the “New England” culture while visiting Portland. Staff was friendly. We went with the private bathroom. The private bathroom was a few doors down ..."

Reviewed on May 26, 2025

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Inn at St John Portland In-Town
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! (1,130 reviews)
"Clean, comfortable, but best of all, the most friendly and helpful staff."

Reviewed on May 26, 2025

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Hyatt Place Portland Downtown - Old Port Square
Holiday Inn Portland-By the Bay by IHG
Holiday Inn Portland-By the Bay by IHG
3 out of 5
88 Spring St, Portland, ME
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! (1,219 reviews)
"Very good"

Reviewed on May 27, 2025

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Holiday Inn Portland-By the Bay by IHG
See all 2,497 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.