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Santiago de los Caballeros

$543+ Cheap flights from Portland, ME (PWM) to Santiago de los Caballeros (STI)

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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — STI
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Round-trip from

$556
(JetBlue)

One-way from

$543
(Delta)
From Portland to Santiago de los Caballeros
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One-way flight from Portland to Santiago de los Caballeros
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Find flight deals from Portland to Santiago de los Caballeros

Best flights from Portland to Santiago de los Caballeros
Discover carefully curated flight deals from Portland to Santiago de los Caballeros that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 28, 2025.

This JetBlue deal was found by Cheapflights users on 10/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:20 pmPWM - STI
1 stop7h 38mJetBlue
Thu 4/25:01 amSTI - PWM
1 stop8h 22mJetBlue
Deal found 10/25$556

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 October 28, 2025.
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

Wed 4/1

2:20 pm-9:58 pm

1 stop7h 38m

Santiago de los Caballeros

Thu 4/2

5:01 am-1:23 pm

1 stop8h 22m

$556

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Sat 11/8

2:38 pm-1:24 am

1 stop9h 46m

$543

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Sat 11/8

5:21 pm-3:33 pm

2 stops21h 12m

$613

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Sat 11/8

3:20 pm-11:46 am

2 stops19h 26m

$2,462

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 $249). Flying from Portland, Maine to Santiago de los Caballeros in July is currently the most expensive (average of $379). 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 JetBlue fly from Portland, Maine to Santiago de los Caballeros in about 7h 38m. The time it takes to get you to your destination can typically vary by up to . The distance from Portland, Maine to Santiago de los Caballeros is about 1674 mi.

  • What are the cheapest airlines to fly from Portland, Maine to Santiago de los Caballeros one-way?

    One-way options have recently been found by users for as low as $543 on Delta. Other airlines that offer cheap prices include American Airlines from $613 and United Airlines from $2,462 one-way.

  • 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 $249). Flying from Portland, Maine to Santiago de los Caballeros in July is currently the most expensive (average of $379). 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.

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