PDX - STI

$331 Find Cheap Flights from Portland to Santiago de los Caballeros

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 Santiago de los Caballeros departing on 8/10. 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 Santiago de los Caballeros

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Santiago de los Caballeros, 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 Santiago de los Caballeros, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$763
American Airlines
Tue 8/4Thu 8/13
PDX - STI • 2 stops
Cheapest one-way
$331
JetBlue
Mon 8/10
PDX - STI • 2 stops
Top airlines
Cheapest • from $763 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and Santiago de los Caballeros. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $631 (round-trip)
Shortest trip • 11h 43m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 Santiago de los Caballeros!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Santiago de los Caballeros (PDX-STI)

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

Tue, Aug 4 - Thu, Aug 13
American Airlines Logo
5:15 am - 9:28 pm
PDX
-
STI
13h 13m
2 stops
American Airlines Logo
7:00 am - 6:59 pm
STI
-
PDX
14h 59m
2 stops
$763American Airlines
Sat, May 30 - Thu, Jun 4
JetBlue Logo
2:30 pm - 11:59 pm
PDX
-
STI
30h 29m
1 stop
JetBlue Logo
8:59 pm - 1:07 pm
STI
-
PDX
19h 08m
2 stops
$774JetBlue
Sat, May 30 - Fri, Jun 5
JetBlue Logo
2:30 pm - 11:59 pm
PDX
-
STI
30h 29m
1 stop
JetBlue Logo
10:28 am - 1:07 pm
STI
-
PDX
29h 39m
2 stops
$794JetBlue
Fri, May 29 - Fri, Jun 5
United Airlines Logo
10:52 pm - 12:57 pm
PDX
-
STI
11h 05m
1 stop
United Airlines Logo
6:00 am - 9:48 pm
STI
-
PDX
18h 48m
1 stop
$798United Airlines
Sat, May 30 - Sat, Jun 6
JetBlue Logo
2:30 pm - 11:59 pm
PDX
-
STI
30h 29m
1 stop
JetBlue Logo
8:14 am - 1:07 pm
STI
-
PDX
31h 53m
2 stops
$800JetBlue
Fri, May 29 - Fri, Jun 5
United Airlines Logo
10:52 pm - 12:57 pm
PDX
-
STI
11h 05m
1 stop
United Airlines Logo
6:00 am - 10:42 pm
STI
-
PDX
19h 42m
2 stops
$803United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
10:52 pm - 12:57 pm
PDX
-
STI
11h 05m
1 stop
United Airlines Logo
6:00 am - 9:48 pm
STI
-
PDX
18h 48m
1 stop
$810United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
10:40 pm - 10:52 pm
PDX
-
STI
21h 12m
2 stops
United Airlines Logo
6:00 am - 9:48 pm
STI
-
PDX
18h 48m
1 stop
$815United Airlines
Sat, May 30 - Sat, Jun 6
JetBlue Logo
2:30 pm - 11:59 pm
PDX
-
STI
30h 29m
1 stop
JetBlue Logo
1:15 pm - 1:07 pm
STI
-
PDX
26h 52m
1 stop
$816JetBlue
Mon, May 11 - Fri, May 15
United Airlines Logo
10:15 pm - 12:57 pm
PDX
-
STI
11h 42m
1 stop
United Airlines Logo
6:00 am - 9:38 am
STI
-
PDX
30h 38m
2 stops
$827United Airlines
Booking Insights

KAYAK's insights & trends for Portland to Santiago de los Caballeros flights

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

What is the cheapest month to fly from Portland to Santiago de los Caballeros?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Santiago de los Caballeros, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Santiago de los Caballeros is September, where tickets cost $0 (return) on average. On the other hand, the most expensive months are December and October, where the average cost of round-trip tickets is $1,663 and $956 respectively.

Good to know

Low seasonAugust
Cheapest flight$331
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Portland to Santiago de los Caballeros

When to book flights from Portland to Santiago de los Caballeros

Are your dates flexible? Find out the best times to travel from Portland to Santiago de los Caballeros 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 Santiago de los Caballeros

  • What is the cheapest flight from Portland to Santiago de los Caballeros?

    In the last 3 days, the lowest price for a flight from Portland to Santiago de los Caballeros was $331 for a one-way ticket and $763 for a round-trip.

  • Do I need a passport to fly between Portland and Santiago de los Caballeros?

    Yes

  • Which airports will I be using when flying from Portland to Santiago de los Caballeros?

    Portland and Santiago de los Caballeros are both served by 1 main airport. You will leave Portland from Portland and will be arriving at Santiago de los Caballeros.

  • Which aircraft models fly most regularly from Portland to Santiago de los Caballeros?

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

  • Which airline alliances offer flights from Portland to Santiago de los Caballeros?

    Star Alliance, and oneworld are the airline alliances operating flights between Portland and Santiago de los Caballeros, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Portland to Santiago de los Caballeros, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to Santiago de los Caballeros are United Airlines and American Airlines. With an average price for the route of $626 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $698 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Portland to Santiago de los Caballeros?

    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 Santiago de los Caballeros.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santiago de los Caballeros 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 Santiago de los Caballeros?

    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 Santiago de los Caballeros with an airline and back to Portland with another airline. Booking your flights between Portland and STI 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 Santiago de los Caballeros?

    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 Santiago de los Caballeros 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 airlines flying from Portland to Santiago de los Caballeros

 
See real verified KAYAK customer reviews for airlines flying from Portland to Santiago de los Caballeros. 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 Santiago de los Caballeros? 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.
7.4
United AirlinesOverall score based on 9675 reviews
7.7Boarding
6.6Food
7.3Comfort
8.1Crew
7.1Entertainment
Airline reviews

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

8.0 ExcellentJason, May 2026
BDL - HNL
Read more United Airlines reviews

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Some crew were unfriendly or in some cases just straight up rude.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

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.

Everything you need to know for your flight from Portland to Santiago de los Caballeros

Information on your arrival and departure airports