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Cheap flights from Portland, Maine to New York from $396

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to New York departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Portland, Maine to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:30 pm - 4:47 pmPWM  Portland-HVN Tweed-New Haven
22h 17m1 stop Charleston
Multiple Airlines Logo
6:55 pm - 10:28 amHVN  Tweed-New Haven-PWM Portland
39h 33m2 stops Raleigh-Durham Orlando
$396Multiple Airlines
Wed, Sep 2 - Mon, Sep 7
Breeze Airways Logo
7:00 am - 6:15 pmPWM  Portland-HVN Tweed-New Haven
35h 15m2 stops Akron/Canton Raleigh-Durham
Breeze Airways Logo
12:14 pm - 8:01 pmHVN  Tweed-New Haven-PWM Portland
7h 47m1 stop Norfolk
$688Breeze Airways
Thu, Sep 3 - Sun, Sep 6
Breeze Airways Logo
7:00 am - 4:47 pmPWM  Portland-HVN Tweed-New Haven
33h 47m2 stops Columbus Charleston
Breeze Airways Logo
1:11 pm - 9:19 pmHVN  Tweed-New Haven-PWM Portland
8h 08m1 stop Charleston
$718Breeze Airways
Sat, Aug 29 - Tue, Sep 1
Breeze Airways Logo
7:00 am - 4:47 pmPWM  Portland-HVN Tweed-New Haven
33h 47m2 stops Columbus Charleston
Breeze Airways Logo
6:55 pm - 2:31 pmHVN  Tweed-New Haven-PWM Portland
19h 36m2 stops Raleigh-Durham Pittsburgh
$728Breeze Airways
Sat, Aug 29 - Mon, Aug 31
Breeze Airways Logo
5:01 pm - 5:46 pmPWM  Portland-HVN Tweed-New Haven
24h 45m3 stops Raleigh-Durham Akron/Canton Jacksonville
Breeze Airways Logo
1:11 pm - 9:19 pmHVN  Tweed-New Haven-PWM Portland
8h 08m1 stop Charleston
$781Breeze Airways
Sat, Aug 29 - Tue, Sep 1
Breeze Airways Logo
7:00 am - 4:47 pmPWM  Portland-HVN Tweed-New Haven
33h 47m2 stops Columbus Charleston
Breeze Airways Logo
6:55 pm - 3:59 pmHVN  Tweed-New Haven-PWM Portland
21h 04m3 stops Raleigh-Durham Tampa Norfolk
$814Breeze Airways
Sat, Aug 29 - Mon, Aug 31
Breeze Airways Logo
6:30 pm - 4:47 pmPWM  Portland-HVN Tweed-New Haven
22h 17m1 stop Charleston
Breeze Airways Logo
6:55 pm - 3:59 pmHVN  Tweed-New Haven-PWM Portland
21h 04m3 stops Raleigh-Durham Tampa Norfolk
$824Breeze Airways
Wed, Sep 2 - Mon, Sep 7
Breeze Airways Logo
5:01 pm - 5:46 pmPWM  Portland-HVN Tweed-New Haven
24h 45m3 stops Raleigh-Durham Akron/Canton Jacksonville
Breeze Airways Logo
1:11 pm - 5:58 pmHVN  Tweed-New Haven-PWM Portland
28h 47m2 stops Charleston Tampa
$852Breeze Airways
Sat, Aug 29 - Tue, Sep 1
Breeze Airways Logo
7:00 am - 6:15 pmPWM  Portland-HVN Tweed-New Haven
35h 15m2 stops Akron/Canton Raleigh-Durham
Breeze Airways Logo
12:14 pm - 2:31 pmHVN  Tweed-New Haven-PWM Portland
50h 17m2 stops Norfolk Pittsburgh
$913Breeze Airways
Thu, Sep 3 - Sun, Sep 6
Breeze Airways Logo
5:01 pm - 5:46 pmPWM  Portland-HVN Tweed-New Haven
24h 45m3 stops Raleigh-Durham Akron/Canton Jacksonville
Breeze Airways Logo
6:55 pm - 3:59 pmHVN  Tweed-New Haven-PWM Portland
21h 04m3 stops Raleigh-Durham Tampa Norfolk
$930Breeze Airways
Sat, Aug 29 - Mon, Aug 31

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Breeze Airways flights from Portland, Maine to New Haven

