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Cheap flights from Portland, Maine to Santiago de los Caballeros from $373

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Santiago de los Caballeros departing on 5/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Portland, Maine to Santiago de los Caballeros

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:30 am - 2:16 pm
PWM
-
STI
6h 46m
1 stop
JetBlue Logo
2:15 pm - 11:03 pm
STI
-
PWM
8h 48m
1 stop
$373JetBlue
Mon, May 4 - Wed, May 6
JetBlue Logo
7:30 am - 2:16 pm
PWM
-
STI
6h 46m
1 stop
JetBlue Logo
10:01 am - 11:03 pm
STI
-
PWM
13h 02m
1 stop
$385JetBlue
Mon, May 4 - Wed, May 6
JetBlue Logo
7:20 am - 2:32 pm
PWM
-
STI
7h 12m
1 stop
JetBlue Logo
3:42 pm - 11:03 pm
STI
-
PWM
7h 21m
1 stop
$387JetBlue
Mon, May 11 - Fri, May 15
JetBlue Logo
7:20 am - 7:23 pm
PWM
-
STI
12h 03m
1 stop
JetBlue Logo
2:15 pm - 11:03 pm
STI
-
PWM
8h 48m
1 stop
$388JetBlue
Mon, May 11 - Fri, May 15
American Airlines Logo
5:02 pm - 12:23 pm
PWM
-
STI
19h 21m
2 stops
American Airlines Logo
1:32 pm - 10:18 am
STI
-
PWM
20h 46m
2 stops
$419American Airlines
Wed, May 6 - Sat, May 16
JetBlue Logo
7:20 am - 2:32 pm
PWM
-
STI
7h 12m
1 stop
JetBlue Logo
8:48 pm - 11:02 pm
STI
-
PWM
26h 14m
1 stop
$472JetBlue
Wed, May 6 - Sat, May 16
JetBlue Logo
7:20 am - 7:23 pm
PWM
-
STI
12h 03m
1 stop
JetBlue Logo
8:57 am - 11:02 pm
STI
-
PWM
38h 05m
2 stops
$536JetBlue
Wed, May 6 - Sat, May 16
United Airlines Logo
5:30 am - 3:12 pm
PWM
-
STI
9h 42m
2 stops
United Airlines Logo
6:00 am - 1:27 pm
STI
-
PWM
7h 27m
1 stop
$539United Airlines
Mon, May 4 - Wed, May 6
United Airlines Logo
6:00 am - 3:12 pm
PWM
-
STI
9h 12m
1 stop
United Airlines Logo
4:23 pm - 7:04 pm
STI
-
PWM
26h 41m
2 stops
$554United Airlines
Mon, May 11 - Fri, May 15
United Airlines Logo
5:30 am - 3:12 pm
PWM
-
STI
9h 42m
2 stops
United Airlines Logo
2:07 pm - 11:59 pm
STI
-
PWM
9h 52m
2 stops
$575United Airlines
Mon, May 4 - Wed, May 6

American Airlines flights from Portland, Maine to Santiago de los Caballeros

Our best American Airlines deals on Portland, Maine to Santiago de los Caballeros flight tickets
American Airlines
May 6
PWM5:02 pmPortland
19h 21m
2 stops
STI12:23 pmSantiago de los Caballeros
May 16
STI1:32 pmSantiago de los Caballeros
20h 46m
2 stops
PWM10:18 amPortland
$419
American Airlines
May 6
PWM7:23 pmPortland
17h 00m
3 stops
STI12:23 pmSantiago de los Caballeros
May 16
STI1:32 pmSantiago de los Caballeros
9h 14m
2 stops
PWM10:46 pmPortland
$2,266

JetBlue flights from Portland, Maine to Santiago de los Caballeros

Our best JetBlue deals on Portland, Maine to Santiago de los Caballeros flight tickets
JetBlue
May 4
PWM7:30 amPortland
6h 46m
1 stop
STI2:16 pmSantiago de los Caballeros
May 6
STI2:15 pmSantiago de los Caballeros
8h 48m
1 stop
PWM11:03 pmPortland
$373
JetBlue
May 4
PWM7:30 amPortland
6h 46m
1 stop
STI2:16 pmSantiago de los Caballeros
May 6
STI10:01 amSantiago de los Caballeros
13h 02m
1 stop
PWM11:03 pmPortland
$385
JetBlue
May 11
PWM7:20 amPortland
7h 12m
1 stop
STI2:32 pmSantiago de los Caballeros
May 15
STI3:42 pmSantiago de los Caballeros
7h 21m
1 stop
PWM11:03 pmPortland
$387

