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Cheap flights from Oregon to Simpson Bay from $310

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Simpson Bay departing on 3/23. 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
0 bags

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Find the cheapest flights from Oregon to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:05 pm - 1:35 pm
PDX
-
SXM
39h 30m
2 stops
Air Canada Logo
4:00 pm - 6:30 pm
SXM
-
PDX
29h 30m
2 stops
$660Air Canada
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
2:30 pm - 1:50 pm
PDX
-
SXM
20h 20m
2 stops
Multiple Airlines Logo
2:55 pm - 2:45 pm
SXM
-
PDX
26h 50m
2 stops
$675Multiple Airlines
Wed, Apr 29 - Thu, May 7
Southwest Logo
2:15 pm - 1:30 pm
PDX
-
SXM
20h 15m
2 stops
Southwest Logo
3:20 pm - 10:45 am
SXM
-
PDX
22h 25m
2 stops
$700Southwest
Sun, Apr 12 - Sun, Apr 19
Multiple Airlines Logo
3:15 pm - 1:50 pm
PDX
-
SXM
19h 35m
3 stops
Multiple Airlines Logo
2:55 pm - 2:45 pm
SXM
-
PDX
26h 50m
2 stops
$716Multiple Airlines
Wed, Apr 29 - Thu, May 7
United Airlines Logo
11:15 pm - 12:33 pm
PDX
-
SXM
10h 18m
1 stop
United Airlines Logo
1:35 pm - 9:38 am
SXM
-
PDX
23h 03m
2 stops
$730United Airlines
Wed, Apr 29 - Thu, May 7
Multiple Airlines Logo
7:05 am - 1:30 pm
PDX
-
SXM
27h 25m
1 stop
Multiple Airlines Logo
2:35 pm - 9:48 am
SXM
-
PDX
46h 13m
2 stops
$731Multiple Airlines
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
2:30 pm - 1:50 pm
PDX
-
SXM
20h 20m
2 stops
Multiple Airlines Logo
3:05 pm - 9:31 am
SXM
-
PDX
21h 26m
2 stops
$736Multiple Airlines
Wed, Jul 29 - Sat, Aug 8
American Airlines Logo
9:44 pm - 1:45 pm
PDX
-
SXM
13h 01m
1 stop
American Airlines Logo
2:45 pm - 11:55 pm
SXM
-
PDX
12h 10m
1 stop
$738American Airlines
Mon, Jul 6 - Thu, Jul 16
American Airlines Logo
11:30 pm - 3:31 pm
PDX
-
SXM
13h 01m
2 stops
American Airlines Logo
2:45 pm - 11:55 pm
SXM
-
PDX
12h 10m
1 stop
$743American Airlines
Mon, Jul 6 - Thu, Jul 16
Delta Logo
10:30 pm - 1:54 pm
PDX
-
SXM
12h 24m
1 stop
Delta Logo
1:35 pm - 10:02 pm
SXM
-
PDX
11h 27m
1 stop
$750Delta
Thu, Apr 9 - Thu, Apr 16

Air Canada flights from Oregon to Simpson Bay

Our best Air Canada deals on Oregon to Simpson Bay flight tickets
Air Canada
Apr 16
PDX7:05 pmPortland
39h 30m
2 stops
SXM1:35 pmSimpson Bay Princess Juliana
Apr 20
SXM4:00 pmSimpson Bay Princess Juliana
29h 30m
2 stops
PDX6:30 pmPortland
$660
Air Canada
Apr 15
PDX7:05 pmPortland
40h 50m
2 stops
SXM2:55 pmSimpson Bay Princess Juliana
Apr 20
SXM4:00 pmSimpson Bay Princess Juliana
44h 10m
2 stops
PDX9:10 amPortland
$665
Air Canada
Mar 2
PDX3:15 pmPortland
20h 45m
2 stops
SXM4:00 pmSimpson Bay Princess Juliana
Mar 9
SXM4:00 pmSimpson Bay Princess Juliana
25h 40m
2 stops
PDX2:40 pmPortland
$763

