$645+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — HVN
Nov 8 — Nov 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
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 October 9, 2026.
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 October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:09 pm -
2 stops26h 05m
Sun 10/257:54 pm -
1 stop13h 14m
Deal found 10/5![Breeze Airways logo]()
$645
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:01 am -
2 stops31h 43m
Mon 10/267:24 pm -
1 stop15h 27m
Deal found 10/7![Breeze Airways logo]()
$687
This Trip.com deal was found by Cheapflights users on 10/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:09 pm -
2 stops43h 41m
Mon 11/26:24 pm -
1 stop22h 00m
Deal found 10/4![Breeze Airways logo]()
$714
Best flights from Portland to New HavenDiscover 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 October 9, 2026.
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 October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:01 am -
2 stops31h 43m
Mon 10/267:24 pm -
1 stop15h 27m
Deal found 10/7![Breeze Airways logo]()
$687
This Trip.com deal was found by Cheapflights users on 10/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:09 pm -
2 stops43h 41m
Mon 11/26:24 pm -
1 stop22h 00m
Deal found 10/4![Breeze Airways logo]()
$714
This Booking.com deal was found by Cheapflights users on 10/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:09 pm -
3 stops24h 45m
Sun 10/256:34 pm -
1 stop22h 21m
Deal found 10/5![Breeze Airways logo]()
$923
Last-minute flights from Portland to New HavenDiscover last-minute flight deals from Portland to New Haven. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to New Haven. Data last updated October 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:09 pm -
2 stops26h 05m
Sun 10/257:54 pm -
1 stop13h 14m
Deal found 10/5![Breeze Airways logo]()
$645
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:01 am -
2 stops31h 43m
Mon 10/267:24 pm -
1 stop15h 27m
Deal found 10/7![Breeze Airways logo]()
$687
This Trip.com deal was found by Cheapflights users on 10/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:09 pm -
2 stops43h 41m
Mon 11/26:24 pm -
1 stop22h 00m
Deal found 10/4![Breeze Airways logo]()
$714
Find 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 October 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $645 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 9, 2026.
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
Cheapest round-trip
PortlandNew Haven
PWM Portland - HVN Tweed-New Haven
PWMHVN
Portland
Thu 10/22
10:01 am-5:44 pm
2 stops31h 43m
Tweed-New Haven
Mon 10/26
7:24 pm-10:51 am
1 stop15h 27m
$687
PortlandNew Haven
PWM Portland - HVN Tweed-New Haven
PWMHVN
Portland
Sat 10/31
5:09 pm-12:50 pm
2 stops43h 41m
Tweed-New Haven
Mon 11/2
6:24 pm-4:24 pm
1 stop22h 00m
$714
Quickest round-trip
PortlandNew Haven
PWM Portland - HVN Tweed-New Haven
PWMHVN
Portland
Wed 10/21
5:09 pm-5:54 pm
3 stops24h 45m
Tweed-New Haven
Sun 10/25
6:34 pm-4:55 pm
1 stop22h 21m
$923
Sorted by cheapest first
- 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.
PWM-HVN
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.
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.
Traveling to a place near New Haven?
Book flights to New Haven if you plan to visit one of these locationsWallingford
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
Complete your trip
Flights by cabin class
New Haven flight routes
Other flight options
Other flights from Portland
Popular flights