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$294+ Cheap flights from New Haven to Portland, ME (HVN - PWM)

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$408
(Kiwi.com)

One-way from

$294
(KAYAK)

Popular in

December

Cheapest in

April

Average price

$223
From Tweed-New Haven to Portland
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One-way flight from Tweed-New Haven to Portland
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Highest demand for flights based on searches. 10% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/167:26 pmHVN - PWM
1 stop13h 40mBreeze Airways
Wed 10/2211:21 amPWM - HVN
1 stop23h 05mBreeze Airways
Deal found 9/15$408
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/167:26 pmHVN - PWM
1 stop13h 40mMultiple Airlines
Wed 10/2211:16 amPWM - HVN
2 stops51h 01mMultiple Airlines
Deal found 9/15$431
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:26 pmHVN - PWM
1 stop13h 40mBreeze Airways
Sat 10/187:37 pmPWM - HVN
2 stops18h 06mBreeze Airways
Deal found 9/16$436
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/223:02 pmHVN - PWM
2 stops47h 24mMultiple Airlines
Mon 9/299:46 amPWM - HVN
1 stop28h 11mMultiple Airlines
Deal found 9/15$625
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:52 pmHVN - PWM
1 stop23h 33mBreeze Airways
Sat 12/276:18 pmPWM - HVN
2 stops22h 54mBreeze Airways
Deal found 9/14$643
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:26 pmHVN - PWM
1 stop16h 15mBreeze Airways
Sun 11/910:49 amPWM - HVN
2 stops30h 57mBreeze Airways
Deal found 9/15$658
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:42 pmHVN - PWM
1 stop19h 54mBreeze Airways
Fri 12/2611:21 amPWM - HVN
1 stop6h 25mBreeze Airways
Deal found 9/14$671

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 September 16, 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 10/16

7:26 pm-9:06 am

1 stop13h 40m

Portland

Wed 10/22

11:21 am-10:26 am

1 stop23h 05m

$408

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 10/16

7:26 pm-9:06 am

1 stop13h 40m

Portland

Wed 10/22

11:16 am-2:17 pm

2 stops51h 01m

$431

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 10/16

7:26 pm-9:06 am

1 stop13h 40m

Portland

Sat 10/18

11:21 am-10:26 am

1 stop23h 05m

$464

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

$542

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 12/21

5:52 pm-5:25 pm

1 stop23h 33m

Portland

Sat 12/27

6:18 pm-5:12 pm

2 stops22h 54m

$643

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Fri 11/7

6:26 pm-10:41 am

1 stop16h 15m

Portland

Sun 11/9

10:49 am-5:46 pm

2 stops30h 57m

$658

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 12/23

2:42 pm-10:36 am

1 stop19h 54m

Portland

Fri 12/26

11:21 am-5:46 pm

1 stop6h 25m

$671

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 10/7

2:42 pm-10:36 am

1 stop19h 54m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, January is the cheapest month in which you can book a flight from New Haven to Portland, Maine (average of $296). Flying from New Haven to Portland, Maine in July is currently the most expensive (average of $394). 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, January is the cheapest month in which you can book a flight from New Haven to Portland, Maine (average of $296). Flying from New Haven to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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