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Cheap flights from San Jose, California to Simpson Bay from $303

This is the cheapest one-way 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 3/15. 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 San Jose, California to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:15 pm - 1:21 pm
SJC
-
SXM
15h 06m
2 stops
American Airlines Logo
2:24 pm - 10:10 am
SXM
-
SJC
22h 46m
2 stops
$720American Airlines
Mon, Apr 6 - Mon, Apr 13
United Airlines Logo
8:45 am - 12:33 pm
SJC
-
SXM
24h 48m
2 stops
United Airlines Logo
1:35 pm - 12:00 pm
SXM
-
SJC
25h 25m
2 stops
$730United Airlines
Wed, Apr 29 - Mon, May 4
United Airlines Logo
6:37 pm - 12:33 pm
SJC
-
SXM
14h 56m
2 stops
United Airlines Logo
3:50 pm - 1:24 pm
SXM
-
SJC
24h 34m
2 stops
$810United Airlines
Mon, Jun 15 - Tue, Jun 30
United Airlines Logo
8:45 am - 12:33 pm
SJC
-
SXM
24h 48m
2 stops
United Airlines Logo
1:35 pm - 12:03 pm
SXM
-
SJC
25h 28m
2 stops
$825United Airlines
Wed, Jun 10 - Wed, Jun 24
American Airlines Logo
12:38 pm - 12:43 pm
SJC
-
SXM
21h 05m
2 stops
American Airlines Logo
2:53 pm - 1:42 pm
SXM
-
SJC
25h 49m
2 stops
$830American Airlines
Thu, Jun 11 - Tue, Jun 30
United Airlines Logo
6:37 pm - 12:33 pm
SJC
-
SXM
14h 56m
2 stops
United Airlines Logo
3:50 pm - 9:09 pm
SXM
-
SJC
56h 19m
2 stops
$834United Airlines
Mon, Jun 15 - Mon, Jun 29
American Airlines Logo
2:35 pm - 1:50 pm
SJC
-
SXM
20h 15m
2 stops
American Airlines Logo
2:53 pm - 1:42 pm
SXM
-
SJC
25h 49m
2 stops
$835American Airlines
Sun, Jun 14 - Tue, Jun 30
United Airlines Logo
8:45 am - 12:33 pm
SJC
-
SXM
24h 48m
2 stops
United Airlines Logo
3:50 pm - 9:09 pm
SXM
-
SJC
56h 19m
2 stops
$849United Airlines
Wed, Jun 10 - Mon, Jun 29
United Airlines Logo
6:30 am - 2:43 pm
SJC
-
SXM
29h 13m
2 stops
United Airlines Logo
3:50 pm - 1:24 pm
SXM
-
SJC
24h 34m
2 stops
$850United Airlines
Tue, Jun 9 - Fri, Jun 26
United Airlines Logo
6:37 pm - 12:33 pm
SJC
-
SXM
38h 56m
2 stops
United Airlines Logo
3:50 pm - 1:24 pm
SXM
-
SJC
24h 34m
2 stops
$855United Airlines
Fri, Jun 12 - Tue, Jun 30

United Airlines flights from San Jose, California to Simpson Bay

Our best United Airlines deals on San Jose, California to Simpson Bay flight tickets
United Airlines
Apr 29
SJC8:45 amSan Jose
24h 48m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
May 4
SXM1:35 pmSimpson Bay Princess Juliana
25h 25m
2 stops
SJC12:00 pmSan Jose
$730
United Airlines
Jun 15
SJC6:37 pmSan Jose
14h 56m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
Jun 30
SXM3:50 pmSimpson Bay Princess Juliana
24h 34m
2 stops
SJC1:24 pmSan Jose
$810
United Airlines
Jun 10
SJC8:45 amSan Jose
24h 48m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
Jun 24
SXM1:35 pmSimpson Bay Princess Juliana
25h 28m
2 stops
SJC12:03 pmSan Jose
$825

Delta flights from San Jose, California to Simpson Bay

Our best Delta deals on San Jose, California to Simpson Bay flight tickets
Delta
Jun 9
SJC1:35 pmSan Jose
21h 25m
2 stops
SXM2:00 pmSimpson Bay Princess Juliana
Jun 29
SXM3:25 pmSimpson Bay Princess Juliana
22h 28m
2 stops
SJC10:53 amSan Jose
$885
Delta
Apr 29
SJC3:40 pmSan Jose
17h 30m
2 stops
SXM12:10 pmSimpson Bay Princess Juliana
May 4
SXM1:35 pmSimpson Bay Princess Juliana
11h 10m
1 stop
SJC9:45 pmSan Jose
$1,027
Delta
Apr 2
SJC10:50 pmSan Jose
12h 04m
1 stop
SXM1:54 pmSimpson Bay Princess Juliana
Apr 6
SXM12:55 pmSimpson Bay Princess Juliana
11h 38m
1 stop
SJC9:33 pmSan Jose
$1,065

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 February 23, 2026.
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

Mon 4/6

7:15 pm-1:21 pm

2 stops15h 06m

Simpson Bay Princess Juliana

Mon 4/13

2:24 pm-10:10 am

2 stops22h 46m

$720

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Wed 4/29

8:45 am-12:33 pm

2 stops24h 48m

Simpson Bay Princess Juliana

Mon 5/4

1:35 pm-12:00 pm

2 stops25h 25m

$730

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Mon 6/15

6:37 pm-12:33 pm

2 stops14h 56m

Simpson Bay Princess Juliana

Tue 6/30

3:50 pm-1:24 pm

2 stops24h 34m

$810

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Wed 6/10

8:45 am-12:33 pm

2 stops24h 48m

Simpson Bay Princess Juliana

Wed 6/24

1:35 pm-12:03 pm

2 stops25h 28m

$825

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Thu 6/11

12:38 pm-12:43 pm

2 stops21h 05m

Simpson Bay Princess Juliana

Tue 6/30

2:53 pm-1:42 pm

2 stops25h 49m

$830

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Mon 6/15

6:37 pm-12:33 pm

2 stops14h 56m

Simpson Bay Princess Juliana

Mon 6/29

3:50 pm-9:09 pm

2 stops56h 19m

$834

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sun 6/14

2:35 pm-1:50 pm

2 stops20h 15m

Simpson Bay Princess Juliana

Tue 6/30

2:53 pm-1:42 pm

2 stops25h 49m

$835

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Wed 6/10

8:45 am-12:33 pm

2 stops24h 48m

Simpson Bay Princess Juliana

Mon 6/29

3:50 pm-9:09 pm

2 stops56h 19m

$849

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 6/9

6:30 am-2:43 pm

2 stops29h 13m

Simpson Bay Princess Juliana

Fri 6/26

3:50 pm-1:24 pm

2 stops24h 34m

$850

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 6/12

6:37 pm-12:33 pm

2 stops38h 56m

Simpson Bay Princess Juliana

Tue 6/30

3:50 pm-1:24 pm

2 stops24h 34m

$855

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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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

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

Fastest flight time

12h 45m

Direct flights

None
The fastest flight from San Jose, California to Simpson Bay takes 12h 45m
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. 12h 45m 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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
American Airlines
JetBlue
United Airlines
Delta