American Airlines flights from Oregon to Simpson Bay

Our best American Airlines deals on Oregon to Simpson Bay flight tickets
American Airlines
Jul 6
PDX9:44 pmPortland
13h 01m
1 stop
SXM1:45 pmSimpson Bay Princess Juliana
Jul 16
SXM2:45 pmSimpson Bay Princess Juliana
12h 10m
1 stop
PDX11:55 pmPortland
$738
American Airlines
Jul 6
PDX11:30 pmPortland
13h 01m
2 stops
SXM3:31 pmSimpson Bay Princess Juliana
Jul 16
SXM2:45 pmSimpson Bay Princess Juliana
12h 10m
1 stop
PDX11:55 pmPortland
$743
American Airlines
Apr 29
PDX10:23 pmPortland
13h 59m
2 stops
SXM3:22 pmSimpson Bay Princess Juliana
May 7
SXM4:35 pmSimpson Bay Princess Juliana
23h 23m
2 stops
PDX12:58 pmPortland
$755

momondo Fare Finder

 
Customize your flight search to find flights from Oregon 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 February 27, 2026.
Use the filters below to find and compare flights from Oregon to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 4/16

7:05 pm-1:35 pm

2 stops39h 30m

Simpson Bay Princess Juliana

Mon 4/20

4:00 pm-6:30 pm

2 stops29h 30m

$660

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

2:30 pm-1:50 pm

2 stops20h 20m

Simpson Bay Princess Juliana

Thu 5/7

2:55 pm-2:45 pm

2 stops26h 50m

$675

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sun 4/12

2:15 pm-1:30 pm

2 stops20h 15m

Simpson Bay Princess Juliana

Sun 4/19

3:20 pm-10:45 am

2 stops22h 25m

$700

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

3:15 pm-1:50 pm

3 stops19h 35m

Simpson Bay Princess Juliana

Thu 5/7

2:55 pm-2:45 pm

2 stops26h 50m

$716

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

11:15 pm-12:33 pm

1 stop10h 18m

Simpson Bay Princess Juliana

Thu 5/7

1:35 pm-9:38 am

2 stops23h 03m

$730

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 4/18

7:05 am-1:30 pm

1 stop27h 25m

Simpson Bay Princess Juliana

Sat 4/25

2:35 pm-9:48 am

2 stops46h 13m

$731

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 7/29

2:30 pm-1:50 pm

2 stops20h 20m

Simpson Bay Princess Juliana

Sat 8/8

3:05 pm-9:31 am

2 stops21h 26m

$736

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 7/6

9:44 pm-1:45 pm

1 stop13h 01m

Simpson Bay Princess Juliana

Thu 7/16

2:45 pm-11:55 pm

1 stop12h 10m

$738

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 7/6

11:30 pm-3:31 pm

2 stops13h 01m

Simpson Bay Princess Juliana

Thu 7/16

2:45 pm-11:55 pm

1 stop12h 10m

$743

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 4/9

10:30 pm-1:54 pm

1 stop12h 24m

Simpson Bay Princess Juliana

Thu 4/16

1:35 pm-10:02 pm

1 stop11h 27m

$750

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 Oregon 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 Oregon to Simpson Bay Princess Juliana?

Delta is the most popular carrier operating from Oregon to Simpson Bay Princess Juliana

Cheap Oregon to Simpson Bay flight deals and tips

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

Fastest flight time

11h 59m

Direct flights

None
The fastest flight from Oregon to Simpson Bay takes 11h 59m
There are no direct flights from Oregon to Simpson Bay. There are no popular flight routes from Oregon to Simpson Bay.
Search flight deals

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

    Prices for flights from Oregon to Simpson Bay Princess Juliana Airport refresh daily.

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

  • How old do you have to be to fly from Oregon 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 Oregon to Simpson Bay Princess Juliana Airport.

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

    The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oregon to Simpson Bay

Compare and see reviews for airlines that fly from Oregon to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $712Free CancellationRating
7.2
11,357 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 Oregon to Simpson Bay?

It is quick and easy to find Oregon 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 Oregon to Simpson Bay with flexible booking policies on momondo?

Flights from Oregon 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 Oregon to Simpson Bay?

Once all potential Oregon to Simpson Bay 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 Oregon to Simpson Bay right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Simpson Bay from Oregon. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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