What is the cheapest airline that flies from Simpson Bay Princess Juliana to Caribbean Islands?

WorldTicket, Copa Airlines, and Hahn Air are the most popular carriers operating from Simpson Bay Princess Juliana to Caribbean Islands

How many flights depart from Simpson Bay to Caribbean Islands on average per day?

The number of flights available between Simpson Bay and Caribbean Islands is 44 per day as of August 2025. The most frequent departure time is 7:00AM, with 57% of daily flights leaving at noon.

How many flights depart from Simpson Bay to Caribbean Islands on average per week?

The number of flights available between Simpson Bay and Caribbean Islands is 312 per week as of August 2025. The most frequent departure day is Sat, with 16% of weekly flights leaving on this day.

What airlines fly to Caribbean Islands?

Winair, Arajet and Frontier are the top three most popular airlines that fly to Caribbean Islands from Simpson Bay according to our data. Winair is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 4 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

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

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

As of August 2025, there are 6 operators available to choose from for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands.

How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands 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.

$160 Cheap Flights from Simpson Bay to Caribbean Islands in 2025

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Simpson Bay to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:25 pm - 10:26 pmSXM-SDQ

10h 01m1 stop

6:17 pm - 11:26 amSDQ-SXM

17h 09m1 stop

$249Copa Airlines

Find Deal

Wed, Sep 10 - Thu, Sep 18

8:35 pm - 10:05 pmSXM-SDQ

1h 30mnonstop

6:45 am - 8:12 amSDQ-SXM

1h 27mnonstop

$275Arajet

Find Deal

Sun, Sep 7 - Wed, Sep 10

9:17 am - 2:05 pmSXM-SJU

4h 48m1 stop

5:50 pm - 11:26 amSJU-SXM

17h 36m1 stop

$279

Find Deal

Wed, Sep 3 - Thu, Sep 4

9:00 am - 9:15 amSXM-SBH

0h 15mnonstop

5:25 pm - 5:40 pmSBH-SXM

0h 15mnonstop

$284Winair

Find Deal

Thu, Oct 30 - Mon, Nov 3

9:00 am - 9:15 amSXM-SBH

0h 15mnonstop

5:30 pm - 5:45 pmSBH-SXM

0h 15mnonstop

$286Winair

Find Deal

Thu, Oct 30 - Mon, Nov 3

12:24 pm - 10:25 pmSXM-SDQ

10h 01m1 stop

6:45 am - 8:12 amSDQ-SXM

1h 27mnonstop

$310

Find Deal

Fri, Oct 3 - Wed, Oct 8

9:17 am - 10:47 amSXM-SDQ

1h 30mnonstop

3:03 pm - 4:30 pmSDQ-SXM

1h 27mnonstop

$406WorldTicket

Find Deal

Wed, Sep 10 - Thu, Sep 18

9:17 am - 10:47 amSXM-SDQ

1h 30mnonstop

3:03 pm - 4:30 pmSDQ-SXM

1h 27mnonstop

$407WorldTicket

Find Deal

Wed, Sep 10 - Thu, Sep 18

6:45 pm - 1:45 pmSXM-SJU

19h 00m2 stops

4:00 pm - 10:45 amSJU-SXM

18h 45m3 stops

$582Caribbean Airlines

Find Deal

Tue, Sep 2 - Mon, Sep 8

10:25 am - 11:55 amSXM-KIN

2h 30mnonstop

1:50 pm - 5:10 pmKIN-SXM

2h 20mnonstop

$607Caribbean Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 18

Copa Airlines flights from Simpson Bay to Caribbean Islands

Our best Copa Airlines deals on Simpson Bay to Caribbean Islands flight tickets

Copa Airlines

Sep 10

SXM12:25 pmSimpson Bay Princess Juliana

10h 01m

1 stop

SDQ10:26 pmSanto Domingo Las Americas

Sep 18

SDQ6:17 pmSanto Domingo Las Americas

17h 09m

1 stop

SXM11:26 amSimpson Bay Princess Juliana

$249

Find similar

Copa Airlines

Aug 27

SXM12:31 pmSimpson Bay Princess Juliana

9h 48m

1 stop

SJU10:19 pmSan Juan Luis Munoz Marin Intl

Sep 2

SJU5:50 pmSan Juan Luis Munoz Marin Intl

17h 36m

1 stop

SXM11:26 amSimpson Bay Princess Juliana

$311

Find similar

Copa Airlines

Aug 29

SXM12:31 pmSimpson Bay Princess Juliana

27h 25m

1 stop

SJU3:56 pmSan Juan Luis Munoz Marin Intl

Sep 2

SJU5:50 pmSan Juan Luis Munoz Marin Intl

17h 36m

1 stop

SXM11:26 amSimpson Bay Princess Juliana

$391

Find similar

