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

JetBlue, Delta, and Southwest are the most popular carriers operating from Maryland to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

American Airlines, Spirit Airlines and Southwest are the top three most popular airlines that fly to Simpson Bay from Maryland according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 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 May 2026, there are 8 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.

$109 Cheap Flights from Maryland to Simpson Bay in 2026

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 Maryland to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:50 am - 1:15 pm

BWI

SXM

4h 25mnonstop

4:05 pm - 8:30 pm

SXM

BWI

4h 25mnonstop

$342Southwest

Sat, Jul 4 - Sat, Jul 11

6:10 am - 3:05 pm

BWI

SXM

8h 55m

1 stop

4:05 pm - 8:30 pm

SXM

BWI

4h 25mnonstop

$347Southwest

Sat, Jul 4 - Sat, Jul 11

8:11 pm - 1:50 pm

BWI

SXM

17h 39m

1 stop

2:53 pm - 12:07 am

SXM

BWI

9h 14m

1 stop

$357American Airlines

Sat, Jun 6 - Wed, Jun 10

8:10 pm - 1:50 pm

BWI

SXM

17h 40m

1 stop

2:22 pm - 11:54 pm

SXM

BWI

9h 32m

1 stop

$362American Airlines

Sun, May 31 - Fri, Jun 5

6:00 am - 5:00 pm

DCA

SXM

11h 00m

2 stops

2:58 pm - 10:32 pm

SXM

DCA

7h 34m

1 stop

$391Multiple Airlines

Sat, Jun 6 - Wed, Jun 10

6:59 am - 5:00 pm

DCA

SXM

10h 01m

1 stop

6:00 pm - 8:53 am

SXM

DCA

14h 53m

1 stop

$403Air Canada

Sat, Jun 6 - Sat, Jun 13

8:55 pm - 12:37 pm

DCA

SXM

15h 42m

1 stop

1:42 pm - 9:16 pm

SXM

DCA

7h 34m

1 stop

$405JetBlue

Thu, Aug 13 - Thu, Aug 20

6:00 am - 5:00 pm

DCA

SXM

11h 00m

2 stops

6:00 pm - 12:01 pm

SXM

DCA

18h 01m

2 stops

$406Air Canada

Sat, Jun 6 - Sat, Jun 13

8:40 pm - 5:00 pm

DCA

SXM

20h 20m

1 stop

3:05 pm - 10:36 pm

SXM

DCA

7h 31m

1 stop

$419Multiple Airlines

Fri, Jun 12 - Wed, Jun 17

6:00 am - 1:54 pm

DCA

SXM

7h 54m

1 stop

2:58 pm - 10:32 pm

SXM

DCA

7h 34m

1 stop

$431JetBlue

Wed, Jun 3 - Wed, Jun 10

JetBlue flights from Maryland to Simpson Bay

Our best JetBlue deals on Maryland to Simpson Bay flight tickets

JetBlue

Aug 22

BWI6:09 amBaltimore/Washington

6h 28m

1 stop

SXM12:37 pmSimpson Bay Princess Juliana

Aug 27

SXM1:42 pmSimpson Bay Princess Juliana

7h 41m

1 stop

BWI9:23 pmBaltimore/Washington

$285

JetBlue

Aug 20

BWI6:09 amBaltimore/Washington

6h 28m

1 stop

SXM12:37 pmSimpson Bay Princess Juliana

Aug 26

SXM1:42 pmSimpson Bay Princess Juliana

9h 45m

1 stop

BWI11:27 pmBaltimore/Washington

$286

JetBlue

Aug 22

BWI6:09 amBaltimore/Washington

6h 28m

1 stop

SXM12:37 pmSimpson Bay Princess Juliana

Aug 27

SXM1:42 pmSimpson Bay Princess Juliana

9h 45m

1 stop

BWI11:27 pmBaltimore/Washington

$288

American Airlines flights from Maryland to Simpson Bay

Our best American Airlines deals on Maryland to Simpson Bay flight tickets

American Airlines

Jun 6

BWI8:11 pmBaltimore/Washington

17h 39m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

Jun 10

SXM2:53 pmSimpson Bay Princess Juliana

9h 14m

1 stop

BWI12:07 amBaltimore/Washington

$357

American Airlines

Aug 20

BWI8:19 pmBaltimore/Washington

17h 23m

1 stop

SXM1:42 pmSimpson Bay Princess Juliana

Aug 24

SXM2:42 pmSimpson Bay Princess Juliana

20h 41m

2 stops

BWI11:23 amBaltimore/Washington

$362

American Airlines

Aug 20

BWI8:19 pmBaltimore/Washington

17h 23m

1 stop

SXM1:42 pmSimpson Bay Princess Juliana

Aug 24

SXM2:42 pmSimpson Bay Princess Juliana

20h 27m

1 stop

BWI11:09 amBaltimore/Washington

$364

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Sat 7/4

8:50 am-1:15 pm

Nonstop4h 25m

Simpson Bay Princess Juliana

Sat 7/11

4:05 pm-8:30 pm

Nonstop4h 25m

$342

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Sat 7/4

6:10 am-3:05 pm

1 stop8h 55m

Simpson Bay Princess Juliana

Sat 7/11

4:05 pm-8:30 pm

Nonstop4h 25m

$347

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Sat 6/6

8:11 pm-1:50 pm

1 stop17h 39m

Simpson Bay Princess Juliana

Wed 6/10

2:53 pm-12:07 am

1 stop9h 14m

$357

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Sun 5/31

8:10 pm-1:50 pm

1 stop17h 40m

