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

Travelers seeking maximum savings on their New Haven to Portland, Maine flight should consider departing on Thursday evenings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

If weather is an important factor for your trip to Portland, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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

To save on the cost of your flight from New Haven to Portland, Maine, book at least 42 days before your planned departure. Booking around this time can save you about 55% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $197 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $297.

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

The best pricing can be found in the month of April. Prices to Portland, Maine from New Haven average $239. You can even find prices in April for less than $239, as users have found deals to Portland, Maine from as low as $63. The month of December appears to be one of the more expensive times to travel to Portland, Maine from New Haven. Flying in the targeted month can save you up to 32%.

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.

$38+ Cheap Flights from New Haven to Portland, ME

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Cheap flight deals from New Haven to Portland

Popular in	December
Cheapest in	April
Average price	$202

Highest demand for flights based on searches. 13% potential increase in price ($37 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 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 August 20, 2025.

Thu 8/217:10 pmHVN - PWM

Nonstop1h 02mAvelo Airlines

Sun 8/248:56 pmPWM - HVN

Nonstop1h 03mAvelo Airlines

Deal found 8/19

$74

Thu 8/212:13 pmHVN - PWM

1 stop27h 23mBreeze Airways

Sun 8/243:17 pmPWM - HVN

2 stops27h 52mBreeze Airways

Deal found 8/19

$947

Fri 8/227:54 pmHVN - PWM

1 stop15h 59mBreeze Airways

Sun 8/243:17 pmPWM - HVN

2 stops27h 52mBreeze Airways

Deal found 8/18

$1,069

Last-minute flights from New Haven to Portland
Discover last-minute flight deals from New Haven to Portland. Data last updated August 20, 2025 and is based on user searches.

Thu 8/217:10 pmHVN - PWM

Nonstop1h 02mAvelo Airlines

Sun 8/248:56 pmPWM - HVN

Nonstop1h 03mAvelo Airlines

Deal found 8/19

$74

Thu 8/212:13 pmHVN - PWM

1 stop27h 23mBreeze Airways

Sun 8/243:17 pmPWM - HVN

2 stops27h 52mBreeze Airways

Deal found 8/19

$947

Fri 8/227:54 pmHVN - PWM

1 stop15h 59mBreeze Airways

Sun 8/243:17 pmPWM - HVN

2 stops27h 52mBreeze Airways

Deal found 8/18

$1,069

One-way flights from New Haven to Portland
Search for one-way flight options from New Haven to Portland. Find affordable one-way fares based on user searches. Data last updated August 20, 2025.

Thu 8/287:10 pmHVN - PWM

Nonstop1h 02mAvelo Airlines

Deal found 8/19

$38

Fri 9/127:07 pmHVN - PWM

1 stop20h 54mBreeze Airways

Deal found 8/18

$250

Thu 9/116:48 pmHVN - PWM

1 stop22h 37mBreeze Airways

Deal found 8/18

$261

Sun 9/75:58 pmHVN - PWM

1 stop23h 27mBreeze Airways

Deal found 8/18

$284

Sun 9/217:48 pmHVN - PWM

1 stop13h 18mBreeze Airways

Deal found 8/20

$294

Sun 9/1411:06 amHVN - PWM

2 stops26h 45mBreeze Airways

Deal found 8/18

$303

Tue 9/92:42 pmHVN - PWM

1 stop23h 44mBreeze Airways

Deal found 8/18

$313

Sun 8/249:30 amHVN - PWM

1 stop10h 42mBreeze Airways

Deal found 8/18

$317

Thu 8/289:05 amHVN - PWM

3 stops26h 23mMultiple Airlines

Deal found 8/19

$318

Thu 9/187:48 pmHVN - PWM

1 stop13h 18mBreeze Airways

Deal found 8/19

$322

Fly from

Fly to

Route

Depart

Return

Price

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 8/28

7:10 pm-8:12 pm

Nonstop1h 02m

$38

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Fri 9/12

7:07 pm-4:01 pm

1 stop20h 54m

$250

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 9/11

6:48 pm-5:25 pm

1 stop22h 37m

$261

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 9/14

8:48 pm-5:25 pm

1 stop20h 37m

$261

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 9/7

5:58 pm-5:25 pm

1 stop23h 27m

$284

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 9/21

7:48 pm-9:06 am

1 stop13h 18m

$294

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Tue 9/9

2:42 pm-2:26 pm

1 stop23h 44m

$313

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Sun 8/24

9:30 am-8:12 pm

1 stop10h 42m

$317

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 8/28

9:05 am-11:28 am

3 stops26h 23m

$318

New HavenPortland

HVN - PWM

HVNPWM

Tweed-New Haven

Thu 9/18

7:48 pm-9:06 am

1 stop13h 18m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

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?

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.

Related info for your journey

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.

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$38+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from New Haven to Portland with Cheapflights

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Cheap flight deals from New Haven to Portland

Popular in

Cheapest in

Average price

Find flight deals from New Haven to Portland

Cheapest flights from New Haven to PortlandExplore 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 August 20, 2025.

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 August 20, 2025.

Cheapflights Fare Finder

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

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.

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?

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

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?

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

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

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

Traveling to a place near Portland?

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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 August 20, 2025.