PDX - KIN

$395 Find Cheap Flights from Portland to Kingston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Kingston departing on 2/26. 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 Kingston

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

Save 23% 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
$692
Typical prices: $769-$804
Multiple Airlines
Mon 2/23Mon 3/2
PDX - KIN • 1 stop
Cheapest one-way
$395
Air Canada
Thu 2/26
PDX - KIN • 2 stops
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 Kingston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Kingston (PDX-KIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Kingston 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 Portland to Kingston

Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
7:25 am - 4:55 pm
PDX
-
KIN
30h 30m1 stop
Multiple Airlines Logo
1:17 pm - 4:49 pm
KIN
-
PDX
30h 32m2 stops
$692Multiple Airlines
Fri, Feb 27 - Sat, Mar 14
Multiple Airlines Logo
7:00 am - 7:40 pm
PDX
-
KIN
33h 40m2 stops
Multiple Airlines Logo
7:30 am - 8:33 pm
KIN
-
PDX
15h 03m1 stop
$694Multiple Airlines
Fri, Feb 27 - Sat, Mar 7
Multiple Airlines Logo
7:00 am - 7:40 pm
PDX
-
KIN
33h 40m2 stops
Multiple Airlines Logo
7:30 am - 8:33 pm
KIN
-
PDX
16h 03m1 stop
$707Multiple Airlines
Thu, Feb 26 - Sat, Mar 7
Multiple Airlines Logo
10:39 am - 7:35 pm
PDX
-
KIN
29h 56m1 stop
Multiple Airlines Logo
3:30 pm - 7:58 am
KIN
-
PDX
43h 28m2 stops
$722Multiple Airlines
Fri, Feb 27 - Sat, Mar 7
Multiple Airlines Logo
7:25 am - 4:55 pm
PDX
-
KIN
30h 30m1 stop
Multiple Airlines Logo
7:30 am - 8:33 pm
KIN
-
PDX
16h 03m1 stop
$740Multiple Airlines
Thu, Feb 26 - Sat, Mar 7
Multiple Airlines Logo
7:25 am - 7:35 pm
PDX
-
KIN
33h 10m1 stop
Multiple Airlines Logo
7:30 am - 8:33 pm
KIN
-
PDX
16h 03m1 stop
$787Multiple Airlines
Fri, Feb 6 - Tue, Feb 10
Delta Logo
6:50 am - 8:00 pm
PDX
-
KIN
10h 10m1 stop
Delta Logo
9:00 am - 10:15 pm
KIN
-
PDX
16h 15m1 stop
$804Delta
Fri, Feb 6 - Tue, Feb 10
Delta Logo
6:50 am - 8:00 pm
PDX
-
KIN
10h 10m1 stop
Delta Logo
9:00 am - 11:55 pm
KIN
-
PDX
17h 55m2 stops
$809Delta
Thu, Feb 26 - Sat, Mar 7
Multiple Airlines Logo
7:05 pm - 1:45 pm
PDX
-
KIN
15h 40m2 stops
Multiple Airlines Logo
3:30 pm - 1:40 pm
KIN
-
PDX
25h 10m3 stops
$832Multiple Airlines
Thu, May 14 - Thu, May 28
Multiple Airlines Logo
3:25 pm - 2:30 pm
PDX
-
KIN
21h 05m3 stops
Multiple Airlines Logo
3:05 pm - 2:45 pm
KIN
-
PDX
25h 40m3 stops
$834Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to Kingston flights

Get data-powered insights and trends into flights from Portland to Kingston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Portland to Kingston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to Kingston departing in February.
Find deals

Good to know

Low seasonApril
Cheapest flight$395
Best time to beat the crowds with an average 50% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Portland to Kingston

When to book flights from Portland to Kingston

Are your dates flexible? Find out the best times to travel from Portland to Kingston 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 Portland to Kingston

  • What is the cheapest flight from Portland to Kingston?

    In the last 3 days, the lowest price for a flight from Portland to Kingston was $395 for a one-way ticket and $692 for a round-trip.

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

    Yes, you'll most likely have to show a valid passport before boarding the plane in Portland and on arrival in Kingston.

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

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

  • Which airline alliances offer flights from Portland to Kingston?

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

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

    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 Portland to Kingston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kingston from Portland 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 Portland to Kingston?

    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 Kingston with an airline and back to Portland with another airline. Booking your flights between Portland and KIN 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 Portland to Kingston?

    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 Kingston from Portland 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 Portland to Kingston

 
See real verified KAYAK customer reviews for airlines flying from Portland to Kingston. 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 Portland to Kingston? 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.
7.2
American AirlinesOverall score based on 11097 reviews
6.9Entertainment
7.2Comfort
6.4Food
8.0Crew
7.5Boarding
Airline reviews

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

10.0 ExcellentAnonymous, Jan 2026
SEA - ORD
Read more American Airlines reviews

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

Good food & refreshment. The seats and entrainment screens are modern compared to others. The staff though pleasant serve and attend to passengers based on nationality. Some get served first others last regardless of their seating positions.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

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

Information on your arrival and departure airports

Portland (PDX)
Kingston (KIN)