ART - PDX

$397 Find Cheap Flights from Watertown to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Watertown to Portland departing on 5/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Watertown to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Watertown to Portland, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$754
American Airlines
Tue 7/7Fri 7/10
ART - PDX • 2 stops
Cheapest one-way
$397
American Airlines
Fri 5/22
ART - PDX • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Watertown and Portland. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Watertown to Portland (ART-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Watertown to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Watertown to Portland

Tue, Jul 7 - Fri, Jul 10
American Airlines Logo
4:22 pm - 9:50 pm
ART
-
PDX
32h 28m
2 stops
American Airlines Logo
10:57 pm - 10:53 pm
PDX
-
ART
20h 56m
2 stops
$754American Airlines
Wed, Jul 8 - Mon, Jul 13
American Airlines Logo
4:22 pm - 10:36 am
ART
-
PDX
21h 14m
2 stops
American Airlines Logo
10:57 pm - 10:53 pm
PDX
-
ART
20h 56m
2 stops
$765American Airlines
Tue, Jul 7 - Mon, Jul 13
American Airlines Logo
6:00 am - 11:33 am
ART
-
PDX
8h 33m
1 stop
American Airlines Logo
11:41 pm - 3:57 pm
PDX
-
ART
13h 16m
2 stops
$795American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
6:00 am - 11:33 am
ART
-
PDX
8h 33m
1 stop
American Airlines Logo
5:49 am - 10:53 pm
PDX
-
ART
14h 04m
2 stops
$802American Airlines
Tue, Jul 7 - Fri, Jul 10
American Airlines Logo
6:00 am - 11:33 am
ART
-
PDX
8h 33m
1 stop
American Airlines Logo
5:28 pm - 3:57 pm
PDX
-
ART
19h 29m
2 stops
$838American Airlines
Wed, Jul 8 - Sat, Jul 11
American Airlines Logo
6:00 am - 2:40 pm
ART
-
PDX
11h 40m
2 stops
American Airlines Logo
5:49 am - 10:53 pm
PDX
-
ART
14h 04m
2 stops
$844American Airlines
Mon, Jul 6 - Mon, Jul 13
American Airlines Logo
6:00 am - 11:33 am
ART
-
PDX
8h 33m
1 stop
American Airlines Logo
11:41 pm - 3:57 pm
PDX
-
ART
13h 16m
2 stops
$845American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
4:22 pm - 9:50 pm
ART
-
PDX
32h 28m
2 stops
American Airlines Logo
6:07 am - 10:53 pm
PDX
-
ART
13h 46m
2 stops
$848American Airlines
Mon, Jul 6 - Fri, Jul 10
American Airlines Logo
6:00 am - 11:33 am
ART
-
PDX
8h 33m
1 stop
American Airlines Logo
12:45 am - 3:57 pm
PDX
-
ART
12h 12m
2 stops
$852American Airlines
Fri, Jul 10 - Fri, Jul 10
American Airlines Logo
6:00 am - 4:38 pm
ART
-
PDX
13h 38m
2 stops
American Airlines Logo
12:45 am - 3:57 pm
PDX
-
ART
12h 12m
2 stops
$857American Airlines
Booking Insights

Good to know

Cheapest flight$397
Flight from Watertown to Portland

When to book flights from Watertown to Portland

Are your dates flexible? Find out the best times to travel from Watertown to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Watertown to Portland

  • What is the cheapest flight from Watertown to Portland?

    In the last 3 days, the lowest price for a flight from Watertown to Portland was $397 for a one-way ticket and $754 for a round-trip.

  • Do I need a passport to fly between Watertown and Portland?

    A passport is not required to fly from Watertown to Portland.

  • Which aircraft models fly most regularly from Watertown to Portland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Watertown to Portland?

    oneworld is the only airline alliance operating flights between Watertown and Portland.

  • How does KAYAK find such low prices on flights from Watertown to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Watertown to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Watertown to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Watertown is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Watertown to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Watertown with another airline. Booking your flights between Watertown and PDX can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Watertown to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Watertown up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Watertown to Portland

 
See real verified KAYAK customer reviews for airlines flying from Watertown to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Watertown to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11678 reviews
7.9Crew
7.5Boarding
7.2Comfort
6.4Food
6.9Entertainment
Airline reviews

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

4.0 OkayDarren, Apr 2026
LGA - BNA
Read more American Airlines reviews

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

Wifi was spotty. Tray table was very dirty when I sat down.

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

It was good experience this time. The flight was on time.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Everything you need to know for your flight from Watertown to Portland

Information on your arrival and departure airports