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

Find a great deal and save up to 84% by booking at least 38 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 $186.

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 March. Prices are generally better when you fly from Portland, Maine to New Haven in September, with the cheapest ticket starting at $68.

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.

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.

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.

$80+ Flights from Portland, ME to New Haven

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Portland to New Haven with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to New Haven

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$80 (Booking.com)
Popular in	March
Cheapest in	September
Average price	$277

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

Highest demand for flights based on searches. 19% potential increase in price ($50 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in March 2025

Search Deals

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 March 28, 2025.

Thu 7/38:57 pmPWM - HVN

Nonstop1h 03mMultiple Airlines

Sun 7/68:00 amHVN - PWM

1 stop11h 17mMultiple Airlines

Deal found 3/27

$376

Thu 7/33:14 pmPWM - HVN

2 stops26h 28mBreeze Airways

Sun 7/68:00 amHVN - PWM

1 stop11h 17mBreeze Airways

Deal found 3/27

$830

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 March 28, 2025.

Thu 7/38:57 pmPWM - HVN

Nonstop1h 03mAvelo Airlines

Sun 7/67:10 pmHVN - PWM

Nonstop1h 02mAvelo Airlines

Deal found 3/27

$80

Thu 7/38:57 pmPWM - HVN

Nonstop1h 03mMultiple Airlines

Sun 7/68:00 amHVN - PWM

1 stop11h 17mMultiple Airlines

Deal found 3/27

$376

Thu 7/33:14 pmPWM - HVN

2 stops26h 28mBreeze Airways

Sun 7/68:00 amHVN - PWM

1 stop11h 17mBreeze Airways

Deal found 3/27

$830

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

Thu 7/3

8:57 pm-10:00 pm

Nonstop1h 03m

Tweed-New Haven

Sun 7/6

8:00 am-7:17 pm

1 stop11h 17m

$376

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

Thu 7/3

3:14 pm-5:42 pm

2 stops26h 28m

Tweed-New Haven

Sun 7/6

8:00 am-7:17 pm

1 stop11h 17m

$830

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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.

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.

Rainfall in New Haven by month

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.

Temperature in New Haven by month

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).

Reviews of airlines servicing New Haven

Breeze Airways

8.1

Very good

157 reviews

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

157 reviews

Breeze Airways

8.1

Very good

157 reviews

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

7.5

Good

Breeze Airways

8.1

Very good

157 reviews

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

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

Wallingford

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Portland to New Haven

Other flights to New Haven

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$80+ 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 7/3. 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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Portland to New Haven

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

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 March 28, 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 March 28, 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?

Rainfall in New Haven by month

Plan your trip to New Haven by taking into account the average rainfall totals by month.

Temperature in New Haven by month

Plan your trip to New Haven by taking into account the average temperature totals by month.

Reviews of airlines servicing New Haven

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?

Traveling to a place near Portland?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to New Haven

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Book with Flexibility

Travel Smart

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 March 28, 2025.