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Cheap flights from San Jose, California to Simpson Bay from $808

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Simpson Bay departing on 3/3. 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 San Jose, California to Simpson Bay

Cheap round-trip flights

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American Airlines Logo
4:22 pm - 2:08 pmSJC-SXM
17h 46m2 stops
American Airlines Logo
5:33 pm - 10:11 amSXM-SJC
20h 38m2 stops
$808American Airlines
Find Deal
Tue, Mar 3 - Fri, Mar 6
Delta Logo
10:30 pm - 2:56 pmSJC-SXM
12h 26m1 stop
Delta Logo
1:45 pm - 9:32 pmSXM-SJC
11h 47m1 stop
$910Delta
Find Deal
Tue, Mar 3 - Fri, Mar 6
Delta Logo
8:05 pm - 2:56 pmSJC-SXM
14h 51m2 stops
Delta Logo
1:45 pm - 9:32 pmSXM-SJC
11h 47m1 stop
$915Delta
Find Deal
Tue, Mar 3 - Fri, Mar 6
Delta Logo
10:30 pm - 2:56 pmSJC-SXM
12h 26m1 stop
Delta Logo
1:45 pm - 9:32 pmSXM-SJC
11h 47m1 stop
$1,030Delta
Find Deal
Tue, Mar 3 - Fri, Mar 6
Delta Logo
5:00 pm - 2:56 pmSJC-SXM
17h 56m2 stops
Delta Logo
1:45 pm - 9:32 pmSXM-SJC
11h 47m1 stop
$1,035Delta
Find Deal
Tue, Mar 3 - Fri, Mar 6
American Airlines Logo
12:56 pm - 1:59 pmSJC-SXM
21h 03m2 stops
American Airlines Logo
3:02 pm - 10:00 amSXM-SJC
22h 58m2 stops
$2,157American Airlines
Find Deal
Sun, Dec 21 - Wed, Dec 31
American Airlines Logo
6:00 am - 1:59 pmSJC-SXM
27h 59m2 stops
American Airlines Logo
3:02 pm - 9:16 amSXM-SJC
22h 14m2 stops
$2,210American Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
United Airlines Logo
10:30 pm - 3:51 pmSJC-SXM
13h 21m2 stops
United Airlines Logo
4:55 pm - 10:34 pmSXM-SJC
33h 39m2 stops
$5,294United Airlines
Find Deal
Mon, Dec 22 - Fri, Jan 2
United Airlines Logo
9:00 am - 3:57 pmSJC-SXM
50h 57m2 stops
United Airlines Logo
4:55 pm - 10:34 pmSXM-SJC
33h 39m2 stops
$5,392United Airlines
Find Deal
Fri, Dec 26 - Fri, Jan 2
United Airlines Logo
10:30 pm - 1:50 pmSJC-SXM
35h 20m2 stops
United Airlines Logo
4:55 pm - 10:34 pmSXM-SJC
33h 39m2 stops
$5,417United Airlines
Find Deal
Sat, Dec 20 - Fri, Jan 2

American Airlines flights from San Jose, California to Simpson Bay

Our best American Airlines deals on San Jose, California to Simpson Bay flight tickets
American Airlines
Mar 3
SJC4:22 pmSan Jose
17h 46m
2 stops
SXM2:08 pmSimpson Bay Princess Juliana
Mar 6
SXM5:33 pmSimpson Bay Princess Juliana
20h 38m
2 stops
SJC10:11 amSan Jose
$808
Find similar
American Airlines
Dec 21
SJC12:56 pmSan Jose
21h 03m
2 stops
SXM1:59 pmSimpson Bay Princess Juliana
Dec 31
SXM3:02 pmSimpson Bay Princess Juliana
22h 58m
2 stops
SJC10:00 amSan Jose
$2,157
Find similar
American Airlines
Dec 20
SJC6:00 amSan Jose
27h 59m
2 stops
SXM1:59 pmSimpson Bay Princess Juliana
Dec 31
SXM3:02 pmSimpson Bay Princess Juliana
22h 14m
2 stops
SJC9:16 amSan Jose
$2,210
Find similar