Our best Breeze Airways deals on Portland, Maine to New Haven flight tickets
Breeze Airways
Sep 3
PWM7:00 amPortland
35h 15m
2 stops
HVN6:15 pmTweed-New Haven
Sep 6
HVN12:14 pmTweed-New Haven
7h 47m
1 stop
PWM8:01 pmPortland
$688
Breeze Airways
Aug 29
PWM7:00 amPortland
33h 47m
2 stops
HVN4:47 pmTweed-New Haven
Sep 1
HVN1:11 pmTweed-New Haven
8h 08m
1 stop
PWM9:19 pmPortland
$718
Breeze Airways
Aug 29
PWM7:00 amPortland
33h 47m
2 stops
HVN4:47 pmTweed-New Haven
Aug 31
HVN6:55 pmTweed-New Haven
19h 36m
2 stops
PWM2:31 pmPortland
$728

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated August 15, 2026.
Use the filters below to find and compare flights from Portland, Maine to New Haven that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Wed 9/2

6:30 pm-4:47 pm

1 stop22h 17m

Tweed-New Haven

Mon 9/7

6:55 pm-10:28 am

2 stops39h 33m

$396

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Thu 9/3

7:00 am-6:15 pm

2 stops35h 15m

Tweed-New Haven

Sun 9/6

12:14 pm-8:01 pm

1 stop7h 47m

$688

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

7:00 am-4:47 pm

2 stops33h 47m

Tweed-New Haven

Tue 9/1

1:11 pm-9:19 pm

1 stop8h 08m

$718

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

7:00 am-4:47 pm

2 stops33h 47m

Tweed-New Haven

Mon 8/31

6:55 pm-2:31 pm

2 stops19h 36m

$728
Quickest round-trip

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

5:01 pm-5:46 pm

3 stops24h 45m

Tweed-New Haven

Tue 9/1

1:11 pm-9:19 pm

1 stop8h 08m

$781

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

7:00 am-4:47 pm

2 stops33h 47m

Tweed-New Haven

Mon 8/31

6:55 pm-3:59 pm

3 stops21h 04m

$814

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Wed 9/2

6:30 pm-4:47 pm

1 stop22h 17m

Tweed-New Haven

Mon 9/7

6:55 pm-3:59 pm

3 stops21h 04m

$824

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

5:01 pm-5:46 pm

3 stops24h 45m

Tweed-New Haven

Tue 9/1

1:11 pm-5:58 pm

2 stops28h 47m

$852

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Thu 9/3

7:00 am-6:15 pm

2 stops35h 15m

Tweed-New Haven

Sun 9/6

12:14 pm-2:31 pm

2 stops50h 17m

$913

PortlandNew Haven

PWM Portland - HVN Tweed-New Haven

PWMHVN

Portland

Sat 8/29

5:01 pm-5:46 pm

3 stops24h 45m

Tweed-New Haven

Mon 8/31

6:55 pm-3:59 pm

3 stops21h 04m

$930

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Portland, Maine to New Haven

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest Portland to Tweed-New Haven flight route?

Fly from Portland to Tweed-New Haven for the best Portland - Tweed-New Haven flight prices

What cabin class options are available on Portland, Maine to New Haven flights?

There is only 1 cabin class available to choose from on Portland, Maine to New Haven flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Portland, Maine to New Haven

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to New Haven according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to New Haven (PWM to HVN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to New Haven

Best Price Found

$44

Fastest flight time

22h 17m

Direct flights

None
The best flight deal from Portland, Maine to New Haven found on momondo in the last 72 hours is $44
The fastest flight from Portland, Maine to New Haven takes 22h 17m
There are no direct flights from Portland, Maine to New Haven. There are no popular flight routes from Portland, Maine to New Haven.
Search flight deals

Frequently asked questions about flying from Portland, Maine to New Haven

  • How far is Portland to Tweed-New Haven by plane?

    Portland and Tweed-New Haven are 211.9 mi apart from one another. In terms of flight time, this usually takes a little over 22h 17m.

  • When did momondo last update prices for flights from Portland Airport to Tweed-New Haven Airport?

    Prices for flights from Portland Airport to Tweed-New Haven Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Portland Airport to Tweed-New Haven Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Tweed-New Haven Airport.

  • What documentation or ID do you need to fly to Tweed-New Haven Airport?

    The travel and health documents required for your trip to Tweed-New Haven Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Tweed-New Haven Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Portland, Maine to New Haven?

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Old Saybrook
Westbrook
Madison
Wallingford
Essex
Chester

Why use momondo?

Why should I use momondo to find a flight deal from Portland to New Haven?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to New Haven from Portland.

Can I find flights from Portland to New Haven with flexible booking policies on momondo?

All flight searches from Portland to New Haven on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Portland to New Haven?

Once you have performed a search for Portland to New Haven flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Portland to New Haven right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Portland to New Haven now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to New Haven and let you know when they change.

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