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$358+ Cheap flights from New Haven to Portland, ME (HVN - PWM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheap 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 January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$312
Provider with most accurate pricing for Tweed-New Haven-Portland flight deals.
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Provider most trusted by Cheapflights users for Tweed-New Haven-Portland flights.
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From Tweed-New Haven to Portland
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/12. 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 1/272:46 pm
HVN
-
PWM
1 stop19h 36m
Breeze Airways
Sat 1/3111:02 am
PWM
-
HVN
2 stops30h 16m
Breeze Airways
Deal found 1/12$358
This Booking.com deal was found by Cheapflights users on 1/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:31 pm
HVN
-
PWM
1 stop21h 45m
Breeze Airways
Mon 7/69:52 am
PWM
-
HVN
1 stop28h 10m
Breeze Airways
Deal found 1/12$590
This Booking.com deal was found by Cheapflights users on 1/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:36 pm
HVN
-
PWM
1 stop12h 36m
Breeze Airways
Fri 6/266:13 pm
PWM
-
HVN
3 stops47h 33m
Breeze Airways
Deal found 1/10$1,064

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 January 12, 2026.
Use the filters below to find and compare flights from New Haven to Portland that are best for you.

Fly from

New Haven

Fly to

Portland

Route

Depart

Return

Price

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 1/27

2:46 pm-10:22 am

1 stop19h 36m

Portland

Sat 1/31

11:02 am-5:18 pm

2 stops30h 16m

$358

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Fri 7/3

6:31 pm-4:16 pm

1 stop21h 45m

Portland

Mon 7/6

9:52 am-2:02 pm

1 stop28h 10m

$590

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 6/25

8:36 pm-9:12 am

1 stop12h 36m

Portland

Fri 6/26

6:13 pm-5:46 pm

3 stops47h 33m

$1,064

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Haven-Portland, Maine flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

Cheapflights Insights

Everything you need to know about your flight from New Haven to Portland

What is the cheapest month to book a flight from New Haven to Portland, Maine?

Currently, April is the cheapest month in which you can book a flight from New Haven to Portland, Maine (average of $58). Flying from New Haven to Portland, Maine in February is currently the most expensive (average of $152). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 19h 36m. 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.

  • What is the cheapest month to book a flight from New Haven to Portland, Maine?

    Currently, April is the cheapest month in which you can book a flight from New Haven to Portland, Maine (average of $58). Flying from New Haven to Portland, Maine in February is currently the most expensive (average of $152). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Auburn
Conway

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