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$37+ 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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$74
(Orbitz)

One-way from

$37
(Orbitz)

Popular in

December

Cheapest in

August

Average price

$239
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. 16% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Expedia deal was found by Cheapflights users on 7/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/37:10 pmHVN - PWM
Nonstop1h 02mAvelo Airlines
Sun 7/68:56 pmPWM - HVN
Nonstop1h 03mAvelo Airlines
Deal found 7/2$208
This KAYAK deal was found by Cheapflights users on 7/1. 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 9/127:07 pmHVN - PWM
1 stop20h 54mBreeze Airways
Wed 9/172:21 pmPWM - HVN
1 stop20h 05mBreeze Airways
Deal found 7/1$504

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 July 3, 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

Fri 9/12

7:07 pm-4:01 pm

1 stop20h 54m

Portland

Wed 9/17

2:21 pm-10:26 am

1 stop20h 05m

$504

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 7/31

7:10 pm-8:12 pm

Nonstop1h 02m

$37

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 7/31

9:30 am-8:12 pm

1 stop10h 42m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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.

What is the cheapest time of day to fly from HVN to PWM?

Find hourly flight availability from New Haven to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

When flying from New Haven to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated July 3, 2025.
Read through reviews of airlines operating flights from New Haven to Portland, such as Breeze Airways and Avelo Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Avelo Airlines
7.4
Good
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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 New Haven?

Book flights to New Haven if you plan to visit one of these locations
Brunswick
North Conway
Auburn
Conway
Lewiston

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