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Santiago de los Caballeros

$323+ Cheap flights from Portland, ME (PWM) to Santiago de los Caballeros (STI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — STI
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Portland to Santiago de los Caballeros

Cheapest flights from Portland to Santiago de los Caballeros
Explore the most affordable flight options available from Portland to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/16:00 am
PWM
-
STI
1 stop13h 34m
Delta
Fri 2/69:59 pm
STI
-
PWM
2 stops15h 09m
Delta
Deal found 1/25$323
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/16:00 am
PWM
-
STI
2 stops14h 46m
American Airlines
Fri 2/66:00 am
STI
-
PWM
2 stops17h 07m
American Airlines
Deal found 1/25$363
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/312:35 pm
PWM
-
STI
1 stop9h 15m
Delta
Fri 2/69:59 pm
STI
-
PWM
2 stops15h 09m
Delta
Deal found 1/26$371
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/315:09 pm
PWM
-
STI
2 stops21h 23m
American Airlines
Thu 2/56:00 am
STI
-
PWM
2 stops18h 43m
American Airlines
Deal found 1/27$391
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:17 am
PWM
-
STI
1 stop13h 17m
Delta
Thu 2/52:29 pm
STI
-
PWM
1 stop10h 51m
Delta
Deal found 1/26$451
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:17 am
PWM
-
STI
1 stop13h 17m
Delta
Fri 2/132:29 pm
STI
-
PWM
1 stop10h 49m
Delta
Deal found 1/26$487
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:36 pm
PWM
-
STI
2 stops17h 55m
American Airlines
Sun 3/81:30 pm
STI
-
PWM
2 stops22h 44m
American Airlines
Deal found 1/26$508
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/74:10 pm
PWM
-
STI
2 stops30h 41m
United Airlines
Wed 2/116:00 am
STI
-
PWM
2 stops34h 14m
United Airlines
Deal found 1/26$550

Find flight deals from Portland to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Santiago de los Caballeros (STI). 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 January 27, 2026.

Round-trip from

$487
(Delta)
From Portland to Santiago de los Caballeros
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Santiago de los Caballeros 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 January 27, 2026.
Use the filters below to find and compare flights from Portland to Santiago de los Caballeros that are best for you.

Fly from

Portland

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 2/9

6:17 am-8:34 pm

1 stop13h 17m

Santiago de los Caballeros

Fri 2/13

2:29 pm-12:18 am

1 stop10h 49m

$487

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 2/9

6:00 am-9:46 pm

2 stops14h 46m

Santiago de los Caballeros

Fri 2/13

8:00 am-10:50 pm

2 stops15h 50m

$491

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Thu 2/26

6:36 pm-1:31 pm

2 stops17h 55m

Santiago de los Caballeros

Sun 3/8

1:30 pm-12:14 pm

2 stops22h 44m

$508

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Sat 2/7

4:10 pm-11:51 pm

2 stops30h 41m

Santiago de los Caballeros

Wed 2/11

6:00 am-3:14 pm

2 stops34h 14m

$550

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Best time to book a flight from Portland to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros from Portland 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 Portland to Santiago de los Caballeros

What is the cheapest month to book a flight from Portland, Maine to Santiago de los Caballeros?

Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Santiago de los Caballeros (average of $215). Flying from Portland, Maine to Santiago de los Caballeros in July is currently the most expensive (average of $371). 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.

Related info for your journey

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

  • How long is the flight from Portland, Maine to Santiago de los Caballeros?

    Airlines like Delta and American Airlines fly from Portland, Maine to Santiago de los Caballeros in about 13h 17m. The time it takes to get you to your destination can typically vary by up to 1h 29m. The distance from Portland, Maine to Santiago de los Caballeros is about 1674 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Portland to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Portland to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Santiago de los Caballeros?

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

  • Can I find deals for business class flights from Portland to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Portland to Santiago de los Caballeros 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 Portland, Maine to Santiago de los Caballeros?

    Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Santiago de los Caballeros (average of $215). Flying from Portland, Maine to Santiago de los Caballeros in July is currently the most expensive (average of $371). 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

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