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$661+ Cheap flights from Watertown, NY to Portland (ART - PDX)

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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
ART — PDX
août 19 — août 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Find flight deals from Watertown to Portland

One-way flights from Watertown to Portland
Search for one-way flight options from Watertown to Portland. Find affordable one-way fares based on user searches. Data last updated août 14, 2025.

This Alaska Airlines deal was found by Cheapflights users on 8/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 9/284:27 pmART - PDX
2 stops10h 48mAlaska Airlines
Deal found 8/14$661

Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown 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 2,558,603 searches. Data last updated août 14, 2025.
Use the filters below to find and compare flights from Watertown to Portland that are best for you.

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Watertown

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Portland

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WatertownPortland

ART - PDX

ARTPDX

Watertown

dim. 9/28

4:27 pm-12:15 am

2 stops10h 48m

$661

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Best time to book a flight from Watertown to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Watertown 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 Watertown to Portland

What is the cheapest month to book a flight from Watertown, New York to Portland?

Currently, November is the cheapest month in which you can book a flight from Watertown, New York to Portland (average of $277). Flying from Watertown, New York to Portland in March is currently the most expensive (average of $369). 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.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated août 14, 2025.
Read through reviews of airlines operating flights from Watertown to Portland, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Watertown to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Watertown, New York to Portland round-trip?

    Currently priced at $308, American Airlines will fly you from Watertown, New York to Portland and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Watertown to Portland that include hotel bookings?

    Yes. In addition to deals on Watertown to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Watertown to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Watertown to Portland.

  • Can I find deals for business class flights from Watertown to Portland?

    Yes. Cheapflights offers flight deals from Watertown 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 Watertown, New York to Portland?

    Currently, November is the cheapest month in which you can book a flight from Watertown, New York to Portland (average of $277). Flying from Watertown, New York to Portland in March is currently the most expensive (average of $369). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Lincoln City
Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Stevenson
Woodburn
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham

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Top airline flying from Watertown to Portland

Discover the top airline that operate flights from Watertown to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated août 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$308Average$538FlexibilityNo cancel feeOn-time71%

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