JetBlue flights from Simpson Bay to Caribbean Islands

Our best JetBlue deals on Simpson Bay to Caribbean Islands flight tickets

JetBlue

Oct 3

SXM2:46 pmSimpson Bay Princess Juliana

25h 57m

1 stop

SJU4:43 pmSan Juan Luis Munoz Marin Intl

Oct 6

SJU6:15 pmSan Juan Luis Munoz Marin Intl

19h 00m

1 stop

SXM1:15 pmSimpson Bay Princess Juliana

$432

Find similar

JetBlue

Oct 23

SXM2:35 pmSimpson Bay Princess Juliana

10h 22m

1 stop

SJU12:57 amSan Juan Luis Munoz Marin Intl

Oct 27

SJU5:25 amSan Juan Luis Munoz Marin Intl

10h 13m

1 stop

SXM3:38 pmSimpson Bay Princess Juliana

$540

Find similar

JetBlue

Oct 6

SXM2:35 pmSimpson Bay Princess Juliana

10h 22m

1 stop

SJU12:57 amSan Juan Luis Munoz Marin Intl

Oct 10

SJU7:50 pmSan Juan Luis Munoz Marin Intl

15h 50m

1 stop

SXM11:40 amSimpson Bay Princess Juliana

$576

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Wed 9/10

12:25 pm-10:26 pm

1 stop10h 01m

Santo Domingo Las Americas

Thu 9/18

6:17 pm-11:26 am

1 stop17h 09m

$249

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Sun 9/7

8:35 pm-10:05 pm

Nonstop1h 30m

Santo Domingo Las Americas

Wed 9/10

6:45 am-8:12 am

Nonstop1h 27m

$275

Simpson BaySan Juan

SXM - SJU

SXMSJU

Simpson Bay Princess Juliana

Wed 9/3

9:17 am-2:05 pm

1 stop4h 48m

San Juan Luis Munoz Marin Intl

Thu 9/4

5:50 pm-11:26 am

1 stop17h 36m

$279

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Thu 10/30

9:00 am-9:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Mon 11/3

5:25 pm-5:40 pm

Nonstop0h 15m

$284

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Thu 10/30

9:00 am-9:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Mon 11/3

5:30 pm-5:45 pm

Nonstop0h 15m

$286

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Fri 10/3

12:24 pm-10:25 pm

1 stop10h 01m

Santo Domingo Las Americas

Wed 10/8

6:45 am-8:12 am

Nonstop1h 27m

$310

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Wed 9/10

9:17 am-10:47 am

Nonstop1h 30m

Santo Domingo Las Americas

Thu 9/18

3:03 pm-4:30 pm

Nonstop1h 27m

$406

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Wed 9/10

9:17 am-10:47 am

Nonstop1h 30m

Santo Domingo Las Americas

Thu 9/18

3:03 pm-4:30 pm

Nonstop1h 27m

$407

Simpson BaySan Juan

SXM - SJU

SXMSJU

Simpson Bay Princess Juliana

Tue 9/2

6:45 pm-1:45 pm

2 stops19h 00m

San Juan Luis Munoz Marin Intl

Mon 9/8

4:00 pm-10:45 am

3 stops18h 45m

$582

Simpson BayKingston

SXM - KIN

SXMKIN

Simpson Bay Princess Juliana

Sat 10/11

10:25 am-11:55 am

Nonstop2h 30m

Kingston Norman Manley

Sat 10/18

1:50 pm-5:10 pm

Nonstop2h 20m

$607

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Simpson Bay to Caribbean Islands

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of June is, on average, the cheapest month to fly to Caribbean Islands from Simpson Bay, with most prices found around $160. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Simpson Bay averaging around $165.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Simpson Bay to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $171. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $351. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Simpson Bay to Caribbean Islands in the afternoon for as low as $229. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $333. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Simpson Bay Princess Juliana to Caribbean Islands flight route?

Fly from Simpson Bay Princess Juliana to San Juan Luis Munoz Marin Intl for the best Simpson Bay Princess Juliana - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Simpson Bay when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $221 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Simpson Bay for as low as $155 on momondo.

What cabin class options are available on Simpson Bay Princess Juliana to Caribbean Islands flights?

