$143+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — PWM
Sep 26 — Oct 31
Round-trip
1 adult, Economy
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Find cheap flights from New Haven to Portland 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 New Haven to Portland
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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 27, 2026.
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 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Fri 9/186:24 pm -
1 stop22h 00m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 9/216:24 pm -
1 stop22h 00m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Fri 9/256:24 pm -
1 stop22h 00m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Sun 9/206:34 pm -
1 stop22h 21m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/249:41 pm -
2 stops25h 43m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/246:34 pm -
1 stop22h 21m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Sun 9/207:54 pm -
1 stop13h 14m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/177:54 pm -
1 stop13h 14m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$492
Best flights from New Haven to PortlandDiscover carefully curated flight deals from New Haven to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
Discover carefully curated flight deals from New Haven to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Sun 9/206:34 pm -
1 stop22h 21m
Wed 9/305:09 pm -
2 stops26h 05m
Deal found 8/23![Breeze Airways logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 9/216:24 pm -
1 stop22h 00m
Sat 9/265:09 pm -
2 stops26h 05m
Deal found 8/23![Breeze Airways logo]()
$526
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/246:34 pm -
1 stop22h 21m
Thu 10/110:01 am -
2 stops31h 43m
Deal found 8/25![Breeze Airways logo]()
$540
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/246:34 pm -
1 stop22h 21m
Fri 10/25:35 pm -
2 stops49h 39m
Deal found 8/23![Breeze Airways logo]()
$599
This Trip.com deal was found by Cheapflights users on 8/27. 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.
Fri 9/186:24 pm -
1 stop22h 00m
Sun 9/207:00 am -
2 stops34h 44m
Deal found 8/27![Breeze Airways logo]()
$699
This KAYAK deal was found by Cheapflights users on 8/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:24 pm -
1 stop22h 00m
Wed 9/305:09 pm -
3 stops24h 45m
Deal found 8/23![Breeze Airways logo]()
$853
This KAYAK deal was found by Cheapflights users on 8/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:54 pm -
1 stop13h 14m
Sat 9/195:09 pm -
2 stops42h 21m
Deal found 8/26![Breeze Airways logo]()
$898
This KAYAK deal was found by Cheapflights users on 8/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:24 pm -
2 stops26h 55m
Sun 9/277:00 am -
2 stops34h 44m
Deal found 8/23![Breeze Airways logo]()
$953
This KAYAK deal was found by Cheapflights users on 8/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:24 pm -
2 stops26h 55m
Wed 9/236:31 pm -
2 stops23h 23m
Deal found 8/26![Breeze Airways logo]()
$968
This KAYAK deal was found by Cheapflights users on 8/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:34 pm -
1 stop22h 21m
Wed 9/305:09 pm -
3 stops24h 45m
Deal found 8/23![Breeze Airways logo]()
$968
Last-minute flights from New Haven to PortlandDiscover last-minute flight deals from New Haven to Portland. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from New Haven to Portland. Data last updated August 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/177:54 pm -
1 stop13h 14m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Fri 9/186:24 pm -
1 stop22h 00m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Sun 9/206:34 pm -
1 stop22h 21m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Sun 9/207:54 pm -
1 stop13h 14m
Wed 9/235:19 pm -
1 stop24h 35m
Deal found 8/26![Breeze Airways logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 9/216:24 pm -
1 stop22h 00m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/249:41 pm -
2 stops25h 43m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/246:34 pm -
1 stop22h 21m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Fri 9/256:24 pm -
1 stop22h 00m
Wed 9/305:19 pm -
1 stop24h 35m
Deal found 8/23![Breeze Airways logo]()
$355
One-way flights from New Haven to PortlandSearch for one-way flight options from New Haven to Portland. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
Search for one-way flight options from New Haven to Portland. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Mon 10/196:24 pm -
1 stop22h 00m
Deal found 8/27![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Sun 10/256:34 pm -
1 stop22h 21m
Deal found 8/24![Breeze Airways logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/249:41 pm -
3 stops25h 43m
Deal found 8/23![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 10/2812:04 pm -
2 stops26h 21m
Deal found 8/23![Breeze Airways logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/246:34 pm -
1 stop22h 21m
Deal found 8/23![Breeze Airways logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 10/2812:04 pm -
3 stops45h 04m
Deal found 8/23![Multiple Airlines logo]()
$296
This KAYAK deal was found by Cheapflights users on 8/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:54 pm -
1 stop13h 14m
Deal found 8/27![Breeze Airways logo]()
$449
Find flight deals from New Haven to Portland
Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Portland (PWM). 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 August 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $333 (Kiwi.com) |
One-way from | $143 (Kiwi.com) |
Popular in | March |
Cheapest in | May |
Average price | $279 |
Cheapflights Fare Finder
Customize your flight search to find flights from New Haven to Portland 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 August 27, 2026.
Use the filters below to find and compare flights from New Haven to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Sun 9/20
6:34 pm-4:55 pm
1 stop22h 21m
Portland
Wed 9/30
5:09 pm-7:14 pm
2 stops26h 05m
$427
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Mon 9/21
6:24 pm-4:24 pm
1 stop22h 00m
Portland
Sat 9/26
5:09 pm-7:14 pm
2 stops26h 05m
$526
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Thu 9/24
6:34 pm-4:55 pm
1 stop22h 21m
Portland
Thu 10/1
10:01 am-5:44 pm
2 stops31h 43m
$540
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Thu 9/24
6:34 pm-4:55 pm
1 stop22h 21m
Portland
Fri 10/2
5:35 pm-7:14 pm
2 stops49h 39m
$599
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Fri 9/18
6:24 pm-4:24 pm
1 stop22h 00m
Portland
Sun 9/20
7:00 am-5:44 pm
2 stops34h 44m
$699
Quickest round-trip
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Fri 9/25
6:24 pm-4:24 pm
1 stop22h 00m
Portland
Wed 9/30
5:09 pm-5:54 pm
3 stops24h 45m
$853
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Thu 9/17
7:54 pm-9:08 am
1 stop13h 14m
Portland
Sat 9/19
5:09 pm-11:30 am
2 stops42h 21m
$898
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Fri 9/25
6:24 pm-9:19 pm
2 stops26h 55m
Portland
Sun 9/27
7:00 am-5:44 pm
2 stops34h 44m
$953
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Fri 9/18
6:24 pm-9:19 pm
2 stops26h 55m
Portland
Wed 9/23
6:31 pm-5:54 pm
2 stops23h 23m
$968
New HavenPortland
HVN Tweed-New Haven - PWM Portland
HVNPWM
Tweed-New Haven
Thu 9/24
6:34 pm-4:55 pm
1 stop22h 21m
Portland
Wed 9/30
5:09 pm-5:54 pm
3 stops24h 45m
$968
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from New Haven to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New Haven to Portland in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Haven-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Haven-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Haven-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Haven-Portland, Maine 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 New Haven-Portland, Maine 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 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.
HVN-PWM
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 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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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