Search Cheap Flights to
New Gloucester

New Gloucester Flights as Low as $185

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

Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 7 hours ago
$185
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $185 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 7 hours ago
$187
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $187 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$191 Roundtrip, found 7 hours ago
$191
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $191 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$196 Roundtrip, found 7 hours ago
$196
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $196 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $197 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 7 hours ago
$203
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $203 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$204 Roundtrip, found 7 hours ago
$204
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $204 found 7 hours ago
Delta
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$240 Roundtrip, found 7 hours ago
$240
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $240 found 7 hours ago
Southwest Airlines
Tue, Oct 20 - Wed, Oct 28
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 20 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Oct 28, priced at $240 found 1 day ago
American Airlines
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$240 Roundtrip, found 7 hours ago
$240
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $240 found 7 hours ago
United
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$240 Roundtrip, found 7 hours ago
$240
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $240 found 7 hours ago
Bargain Flight
Tue, Oct 13 - Wed, Oct 21
DTW
Detroit Metropolitan Wayne County
PWM
Portland Intl. Jetport
$270 Roundtrip, found 15 hours ago
$270
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Tue, Oct 13 from Detroit Metropolitan Wayne County to Portland Intl. Jetport, returning Wed, Oct 21, priced at $270 found 15 hours ago
United
Tue, Oct 20 - Sat, Nov 7
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 20 from Washington Dulles Intl. to Portland Intl. Jetport, returning Sat, Nov 7, priced at $281 found 1 day ago
Delta
Mon, Nov 9 - Thu, Nov 12
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 9 from O'Hare Intl. to Portland Intl. Jetport, returning Thu, Nov 12, priced at $373 found 1 day ago
JetBlue Airways
Tue, Oct 13 - Wed, Oct 14
DTW
Detroit Metropolitan Wayne County
PWM
Portland Intl. Jetport
$543 Roundtrip, found 3 days ago
$543
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Oct 13 from Detroit Metropolitan Wayne County to Portland Intl. Jetport, returning Wed, Oct 14, priced at $543 found 3 days ago
Cape Air
Tue, Sep 29 - Tue, Oct 6
STT
Cyril E. King
PWM
Portland Intl. Jetport
$1,087 Roundtrip, found 1 day ago
$1,087
Roundtrip
found 1 day ago
Select Cape Air flight, departing Tue, Sep 29 from Cyril E. King to Portland Intl. Jetport, returning Tue, Oct 6, priced at $1,087 found 1 day ago

Last Minute Hotel Deals in New Gloucester

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

Clarion Hotel Portland Airport ME

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 ...
8.2/10 Very Good! (1,724 reviews)
"Very clean. Mattress needs to be replaced, but overall, the stay was fine."

Reviewed on Sep 25, 2026

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Clarion Hotel Portland Airport ME
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 ...
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Portland Harbor Hotel
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,018 reviews)
"Great affordable option!"

Reviewed on Sep 26, 2026

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Fireside Inn & Suites 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 ...
8.6/10 Excellent! (1,140 reviews)
"With the exception of the stairs, nice enough room. Good breakfast"

Reviewed on Sep 25, 2026

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Inn at St John Portland In-Town
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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Holiday Inn Portland-By the Bay by IHG
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 ...
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La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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 ...
8.4/10 Very Good! (2,395 reviews)
"This property needs new carpet in the halls. They're really nasty looking. I was so glad there was no carpet in the room! The room was clean ."

Reviewed on Sep 26, 2026

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Comfort Inn South Portland Airport
See all 2,256 properties in New Gloucester
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.