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

JetBlue is the most popular carrier operating from Maryland to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

Southwest, American Airlines and JetBlue are the top three most popular airlines that fly to Simpson Bay from Maryland according to our data. Southwest is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 4 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

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

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

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

As of September 2026, there are 4 operators available to choose from for flights from Maryland to Simpson Bay Princess Juliana Airport.

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

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 Maryland 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.

$98 Cheap Flights from Maryland to Simpson Bay in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maryland to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:11 am - 3:39 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

9h 28m2 stops Charlotte Douglas Miami

3:26 pm - 10:58 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

8h 32m1 stop Miami

$275American Airlines

Tue, Oct 27 - Thu, Nov 5

6:00 am - 1:23 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

7h 23m1 stop Miami

3:26 pm - 10:58 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

8h 32m1 stop Miami

$275American Airlines

Tue, Oct 27 - Thu, Nov 5

6:09 am - 12:43 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

6h 34m1 stop Fort Lauderdale

1:10 pm - 11:30 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

10h 20m1 stop Fort Lauderdale

$279JetBlue

Sat, Oct 24 - Thu, Oct 29

6:10 am - 2:30 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

7h 20m1 stop Fort Lauderdale

2:09 pm - 11:30 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

10h 21m1 stop Fort Lauderdale

$279JetBlue

Sun, Nov 8 - Fri, Nov 13

7:53 pm - 2:40 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

17h 47m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 12:58 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 53m1 stop Atlanta Hartsfield-Jackson

$296Delta

Sun, Nov 15 - Tue, Nov 24

9:00 am - 2:15 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

4h 15mnonstop

4:40 pm - 8:15 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

4h 35mnonstop

$353Southwest

Sun, Nov 15 - Tue, Nov 24

6:15 am - 2:15 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

7h 00m1 stop Orlando

4:40 pm - 8:15 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

4h 35mnonstop

$358Southwest

Tue, Nov 17 - Tue, Nov 24

12:07 pm - 1:50 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

24h 43m2 stops Chicago O'Hare Intl Newark

2:52 pm - 2:23 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

24h 31m2 stops Newark Chicago O'Hare Intl

$427United Airlines

Sun, Jan 17 - Thu, Jan 21

4:57 pm - 11:26 amBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

18h 29m1 stop Panama City Tocumen Intl

12:23 pm - 3:30 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

27h 07m1 stop Panama City Tocumen Intl

$441Copa Airlines

Tue, Mar 23 - Mon, Mar 29

7:00 am - 1:40 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

6h 40m1 stop Atlanta Hartsfield-Jackson

3:05 pm - 12:51 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 46m1 stop Atlanta Hartsfield-Jackson

$445Delta

Wed, Oct 21 - Fri, Oct 30

Cheap last minute flights

Enter your travel dates to find the best prices.

7:09 pm - 1:23 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

18h 14m2 stops Charlotte Douglas Miami

4:39 pm - 8:45 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

16h 06m2 stops Miami Charlotte Douglas

$290American Airlines

Sat, Oct 3 - Wed, Oct 7

7:10 pm - 1:23 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

18h 13m1 stop Miami

4:39 pm - 8:45 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

16h 06m2 stops Miami Charlotte Douglas

$297American Airlines

Sat, Oct 3 - Wed, Oct 7

6:00 am - 1:53 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

7h 53m1 stop Atlanta Hartsfield-Jackson

3:05 pm - 12:30 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 25m1 stop Atlanta Hartsfield-Jackson

$526Delta

Sat, Oct 3 - Wed, Oct 7

7:19 am - 2:00 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

6h 41m1 stop Fort Lauderdale

1:48 pm - 11:27 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 39m1 stop Fort Lauderdale

$573JetBlue

Sat, Oct 3 - Sat, Oct 10

6:00 am - 1:53 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

7h 53m1 stop Atlanta Hartsfield-Jackson

3:05 pm - 12:30 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 25m1 stop Atlanta Hartsfield-Jackson

