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$345+ Cheap flights from Portland, ME to New Haven (PWM - HVN)

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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Portland to New Haven

Best flights from Portland to New Haven
Discover carefully curated flight deals from Portland to New Haven that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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 1/211:21 amPWM - HVN
1 stop6h 25mBreeze Airways
Tue 1/62:42 pmHVN - PWM
1 stop19h 40mBreeze Airways
Deal found 12/17$345

Find flight deals from Portland to New Haven

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to New Haven (HVN). 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$345
(Kiwi.com)

Popular in

February

Cheapest in

November

Average price

$192

Good round-trip deal

$44 or less
Provider with most accurate pricing for Portland-Tweed-New Haven flight deals.
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Provider most trusted by Cheapflights users for Portland-Tweed-New Haven flights.
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From Portland to Tweed-New Haven
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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Price to beat on a round-trip flight from Portland to Tweed-New Haven.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to New Haven 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 December 18, 2025.
Use the filters below to find and compare flights from Portland to New Haven that are best for you.

Fly from

Portland

Fly to

New Haven

Route

Depart

Return

Price

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 1/2

11:21 am-5:46 pm

1 stop6h 25m

Tweed-New Haven

Tue 1/6

2:42 pm-10:22 am

1 stop19h 40m

$345

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Tue 12/23

11:58 am-1:43 pm

3 stops49h 45m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Compare providers for flights from Portland to New Haven

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 Portland to New Haven in December.
ProviderPrice AccuracyTrust Score*
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 Portland, Maine-New Haven flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-New Haven flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-New Haven flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-New Haven 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 Portland, Maine-New Haven 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 Portland to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven from Portland 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 Portland to New Haven

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

Currently, August is the cheapest month in which you can book a flight from Portland, Maine to New Haven (average of $57). Flying from Portland, Maine to New Haven in February is currently the most expensive (average of $139). 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 Portland to New Haven. 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 Portland, Maine to New Haven?

    For as low as $345, Breeze Airways can have you in New Haven from Portland, Maine in 6h 25m. There are 210 mi between Portland, Maine and New Haven.

  • What are the cheapest flights from Portland, Maine to New Haven?

    While on average a flight from Portland, Maine to New Haven is generally $74, our data shows the cheapest flight currently is $43. When looking at the most popular route, (Portland - Tweed-New Haven), you can expect to pay $1,031 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to New Haven 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 Portland, Maine to New Haven?

    Currently, August is the cheapest month in which you can book a flight from Portland, Maine to New Haven (average of $57). Flying from Portland, Maine to New Haven in February is currently the most expensive (average of $139). 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 New Haven?

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