Simpson Bay Princess Juliana

Fri 6/5

2:22 pm-11:54 pm

1 stop9h 32m

$362

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 6/6

6:00 am-5:00 pm

2 stops11h 00m

Simpson Bay Princess Juliana

Wed 6/10

2:58 pm-10:32 pm

1 stop7h 34m

$391

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 6/6

6:59 am-5:00 pm

1 stop10h 01m

Simpson Bay Princess Juliana

Sat 6/13

6:00 pm-8:53 am

1 stop14h 53m

$403

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Thu 8/13

8:55 pm-12:37 pm

1 stop15h 42m

Simpson Bay Princess Juliana

Thu 8/20

1:42 pm-9:16 pm

1 stop7h 34m

$405

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 6/6

6:00 am-5:00 pm

2 stops11h 00m

Simpson Bay Princess Juliana

Sat 6/13

6:00 pm-12:01 pm

2 stops18h 01m

$406

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Fri 6/12

8:40 pm-5:00 pm

1 stop20h 20m

Simpson Bay Princess Juliana

Wed 6/17

3:05 pm-10:36 pm

1 stop7h 31m

$419

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Wed 6/3

6:00 am-1:54 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Wed 6/10

2:58 pm-10:32 pm

1 stop7h 34m

$431

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 $147. If you aren’t able to travel to Simpson Bay during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $196.

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

Our data shows that Friday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $642. Flights from Maryland to Simpson Bay on a Saturday will generally be more expensive and average around $736. 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 $676 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 $584 on momondo.

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

You could potentially save up to 16% 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	$276
Fastest flight time	4h 05m
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 $276. The best round-trip flight deal from Maryland to Simpson Bay found on momondo in the last 72 hours is $501.

The fastest flight from Maryland to Simpson Bay takes 4h 05m

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 May 2026, there are 8 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 89.29% of all bookings. The subsequent popular models are Boeing 737 at 7.14% and Airbus A320-100/200 at 3.57%.

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
Spirit Airlines	PriceFrom $229	Free Cancellation	Rating 6.2 8,626 reviews	Search Spirit Airlines flights
Delta	PriceFrom $272	Free Cancellation	Rating 7.9 8,453 reviews	Search Delta flights
Southwest	PriceFrom $459	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights
United Airlines	PriceFrom $484	Free Cancellation	Rating 7.4 9,717 reviews	Search United Airlines flights
American Airlines	PriceFrom $515	Free Cancellation	Rating 7.1 11,662 reviews	Search American Airlines flights

Philipsburg

Why use momondo?

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

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

Sun 6/14

Sun 6/21

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 St. Maarten

Airlines

Cabin classes

Other flights from Maryland

Complete your trip

Feeling lucky

Fly your favorite airline to Simpson Bay

Cheap flights from Maryland to Simpson Bay from $110

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 8/11. 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 Maryland to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Maryland to Simpson Bay

Our best JetBlue deals on Maryland to Simpson Bay flight tickets

American Airlines flights from Maryland to Simpson Bay

Our best American Airlines deals on Maryland to Simpson Bay flight tickets

momondo Fare Finder

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

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?

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

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

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.

Fly to other destinations from Maryland

According to popular flight searches on momondo this year

Complete your trip to Simpson Bay

Explore popular destinations other users love

According to popular flight searches on momondo this year