$582Delta

Sat, Oct 3 - Wed, Oct 7

7:19 am - 2:00 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

6h 41m1 stop Fort Lauderdale

1:48 pm - 11:27 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

9h 39m1 stop Fort Lauderdale

$657JetBlue

Fri, Oct 2 - Sat, Oct 10

4:50 pm - 1:45 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

20h 55m2 stops Denver Intl Orlando

3:05 pm - 11:50 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

8h 45m1 stop Orlando

$657Southwest

Fri, Oct 2 - Sun, Oct 4

6:15 pm - 2:05 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

19h 50m2 stops Phoenix Sky Harbor Intl Orlando

2:45 pm - 5:45 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

15h 00m2 stops Orlando Denver Intl

$657Southwest

Thu, Oct 1 - Sat, Oct 3

9:21 pm - 12:50 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

15h 29m1 stop San Juan Luis Munoz Marin Intl

12:32 pm - 8:26 pmSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

31h 54m2 stops Panama City Tocumen Intl San Juan Luis Munoz Marin Intl

$837Multiple Airlines

Thu, Oct 1 - Wed, Oct 7

9:21 pm - 12:50 pmBWI Baltimore/Washington-SXM Simpson Bay Princess Juliana

15h 29m1 stop San Juan Luis Munoz Marin Intl

11:30 am - 10:03 amSXM Simpson Bay Princess Juliana-BWI Baltimore/Washington

22h 33m2 stops Santo Domingo Las Americas Miami

$847Multiple Airlines

Thu, Oct 1 - Sun, Oct 4

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JetBlue flights from Maryland to Simpson Bay