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from Portland, Maine to Santiago de los Caballeros that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/4

7:30 am-2:16 pm

1 stop6h 46m

Santiago de los Caballeros

Wed 5/6

2:15 pm-11:03 pm

1 stop8h 48m

$373

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/4

7:30 am-2:16 pm

1 stop6h 46m

Santiago de los Caballeros

Wed 5/6

10:01 am-11:03 pm

1 stop13h 02m

$385
Quickest round-trip

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/11

7:20 am-2:32 pm

1 stop7h 12m

Santiago de los Caballeros

Fri 5/15

3:42 pm-11:03 pm

1 stop7h 21m

$387

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/11

7:20 am-7:23 pm

1 stop12h 03m

Santiago de los Caballeros

Fri 5/15

2:15 pm-11:03 pm

1 stop8h 48m

$388

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Wed 5/6

5:02 pm-12:23 pm

2 stops19h 21m

Santiago de los Caballeros

Sat 5/16

1:32 pm-10:18 am

2 stops20h 46m

$419

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Wed 5/6

7:20 am-2:32 pm

1 stop7h 12m

Santiago de los Caballeros

Sat 5/16

8:48 pm-11:02 pm

1 stop26h 14m

$472

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Wed 5/6

7:20 am-7:23 pm

1 stop12h 03m

Santiago de los Caballeros

Sat 5/16

8:57 am-11:02 pm

2 stops38h 05m

$536

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/4

5:30 am-3:12 pm

2 stops9h 42m

Santiago de los Caballeros

Wed 5/6

6:00 am-1:27 pm

1 stop7h 27m

$539

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/11

6:00 am-3:12 pm

1 stop9h 12m

Santiago de los Caballeros

Fri 5/15

4:23 pm-7:04 pm

2 stops26h 41m

$554

PortlandSantiago de los Caballeros

PWM - STI

PWMSTI

Portland

Mon 5/4

5:30 am-3:12 pm

2 stops9h 42m

Santiago de los Caballeros

Wed 5/6

2:07 pm-11:59 pm

2 stops9h 52m

$575

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Santiago de los Caballeros from

How to get the cheapest flight ticket from Portland, Maine to Santiago de los Caballeros

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Santiago de los Caballeros?

JetBlue, Arajet and Spirit Airlines are the top three most popular airlines that fly to Santiago de los Caballeros from Portland, Maine according to our data. JetBlue is the first choice among our users, with 79% of people opting to fly with this airline when traveling to Santiago de los Caballeros. Keep in mind that there are 10 different airlines that fly to Santiago de los Caballeros on a routine basis, so you have a few additional options to choose from.

When to book flights from Portland, Maine to Santiago de los Caballeros

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Santiago de los Caballeros according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Santiago de los Caballeros (PWM to STI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Santiago de los Caballeros

Fastest flight time

7h 12m

Direct flights

None
The fastest flight from Portland, Maine to Santiago de los Caballeros takes 7h 12m
There are no direct flights from Portland, Maine to Santiago de los Caballeros. There are no popular flight routes from Portland, Maine to Santiago de los Caballeros.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Santiago de los Caballeros

  • How far is Portland to Santiago de los Caballeros by plane?

    The straight-line distance from Portland to Santiago de los Caballeros is 1671.8 mi. By plane, this route typically takes 7h 12m.

  • When did momondo last update prices for flights from Portland Airport to Santiago de los Caballeros Airport?

    Prices for flights from Portland Airport to Santiago de los Caballeros Airport refresh daily.

  • How old do you have to be to fly from Portland Airport to Santiago de los Caballeros Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Santiago de los Caballeros Airport.

  • What documentation or ID do you need to fly to Santiago de los Caballeros Airport?

    The travel and health documents you'll need for your trip to Santiago de los Caballeros Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Santiago de los Caballeros Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Santiago de los Caballeros?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Santiago de los Caballeros. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Santiago de los Caballeros with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Santiago de los Caballeros from Portland with this policy.

How can momondo help me find flights from Portland to Santiago de los Caballeros?

Once all potential Portland to Santiago de los Caballeros flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Portland to Santiago de los Caballeros right now. Can momondo alert me if prices change?

Price alerts on flights to Santiago de los Caballeros from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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