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$74+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap 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 July 29, 2025.

Round-trip from

$74
(Booking.com)

Popular in

February

Cheapest in

September

Average price

$217
From Portland to Tweed-New Haven
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 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 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 July 29, 2025.

This KAYAK deal was found by Cheapflights users on 7/27. 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.
Thu 8/213:17 pmPWM - HVN
2 stops27h 52mBreeze Airways
Sun 8/249:30 amHVN - PWM
1 stop10h 42mBreeze Airways
Deal found 7/27$653

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 July 29, 2025.
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

Thu 8/21

3:17 pm-7:09 pm

2 stops27h 52m

Tweed-New Haven

Sun 8/24

9:30 am-8:12 pm

1 stop10h 42m

$653

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Wed 8/27

8:07 pm-1:33 pm

1 stop17h 26m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, February is the cheapest month in which you can book a flight from Portland, Maine to New Haven (average of $91). Flying from Portland, Maine to New Haven in December is currently the most expensive (average of $186). 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.

Reviews of airlines servicing New Haven

Get insights into the airlines that provide service to New Haven. 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 New Haven. Reviews last updated July 29, 2025.
Read reviews from past customers who have flown Breeze Airways and Avelo Airlines from Portland to New Haven. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
190 reviews

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Overall

8.0

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Overall

8.0

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Avelo Airlines
7.5
Good
Breeze Airways
8.0
Very good
190 reviews

Crew

8.7

Comfort

8.1

Food

6.7

Entertainment

6.6

Overall

8.0

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

  • 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, February is the cheapest month in which you can book a flight from Portland, Maine to New Haven (average of $91). Flying from Portland, Maine to New Haven in December is currently the most expensive (average of $186). 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

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