Our best JetBlue deals on Maryland to Simpson Bay flight tickets

JetBlue

Dec 15

BWI6:20 amBaltimore/Washington

6h 50m

1 stop

SXM2:10 pmSimpson Bay Princess Juliana

Dec 22

SXM2:20 pmSimpson Bay Princess Juliana

10h 10m

1 stop

BWI11:30 pmBaltimore/Washington

$270

JetBlue

Oct 24

BWI6:09 amBaltimore/Washington

6h 34m

1 stop

SXM12:43 pmSimpson Bay Princess Juliana

Oct 29

SXM1:10 pmSimpson Bay Princess Juliana

10h 20m

1 stop

BWI11:30 pmBaltimore/Washington

$279

JetBlue

Oct 27

BWI6:10 amBaltimore/Washington

7h 20m

1 stop

SXM1:30 pmSimpson Bay Princess Juliana

Nov 10

SXM2:09 pmSimpson Bay Princess Juliana

10h 21m

1 stop

BWI11:30 pmBaltimore/Washington

$283

Southwest flights from Maryland to Simpson Bay

Our best Southwest deals on Maryland to Simpson Bay flight tickets

Southwest

Nov 15

BWI9:00 amBaltimore/Washington

4h 15m

SXM2:15 pmSimpson Bay Princess Juliana

Nov 24

SXM4:40 pmSimpson Bay Princess Juliana

4h 35m

BWI8:15 pmBaltimore/Washington

$353

Southwest

Nov 17

BWI6:15 amBaltimore/Washington

7h 00m

1 stop

SXM2:15 pmSimpson Bay Princess Juliana

Nov 24

SXM4:40 pmSimpson Bay Princess Juliana

4h 35m

BWI8:15 pmBaltimore/Washington

$358

Southwest

Nov 23

BWI9:00 amBaltimore/Washington

4h 15m

SXM2:15 pmSimpson Bay Princess Juliana

Nov 25

SXM4:40 pmSimpson Bay Princess Juliana

4h 35m

BWI8:15 pmBaltimore/Washington

$377

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Tue 10/27

6:11 am-3:39 pm

2 stops9h 28m

Simpson Bay Princess Juliana

Thu 11/5

3:26 pm-10:58 pm

1 stop8h 32m

$275

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Tue 10/27

6:00 am-1:23 pm

1 stop7h 23m

Simpson Bay Princess Juliana

Thu 11/5

3:26 pm-10:58 pm

1 stop8h 32m

$275

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Sat 10/24

6:09 am-12:43 pm

1 stop6h 34m

Simpson Bay Princess Juliana

Thu 10/29

1:10 pm-11:30 pm

1 stop10h 20m

$279

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Sun 11/8

6:10 am-2:30 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Fri 11/13

2:09 pm-11:30 pm

1 stop10h 21m

$279

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Sun 11/15

7:53 pm-2:40 pm

1 stop17h 47m

Simpson Bay Princess Juliana

Tue 11/24

4:05 pm-12:58 am

1 stop9h 53m

$296

Quickest round-trip

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Sun 11/15

9:00 am-2:15 pm

Nonstop4h 15m

Simpson Bay Princess Juliana

Tue 11/24

4:40 pm-8:15 pm

Nonstop4h 35m

$353

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Tue 11/17

6:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 11/24

4:40 pm-8:15 pm

Nonstop4h 35m

$358

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Sun 1/17

12:07 pm-1:50 pm

2 stops24h 43m

Simpson Bay Princess Juliana

Thu 1/21

2:52 pm-2:23 pm

2 stops24h 31m

$427

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Tue 3/23

4:57 pm-11:26 am

1 stop18h 29m

Simpson Bay Princess Juliana

Mon 3/29

12:23 pm-3:30 pm

1 stop27h 07m

$441

BaltimoreSimpson Bay

BWI Baltimore/Washington - SXM Simpson Bay Princess Juliana

BWISXM

Baltimore/Washington

Wed 10/21

7:00 am-1:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Fri 10/30

3:05 pm-12:51 am

1 stop9h 46m

$445

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 Maryland 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

Prices

Airlines

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Maryland to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $451. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $560.

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

Our data shows that Tuesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $550. Flights from Maryland to Simpson Bay on a Thursday will generally be more expensive and average around $722. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Fly from Baltimore/Washington to Simpson Bay Princess Juliana for the best Maryland - Simpson Bay Princess Juliana flight prices

How far in advance should I book a flight from Maryland to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $667 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Maryland for as low as $557 on momondo.

What cabin class options are available on Maryland to Simpson Bay flights?

There is only 1 cabin class available to choose from on Maryland to Simpson Bay 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 Maryland to Simpson Bay flights?

You could potentially save up to 40% on your flight if you consider stops on a Maryland to Simpson Bay flight.

Cheap Maryland to Simpson Bay flight deals and tips

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

Best Price Found	$98
Fastest flight time	4h 08m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The best one-way flight to Simpson Bay from Maryland in the past 72 hours is $98. The best round-trip flight deal from Maryland to Simpson Bay found on momondo in the last 72 hours is $275.

The fastest flight from Maryland to Simpson Bay takes 4h 08m

Direct flights go from Maryland to Simpson Bay every day.

There is 1 airport in Simpson Bay. From Maryland there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

Frequently asked questions about flying from Maryland to Simpson Bay

When did momondo last update prices for flights from Maryland to Simpson Bay Princess Juliana Airport?
Prices for flights from Maryland to Simpson Bay Princess Juliana Airport are updated daily.
How many operators does momondo search for flights from Maryland to Simpson Bay Princess Juliana Airport?
As of September 2026, there are 4 operators available to choose from for flights from Maryland to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Maryland to Simpson Bay Princess Juliana Airport?
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 Maryland 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 plane model from Maryland to Simpson Bay?
momondo data reveals that the most frequently booked plane model on the route from Maryland to Simpson Bay is Boeing 737 MAX 8, representing 79.76% of all bookings. The subsequent popular models are Boeing 737 at 14.29%, Airbus A320-100/200 at 2.38%, and Airbus A321-100/200 at 1.19%.

Best airlines flying from Maryland to Simpson Bay

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $124	Free Cancellation	Rating 7.8 8,606 reviews	Search Delta flights
JetBlue	PriceFrom $309	Free Cancellation	Rating 7.1 3,038 reviews	Search JetBlue flights
American Airlines	PriceFrom $375	Free Cancellation	Rating 7.0 12,098 reviews	Search American Airlines flights
Southwest	PriceFrom $398	Free Cancellation	Rating 8.0 4,200 reviews	Search Southwest flights

Philipsburg

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

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

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

All flight searches from Maryland to Simpson Bay on momondo can be filtered to show those which offer flexible booking policies.

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

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

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Maryland and alert you when they change.

An easier way to manage your Simpson Bay trip

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Cheap flights from Maryland to Simpson Bay from $98

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maryland to Simpson Bay departing on 10/27. 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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JetBlue flights from Maryland to Simpson Bay

Our best JetBlue deals on Maryland to Simpson Bay flight tickets

Southwest flights from Maryland to Simpson Bay

Our best Southwest deals on Maryland to Simpson Bay flight tickets

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See travel insights to Simpson Bay from

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

What is the cheapest month to fly to Simpson Bay?

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

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

How far in advance should I book a flight from Maryland to Simpson Bay?

What cabin class options are available on Maryland to Simpson Bay flights?

Can stopping save me money on Maryland to Simpson Bay flights?

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

What airlines fly to Simpson Bay?

Cheap Maryland to Simpson Bay flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Simpson Bay

Frequently asked questions about flying from Maryland to Simpson Bay

Best airlines flying from Maryland to Simpson Bay

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

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay 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 St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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