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$176+ Cheap flights from New Haven to Portland, ME (HVN - PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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Cheap flight deals from New Haven to Portland

Cheapest flights from New Haven to Portland
Explore the most affordable flight options available from New Haven to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:34 pm
HVN
-
PWM
1 stop4h 42m
Breeze Airways
Wed 6/106:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Deal found 5/23$288
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:47 pm
HVN
-
PWM
1 stop19h 40m
Breeze Airways
Wed 6/36:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Deal found 5/18$325
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:34 pm
HVN
-
PWM
1 stop4h 42m
Breeze Airways
Mon 6/86:13 pm
PWM
-
HVN
1 stop18h 13m
Breeze Airways
Deal found 5/20$365
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:34 pm
HVN
-
PWM
1 stop4h 42m
Multiple Airlines
Sun 6/77:56 pm
PWM
-
HVN
2 stops42h 06m
Multiple Airlines
Deal found 5/19$451
This Kiwi.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/63:42 pm
HVN
-
PWM
2 stops27h 34m
Breeze Airways
Wed 6/106:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Deal found 5/22$519
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:31 pm
HVN
-
PWM
2 stops39h 56m
Multiple Airlines
Mon 6/226:13 pm
PWM
-
HVN
1 stop18h 13m
Multiple Airlines
Deal found 5/18$527
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/173:42 pm
HVN
-
PWM
2 stops22h 44m
Multiple Airlines
Wed 6/246:30 pm
PWM
-
HVN
1 stop22h 17m
Multiple Airlines
Deal found 5/20$551
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:31 pm
HVN
-
PWM
1 stop21h 45m
Breeze Airways
Mon 6/296:13 pm
PWM
-
HVN
1 stop18h 13m
Breeze Airways
Deal found 5/19$613
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/188:36 pm
HVN
-
PWM
1 stop12h 36m
Multiple Airlines
Thu 6/257:56 pm
PWM
-
HVN
2 stops43h 01m
Multiple Airlines
Deal found 5/18$708

Find flight deals from New Haven to Portland

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$288
(Kiwi.com)

One-way from

$176
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$237
Provider with most accurate pricing for Tweed-New Haven-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tweed-New Haven-Portland flights.
Search Deals
From Tweed-New Haven to Portland
Search Deals
One-way flight from Tweed-New Haven to Portland
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 23, 2026.
Use the filters below to find and compare flights from New Haven to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 6/7

2:34 pm-7:16 pm

1 stop4h 42m

Portland

Wed 6/10

6:30 pm-4:47 pm

1 stop22h 17m

$288

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 6/2

2:47 pm-10:27 am

1 stop19h 40m

Portland

Wed 6/3

6:30 pm-4:47 pm

1 stop22h 17m

$325
Quickest round-trip

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 6/4

2:34 pm-7:16 pm

1 stop4h 42m

Portland

Mon 6/8

6:13 pm-12:26 pm

1 stop18h 13m

$365

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 6/4

2:34 pm-7:16 pm

1 stop4h 42m

Portland

Sun 6/7

7:56 pm-2:02 pm

2 stops42h 06m

$451

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sat 6/6

3:42 pm-7:16 pm

2 stops27h 34m

Portland

Wed 6/10

6:30 pm-4:47 pm

1 stop22h 17m

$519

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Mon 6/15

6:31 pm-10:27 am

2 stops39h 56m

Portland

Mon 6/22

6:13 pm-12:26 pm

1 stop18h 13m

$527

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Mon 6/15

6:31 pm-3:59 pm

3 stops21h 28m

Portland

Sun 6/21

3:11 pm-5:51 pm

2 stops26h 40m

$985
Cheapest one-way

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 7/19

5:27 pm-5:49 pm

1 stop24h 22m

$184

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Fri 6/19

6:31 pm-4:16 pm

1 stop21h 45m

$212

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 7/19

5:27 pm-10:38 pm

2 stops29h 11m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from New Haven to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New Haven to Portland in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Haven-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Haven-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Haven-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Haven-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Haven-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New Haven to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from New Haven with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from New Haven to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New Haven to Portland, Maine?

    There are many flights that can get you from New Haven to Portland, Maine in 4h 42m. Fly via Breeze Airways to get the fastest option. Airlines will cover a distance of 210 mi.

  • Can I find deals for flights from New Haven to Portland that include hotel bookings?

    Yes. In addition to deals on New Haven to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Haven to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Portland.

  • Can I find deals for business class flights from New Haven to Portland?

    Yes. Cheapflights offers flight deals from New Haven to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Lewiston
Conway

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