There are 3 cabin classes available to choose from on Simpson Bay Princess Juliana to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Simpson Bay to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Simpson Bay to Caribbean Islands.

Cheap Simpson Bay to Caribbean Islands flight deals and tips

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

Best Price Found	$160
Fastest flight time	0h 15m
Direct flights	Every day
Airports in Caribbean Islands	6 airports

The best one-way flight to Caribbean Islands from Simpson Bay in the past 72 hours is $160. The best round-trip flight deal from Simpson Bay to Caribbean Islands found on momondo in the last 72 hours is $249.

The fastest flight from Simpson Bay to Caribbean Islands takes 0h 15m

Direct flights go from Simpson Bay to Caribbean Islands every day.

There are 6 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Willemstad Hato Int. (CUR), Kingston Norman Manley (KIN), Roseau Douglas–Charles (DOM), Gustavia St Barthelemy (SBH), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?
Prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?
As of August 2025, there are 6 operators available to choose from for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands.
How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands 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.
What is the most popular plane model from Simpson Bay to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Simpson Bay to Caribbean Islands is Boeing 737 MAX 8 (21.35% of total bookings). The next most popular plane models are ATR 42-300 / 320 (8.84%), Boeing 737-800 (8.48%), and Airbus A330-200 (7.01%).

Best airlines flying from Simpson Bay to Caribbean Islands

Compare and see reviews for airlines that fly from Simpson Bay to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $120	Free Cancellation	Rating 5.8 3,212 reviews	Search Frontier flights
Silver Airways	PriceFrom $187	Free Cancellation	Rating 5.8 248 reviews	Search Silver Airways flights
Arajet	PriceFrom $200	Free Cancellation	Rating 7.0 34 reviews	Search Arajet flights
Winair	PriceFrom $357	Free Cancellation	Rating 10.0 2 reviews	Search Winair flights

Why use momondo?

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

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

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

Flights from Simpson Bay to Caribbean Islands 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 Simpson Bay to Caribbean Islands?

Once you have performed a search for Simpson Bay to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Simpson Bay. 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sat 8/23

Sat 8/30

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $47

Flights to Londonfrom $354

Flights to Bangkokfrom $511

Flights to Tokyofrom $484

Flights to Los Angelesfrom $47

Flights to Parisfrom $335

Flights to Copenhagenfrom $368

Flights to Istanbulfrom $438

Flights to Manilafrom $496

Flights to Miamifrom $63

Flights to Romefrom $312

Flights to Chicagofrom $47

Cheap flights from Simpson Bay to Caribbean Islands from $160

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Simpson Bay to Caribbean Islands departing on 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Simpson Bay to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Copa Airlines flights from Simpson Bay to Caribbean Islands

Our best Copa Airlines deals on Simpson Bay to Caribbean Islands flight tickets

JetBlue flights from Simpson Bay to Caribbean Islands

Our best JetBlue deals on Simpson Bay to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Simpson Bay to Caribbean Islands

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 month to fly to Caribbean Islands?

The month of June is, on average, the cheapest month to fly to Caribbean Islands from Simpson Bay, with most prices found around $160. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Simpson Bay averaging around $165.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

What is the cheapest Simpson Bay Princess Juliana to Caribbean Islands flight route?

Fly from Simpson Bay Princess Juliana to San Juan Luis Munoz Marin Intl for the best Simpson Bay Princess Juliana - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

What cabin class options are available on Simpson Bay Princess Juliana to Caribbean Islands flights?

There are 3 cabin classes available to choose from on Simpson Bay Princess Juliana to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Simpson Bay to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Simpson Bay to Caribbean Islands.

What is the cheapest airline that flies from Simpson Bay Princess Juliana to Caribbean Islands?

WorldTicket, Copa Airlines, and Hahn Air are the most popular carriers operating from Simpson Bay Princess Juliana to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from Simpson Bay to Caribbean Islands on average per day?

The number of flights available between Simpson Bay and Caribbean Islands is 44 per day as of August 2025. The most frequent departure time is 7:00AM, with 57% of daily flights leaving at noon.

How many flights depart from Simpson Bay to Caribbean Islands on average per week?

The number of flights available between Simpson Bay and Caribbean Islands is 312 per week as of August 2025. The most frequent departure day is Sat, with 16% of weekly flights leaving on this day.

Cheap Simpson Bay to Caribbean Islands flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean Islands

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

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

How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Simpson Bay to Caribbean Islands?

Best airlines flying from Simpson Bay to Caribbean Islands

Compare and see reviews for airlines that fly from Simpson Bay to Caribbean Islands with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo