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$133+ Cheap flights from Portland, ME to New Haven (PWM - HVN)

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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
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 March 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/15. 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 3/305:06 pm
PWM
-
HVN
1 stop19h 16m
Multiple Airlines
Fri 4/32:57 pm
HVN
-
PWM
2 stops19h 20m
Multiple Airlines
Deal found 3/15$547
This Booking.com deal was found by Cheapflights users on 3/16. 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.
Wed 9/235:19 pm
PWM
-
HVN
1 stop24h 35m
Breeze Airways
Fri 9/256:24 pm
HVN
-
PWM
1 stop22h 00m
Breeze Airways
Deal found 3/16$566
This Gotogate deal was found by Cheapflights users on 3/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:06 pm
PWM
-
HVN
1 stop19h 16m
Breeze Airways
Tue 4/212:46 pm
HVN
-
PWM
1 stop19h 31m
Breeze Airways
Deal found 3/14$859
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 3/186:18 pm
PWM
-
HVN
2 stops23h 00m
Breeze Airways
Thu 3/198:44 pm
HVN
-
PWM
1 stop12h 23m
Breeze Airways
Deal found 3/15$954

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 March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$547
(Kiwi.com)

One-way from

$133
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$260

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
Search Deals
One-way flight from Portland to Tweed-New Haven
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 2026
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Price to beat on a round-trip flight from Portland to Tweed-New Haven.
Search Deals

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 March 16, 2026.
Use the filters below to find and compare flights from Portland to New Haven that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Mon 3/30

5:06 pm-12:22 pm

1 stop19h 16m

Tweed-New Haven

Fri 4/3

2:57 pm-10:17 am

2 stops19h 20m

$547

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Mon 4/20

5:06 pm-12:22 pm

1 stop19h 16m

Tweed-New Haven

Tue 4/21

2:46 pm-10:17 am

1 stop19h 31m

$859
Cheapest one-way
Quickest one-way

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 6/24

6:30 pm-4:47 pm

1 stop22h 17m

$133

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Sat 6/27

6:26 pm-4:47 pm

2 stops22h 21m

$242

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 6/24

5:01 pm-4:47 pm

3 stops23h 46m

$251

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 6/26

9:52 am-2:57 pm

1 stop29h 05m

$277

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 4/24

5:06 pm-2:46 pm

3 stops45h 40m

$349

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 6/26

3:51 pm-2:57 pm

3 stops23h 06m

$372

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Sat 6/27

5:01 pm-4:47 pm

3 stops23h 46m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/14

Sorted by cheapest first
  • 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 $114). 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 $859, Breeze Airways can have you in New Haven from Portland, Maine in 19h 16m. 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 $547 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 $114). 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?

Book flights to New Haven if you plan to visit one of these locations
Wallingford

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