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Cheap flights from Portland to Simpson Bay from $239

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Simpson Bay departing on 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Portland to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
2:50 pm - 1:30 pm
PDX
-
SXM
19h 40m
2 stops
Southwest Logo
3:20 pm - 10:45 am
SXM
-
PDX
22h 25m
2 stops
$619Southwest
lun., avr. 20 - dim., avr. 26
Delta Logo
5:51 pm - 1:55 pm
PDX
-
SXM
17h 04m
2 stops
Delta Logo
3:20 pm - 11:46 am
SXM
-
PDX
23h 26m
2 stops
$770Delta
mar., mai 26 - mar., juin 2
American Airlines Logo
10:28 pm - 11:37 am
PDX
-
SXM
10h 09m
1 stop
American Airlines Logo
12:41 pm - 11:53 pm
SXM
-
PDX
14h 12m
1 stop
$785American Airlines
mar., mai 12 - mar., mai 19
United Airlines Logo
8:40 am - 12:33 pm
PDX
-
SXM
24h 53m
2 stops
United Airlines Logo
1:35 pm - 9:38 am
SXM
-
PDX
23h 03m
2 stops
$790United Airlines
mar., mai 12 - mar., mai 19
Delta Logo
2:30 pm - 2:09 pm
PDX
-
SXM
20h 39m
1 stop
Delta Logo
3:25 pm - 10:36 am
SXM
-
PDX
22h 11m
2 stops
$803Delta
dim., juil. 19 - jeu., août 6
American Airlines Logo
5:17 pm - 1:51 pm
PDX
-
SXM
17h 34m
2 stops
American Airlines Logo
2:22 pm - 10:44 am
SXM
-
PDX
23h 22m
2 stops
$810American Airlines
mer., juil. 22 - ven., août 7
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
2:22 pm - 9:24 am
SXM
-
PDX
22h 02m
2 stops
$825American Airlines
mer., juil. 29 - sam., août 8
Delta Logo
2:30 pm - 2:09 pm
PDX
-
SXM
20h 39m
1 stop
Delta Logo
3:25 pm - 9:57 am
SXM
-
PDX
21h 32m
2 stops
$828Delta
jeu., juil. 23 - mer., août 5
Delta Logo
2:30 pm - 2:09 pm
PDX
-
SXM
20h 39m
1 stop
Delta Logo
3:25 pm - 10:36 am
SXM
-
PDX
22h 11m
2 stops
$841Delta
jeu., juil. 23 - jeu., août 6
American Airlines Logo
10:23 pm - 1:21 pm
PDX
-
SXM
11h 58m
1 stop
American Airlines Logo
2:21 pm - 11:53 pm
SXM
-
PDX
12h 32m
1 stop
$845American Airlines
dim., avr. 12 - jeu., avr. 16

United Airlines flights from Portland to Simpson Bay

Our best United Airlines deals on Portland to Simpson Bay flight tickets
United Airlines
Jun 15
PDX11:30 pmPortland
10h 03m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Jun 26
SXM3:50 pmSimpson Bay Princess Juliana
20h 57m
2 stops
PDX9:47 amPortland
$770
United Airlines
May 12
PDX8:40 amPortland
24h 53m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
May 19
SXM1:35 pmSimpson Bay Princess Juliana
23h 03m
2 stops
PDX9:38 amPortland
$790
United Airlines
Apr 12
PDX11:15 pmPortland
10h 18m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Apr 16
SXM1:35 pmSimpson Bay Princess Juliana
23h 13m
2 stops
PDX9:48 amPortland
$850

American Airlines flights from Portland to Simpson Bay

Our best American Airlines deals on Portland to Simpson Bay flight tickets
American Airlines
May 12
PDX10:28 pmPortland
10h 09m
1 stop
SXM11:37 amSimpson Bay Princess Juliana
May 19
SXM12:41 pmSimpson Bay Princess Juliana
14h 12m
1 stop
PDX11:53 pmPortland
$785
American Airlines
Apr 11
PDX10:23 pmPortland
11h 58m
1 stop
SXM1:21 pmSimpson Bay Princess Juliana
Apr 18
SXM2:21 pmSimpson Bay Princess Juliana
12h 32m
1 stop
PDX11:53 pmPortland
$810
American Airlines
Apr 11
PDX10:28 pmPortland
10h 09m
1 stop
SXM11:37 amSimpson Bay Princess Juliana
Apr 18
SXM3:32 pmSimpson Bay Princess Juliana
21h 48m
2 stops
PDX10:20 amPortland
$815

