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$309+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$197
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
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Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/137:26 pmHVN - PWM
1 stop13h 40mBreeze Airways
Sun 11/1610:49 amPWM - HVN
2 stops30h 57mBreeze Airways
Deal found 10/19$309
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Sun 11/167:26 pmHVN - PWM
1 stop13h 40mMultiple Airlines
Sun 11/233:15 pmPWM - HVN
2 stops44h 42mMultiple Airlines
Deal found 10/19$408
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Sun 11/25:52 pmHVN - PWM
1 stop23h 33mBreeze Airways
Thu 11/65:40 pmPWM - HVN
2 stops24h 06mBreeze Airways
Deal found 10/18$464
This Booking.com deal was found by Cheapflights users on 10/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:26 pmHVN - PWM
1 stop16h 15mBreeze Airways
Sun 11/1610:49 amPWM - HVN
2 stops30h 57mBreeze Airways
Deal found 10/20$486

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 October 20, 2025.
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

Thu 11/13

7:26 pm-9:06 am

1 stop13h 40m

Portland

Sun 11/16

10:49 am-5:46 pm

2 stops30h 57m

$309

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 11/16

7:26 pm-9:06 am

1 stop13h 40m

Portland

Sun 11/23

3:15 pm-11:57 am

2 stops44h 42m

$408

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 11/2

5:52 pm-5:25 pm

1 stop23h 33m

Portland

Thu 11/6

5:40 pm-5:46 pm

2 stops24h 06m

$464

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Fri 11/14

6:26 pm-10:41 am

1 stop16h 15m

Portland

Sun 11/16

10:49 am-5:46 pm

2 stops30h 57m

$486

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 3/3

2:46 pm-10:22 am

1 stop19h 36m

Portland

Thu 3/5

6:19 pm-11:27 am

2 stops17h 08m

$569

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 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.

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 $124). 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 13h 40m. 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 $124). 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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