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$118+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
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 August 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Wed 8/126:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Sun 8/165:27 pm
HVN
-
PWM
1 stop24h 22m
Breeze Airways
Deal found 7/28$355
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/126:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Mon 8/176:55 pm
HVN
-
PWM
2 stops19h 36m
Breeze Airways
Deal found 7/29$388
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/137:00 am
PWM
-
HVN
2 stops10h 46m
Breeze Airways
Sun 8/165:27 pm
HVN
-
PWM
1 stop24h 22m
Breeze Airways
Deal found 7/29$413
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/118:00 am
PWM
-
HVN
2 stops30h 57m
Breeze Airways
Sun 8/165:27 pm
HVN
-
PWM
1 stop24h 22m
Breeze Airways
Deal found 7/29$439
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/126:30 pm
PWM
-
HVN
1 stop22h 17m
Breeze Airways
Fri 8/146:55 pm
HVN
-
PWM
1 stop21h 21m
Breeze Airways
Deal found 7/29$496
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/137:00 am
PWM
-
HVN
2 stops10h 46m
Breeze Airways
Thu 8/138:36 pm
HVN
-
PWM
1 stop12h 36m
Breeze Airways
Deal found 7/29$542
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/137:00 am
PWM
-
HVN
2 stops10h 46m
Breeze Airways
Fri 8/146:55 pm
HVN
-
PWM
1 stop21h 21m
Breeze Airways
Deal found 7/29$543
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/97:00 am
PWM
-
HVN
2 stops35h 15m
Breeze Airways
Sun 8/165:27 pm
HVN
-
PWM
1 stop24h 22m
Breeze Airways
Deal found 7/29$546
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/147:00 am
PWM
-
HVN
2 stops31h 57m
Multiple Airlines
Sun 8/162:34 pm
HVN
-
PWM
1 stop5h 08m
Multiple Airlines
Deal found 7/29$547

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 August 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(Kiwi.com)

One-way from

$118
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$244

Good round-trip deal

$44 or less
Provider with most accurate pricing for Portland-Tweed-New Haven flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Tweed-New Haven flights.
Search Deals
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. 10% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
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 August 2, 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

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 8/12

6:30 pm-4:47 pm

1 stop22h 17m

Tweed-New Haven

Mon 8/17

6:55 pm-2:31 pm

2 stops19h 36m

$388

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Thu 8/13

7:00 am-5:46 pm

2 stops10h 46m

Tweed-New Haven

Sun 8/16

5:27 pm-5:49 pm

1 stop24h 22m

$413

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Sun 8/16

7:00 am-5:46 pm

2 stops10h 46m

Tweed-New Haven

Thu 8/20

5:27 pm-5:49 pm

1 stop24h 22m

$611

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Thu 1/28

10:01 am-11:23 am

1 stop25h 22m

Tweed-New Haven

Fri 1/29

6:24 pm-5:51 pm

2 stops23h 27m

$774

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Sat 9/5

7:00 am-4:47 pm

2 stops33h 47m

Tweed-New Haven

Sun 9/6

8:36 pm-9:12 am

1 stop12h 36m

$783
Quickest round-trip

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 8/12

6:30 pm-5:46 pm

3 stops23h 16m

Tweed-New Haven

Sun 8/16

2:34 pm-7:42 pm

1 stop5h 08m

$794

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Thu 8/13

7:00 am-5:46 pm

2 stops10h 46m

Tweed-New Haven

Fri 8/14

6:55 pm-5:58 pm

2 stops23h 03m

$810

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 8/14

9:52 am-2:57 pm

1 stop29h 05m

Tweed-New Haven

Mon 8/17

6:55 pm-3:59 pm

3 stops21h 04m

$968
Cheapest one-way
Quickest one-way

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 9/2

6:30 pm-4:47 pm

1 stop22h 17m

$118

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Thu 8/20

7:00 am-6:15 pm

2 stops35h 15m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 11 resultsSorted by cheapest first
1
2
  • 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.

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 $388, Breeze Airways can have you in New Haven from Portland, Maine in 22h 17m. 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 $792 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.

See more FAQs

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