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$700+ 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Portland to New Haven

Cheapest flights from Portland to New Haven
Explore the most affordable flight options available from Portland to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/135:06 pm
PWM
-
HVN
2 stops21h 42m
Breeze Airways
Tue 2/172:46 pm
HVN
-
PWM
1 stop19h 31m
Breeze Airways
Deal found 1/28$700

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$700
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$238

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. 1% potential increase in price ($4 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 January 2026
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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 January 29, 2026.
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 2/13

5:06 pm-2:48 pm

2 stops21h 42m

Tweed-New Haven

Tue 2/17

2:46 pm-10:17 am

1 stop19h 31m

$700

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

  • Most accurate provider: When it comes to deals on Portland, Maine-New Haven flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-New Haven flight deals on Cheapflights vs. FlightHub >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 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 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 April is currently the most expensive (average of $127). 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 $700, Breeze Airways can have you in New Haven from Portland, Maine in 21h 42m. 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 $700 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 April is currently the most expensive (average of $127). 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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Wallingford

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