In terms of precipitation, rainfall in New Haven ranges from 3.1 - 4.5 inches per month. May is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New Haven when rainfall is around 3.1 in.

If weather is an important factor for your trip to New Haven, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

How far in advance should I book a flight from Portland, Maine to New Haven?

Find a great deal and save up to 95% by booking at least 35 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Portland, Maine to New Haven within the next two weeks, with the cheapest ticket starting at $187.

What is the cheapest month to fly from Portland, Maine to New Haven?

Flights from Portland, Maine to New Haven lean towards being more expensive in February. Prices are generally better when you fly from Portland, Maine to New Haven in September, with the cheapest ticket starting at $68.

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.

$314+ Flights from Portland, ME to New Haven

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Cheap flight deals from Portland to New Haven

Round-trip from	$694 (KAYAK)
One-way from	$314 (KAYAK)
Popular in	February
Cheapest in	September
Average price	$182

From Portland to Tweed-New Haven

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One-way flight from Portland to Tweed-New Haven

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Highest demand for flights based on searches. 19% potential increase in price ($49 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 11, 2025.

Fri 7/186:05 pmPWM - HVN

1 stop14h 40mBreeze Airways

Sun 7/202:13 pmHVN - PWM

1 stop27h 23mBreeze Airways

Deal found 7/10

$669

Best flights from Portland to New Haven
Discover carefully curated flight deals from Portland to New Haven that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2025.

Fri 8/16:05 pmPWM - HVN

1 stop14h 40mBreeze Airways

Mon 8/42:13 pmHVN - PWM

2 stops22h 00mBreeze Airways

Deal found 7/10

$694

Last-minute flights from Portland to New Haven
Discover last-minute flight deals from Portland to New Haven. Data last updated July 11, 2025 and is based on user searches.

Fri 7/186:05 pmPWM - HVN

1 stop14h 40mBreeze Airways

Sun 7/202:13 pmHVN - PWM

1 stop27h 23mBreeze Airways

Deal found 7/10

$669

One-way flights from Portland to New Haven
Search for one-way flight options from Portland to New Haven. Find affordable one-way fares based on user searches. Data last updated July 11, 2025.

Sat 8/238:07 pmPWM - HVN

1 stop17h 26mBreeze Airways

Deal found 7/9

$314

Cheapflights Fare Finder

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

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Fri 8/1

6:05 pm-8:45 am

1 stop14h 40m

Tweed-New Haven

Mon 8/4

2:13 pm-12:13 pm

2 stops22h 00m

$694

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Sat 8/23

8:07 pm-1:33 pm

1 stop17h 26m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

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 $185). 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 PWM to HVN?

When flying from Portland, Maine to New Haven, 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 New Haven

Read reviews from past customers who have flown Breeze Airways 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

187 reviews

Reviews

1 / 12

2.0

Mediocre

Andrew,Jul 2025

CHS - PWM

One word-AWFUL! If you can, avoid this airline like the plague! Rude gate supervisor-rude flight attendant AFTER they delayed the plane for 4 hours! Zero Fs given by them-only got real answers and genuine apologies from the pilots themselves. Febreeze, as I’m calling them, stinks!

Breeze Airways

8.0

Very good

187 reviews

Breeze Airways

8.0

Very good

187 reviews

Reviews

1 / 12

2.0

Mediocre

Andrew,Jul 2025

CHS - PWM

Related info for your journey

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 $185). 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.

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$314+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to New Haven with Cheapflights

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2. Select your favorite providers

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Cheap flight deals from Portland to New Haven

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Find flight deals from Portland to New Haven

Cheapest flights from Portland to New HavenExplore 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 11, 2025.

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 11, 2025.

Cheapflights Fare Finder

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

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.

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?

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

Find hourly flight availability from Portland to New Haven. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

Reviews of airlines servicing New Haven

Read reviews from past customers who have flown Breeze Airways 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.

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?

How can I find direct flights from Portland to New Haven?

Can I find deals for business class flights from Portland to New Haven?

What is the cheapest month to book a flight from Portland, Maine to New Haven?

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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 11, 2025.