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Simpson Bay 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 mars 14, 2026.
Use the filters below to find and compare flights from Portland to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

lun. 4/20

2:50 pm-1:30 pm

2 stops19h 40m

Simpson Bay Princess Juliana

dim. 4/26

3:20 pm-10:45 am

2 stops22h 25m

$619

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mar. 5/26

5:51 pm-1:55 pm

2 stops17h 04m

Simpson Bay Princess Juliana

mar. 6/2

3:20 pm-11:46 am

2 stops23h 26m

$770
Quickest round-trip

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mar. 5/12

10:28 pm-11:37 am

1 stop10h 09m

Simpson Bay Princess Juliana

mar. 5/19

12:41 pm-11:53 pm

1 stop14h 12m

$785

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mar. 5/12

8:40 am-12:33 pm

2 stops24h 53m

Simpson Bay Princess Juliana

mar. 5/19

1:35 pm-9:38 am

2 stops23h 03m

$790

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

dim. 7/19

2:30 pm-2:09 pm

1 stop20h 39m

Simpson Bay Princess Juliana

jeu. 8/6

3:25 pm-10:36 am

2 stops22h 11m

$803

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mer. 7/22

5:17 pm-1:51 pm

2 stops17h 34m

Simpson Bay Princess Juliana

ven. 8/7

2:22 pm-10:44 am

2 stops23h 22m

$810

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mer. 7/29

9:47 pm-1:51 pm

1 stop13h 04m

Simpson Bay Princess Juliana

sam. 8/8

2:22 pm-9:24 am

2 stops22h 02m

$825

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

jeu. 7/23

2:30 pm-2:09 pm

1 stop20h 39m

Simpson Bay Princess Juliana

mer. 8/5

3:25 pm-9:57 am

2 stops21h 32m

$828

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

jeu. 7/23

2:30 pm-2:09 pm

1 stop20h 39m

Simpson Bay Princess Juliana

jeu. 8/6

3:25 pm-10:36 am

2 stops22h 11m

$841

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

dim. 4/12

10:23 pm-1:21 pm

1 stop11h 58m

Simpson Bay Princess Juliana

jeu. 4/16

2:21 pm-11:53 pm

1 stop12h 32m

$845

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Portland to Simpson Bay

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 is the cheapest airline that flies from Portland to Simpson Bay Princess Juliana?

Southwest and Air Canada are the most popular carriers operating from Portland to Simpson Bay Princess Juliana

When to book flights from Portland to Simpson Bay

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

Cheap Portland to Simpson Bay (PDX to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Simpson Bay

Fastest flight time

10h 03m

Direct flights

None
The fastest flight from Portland to Simpson Bay takes 10h 03m
There are no direct flights from Portland to Simpson Bay. There are no popular flight routes from Portland to Simpson Bay.
Search flight deals

  • How far is Portland to Simpson Bay Princess Juliana by plane?

    There are 3870.0 mi between Portland and Simpson Bay Princess Juliana. In terms of flight time, this usually takes a little over 10h 03m.

  • When did momondo last update prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Portland Airport to Simpson Bay Princess Juliana Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Portland to Simpson Bay?

Best airlines flying from Portland to Simpson Bay

Compare and see reviews for airlines that fly from Portland to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $712Free CancellationRating
7.1
11,464 reviews
Search American Airlines flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Simpson Bay?

It is quick and easy to find Portland to Simpson Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Simpson Bay that suits you.

Can I find flights from Portland to Simpson Bay with flexible booking policies on momondo?

Flights from Portland to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Simpson Bay?

momondo helps you find the best flight between Portland and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to Simpson Bay right now. Can momondo alert me if prices change?

Price alerts on flights to Simpson Bay 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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