Delta flights from San Jose, California to Simpson Bay

Our best Delta deals on San Jose, California to Simpson Bay flight tickets
Delta
Mar 3
SJC10:30 pmSan Jose
12h 26m
1 stop
SXM2:56 pmSimpson Bay Princess Juliana
Mar 6
SXM1:45 pmSimpson Bay Princess Juliana
11h 47m
1 stop
SJC9:32 pmSan Jose
$910
Find similar
Delta
Mar 3
SJC8:05 pmSan Jose
14h 51m
2 stops
SXM2:56 pmSimpson Bay Princess Juliana
Mar 6
SXM1:45 pmSimpson Bay Princess Juliana
11h 47m
1 stop
SJC9:32 pmSan Jose
$915
Find similar
Delta
Mar 3
SJC10:30 pmSan Jose
12h 26m
1 stop
SXM2:56 pmSimpson Bay Princess Juliana
Mar 6
SXM1:45 pmSimpson Bay Princess Juliana
11h 47m
1 stop
SJC9:32 pmSan Jose
$1,030
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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 October 31, 2025.
Use the filters below to find and compare flights from San Jose, California to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

4:22 pm-2:08 pm

2 stops17h 46m

Simpson Bay Princess Juliana

Fri 3/6

5:33 pm-10:11 am

2 stops20h 38m

$808

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

10:30 pm-2:56 pm

1 stop12h 26m

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:32 pm

1 stop11h 47m

$910

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

8:05 pm-2:56 pm

2 stops14h 51m

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:32 pm

1 stop11h 47m

$915

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

10:30 pm-2:56 pm

1 stop12h 26m

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:32 pm

1 stop11h 47m

$1,030

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

5:00 pm-2:56 pm

2 stops17h 56m

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:32 pm

1 stop11h 47m

$1,035

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sun 12/21

12:56 pm-1:59 pm

2 stops21h 03m

Simpson Bay Princess Juliana

Wed 12/31

3:02 pm-10:00 am

2 stops22h 58m

$2,157

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 12/20

6:00 am-1:59 pm

2 stops27h 59m

Simpson Bay Princess Juliana

Wed 12/31

3:02 pm-9:16 am

2 stops22h 14m

$2,210

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Mon 12/22

10:30 pm-3:51 pm

2 stops13h 21m

Simpson Bay Princess Juliana

Fri 1/2

4:55 pm-10:34 pm

2 stops33h 39m

$5,294

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 12/26

9:00 am-3:57 pm

2 stops50h 57m

Simpson Bay Princess Juliana

Fri 1/2

4:55 pm-10:34 pm

2 stops33h 39m

$5,392

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 12/20

10:30 pm-1:50 pm

2 stops35h 20m

Simpson Bay Princess Juliana

Fri 1/2

4:55 pm-10:34 pm

2 stops33h 39m

$5,417

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from San Jose, California 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 day to depart on your flight to Simpson Bay?

Our data shows that Sunday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $752. Flights from San Jose, California to Simpson Bay on a Friday will generally be more expensive and average around $797. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from San Jose, California to Simpson Bay at noon for as low as $695. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around $1,049.

Can stopping save me money on San Jose, California to Simpson Bay flights?

You could potentially save up to 55% on your flight if you consider stops on a San Jose, California to Simpson Bay flight.

When to book flights from San Jose, California to Simpson Bay

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

Cheap San Jose, California to Simpson Bay (SJC to SXM) flight deals and tips

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

Direct flights

None
There are no direct flights from San Jose, California to Simpson Bay. There are no popular flight routes from San Jose, California to Simpson Bay.
Search flight deals

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

    The distance between San Jose and Simpson Bay Princess Juliana is about 3767.5 mi. 11h 55m is a normal flight duration for this route.

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

    Prices for flights from San Jose Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

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

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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 San Jose to Simpson Bay?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Jose to Simpson Bay. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Simpson Bay from San Jose on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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

If you are not ready to book a flight from San Jose to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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