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

Spirit Airlines, JetBlue, and Frontier are the most popular carriers operating from Maryland to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

American Airlines, Spirit Airlines and Delta 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 64% 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 November 2025, there are 6 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.

$91 Cheap Flights from Maryland to Simpson Bay in 2025/26

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Find the cheapest flights from Maryland to Simpson Bay

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:15 pmPHL-SXM

7h 15m1 stop

3:20 pm - 11:46 pmSXM-PHL

9h 26m1 stop

$220Spirit Airlines

Find Deal

Mon, Nov 17 - Sat, Nov 22

5:15 am - 2:15 pmPHL-SXM

8h 00m1 stop

3:20 pm - 11:16 pmSXM-PHL

8h 56m1 stop

$266Spirit Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

5:15 am - 2:15 pmPHL-SXM

8h 00m1 stop

3:20 pm - 11:16 pmSXM-PHL

8h 56m1 stop

$272Spirit Airlines

Find Deal

Sat, Dec 6 - Sat, Dec 13

3:45 pm - 2:15 pmPHL-SXM

21h 30m1 stop

3:20 pm - 12:36 amSXM-PHL

10h 16m1 stop

$286Multiple Airlines

Find Deal

Tue, Dec 9 - Sat, Dec 13

6:53 pm - 2:15 pmPHL-SXM

18h 22m1 stop

3:20 pm - 12:36 amSXM-PHL

10h 16m1 stop

$298Multiple Airlines

Find Deal

Fri, Dec 5 - Sat, Dec 13

7:00 am - 3:15 pmPHL-SXM

7h 15m1 stop

4:20 pm - 11:13 pmSXM-PHL

7h 53m1 stop

$311JetBlue

Find Deal

Sat, Dec 6 - Sat, Dec 13

6:10 am - 3:20 pmDCA-SXM

8h 10m1 stop

4:15 pm - 10:39 pmSXM-DCA

7h 24m1 stop

$311JetBlue

Find Deal

Mon, Dec 8 - Fri, Dec 12

6:00 am - 3:20 pmBWI-SXM

8h 20m1 stop

4:30 pm - 7:47 amSXM-BWI

16h 17m2 stops

$385Frontier

Find Deal

Sat, Jan 24 - Sat, Jan 31

6:00 am - 2:40 pmDCA-SXM

7h 40m1 stop

3:40 pm - 3:31 pmSXM-DCA

24h 51m1 stop

$450Air Canada

Find Deal

Tue, Dec 30 - Thu, Jan 8

6:00 am - 2:40 pmDCA-SXM

7h 40m1 stop

3:40 pm - 8:55 amSXM-DCA

18h 15m2 stops

$456Air Canada

Find Deal

Tue, Dec 30 - Thu, Jan 8

JetBlue flights from Maryland to Simpson Bay

Our best JetBlue deals on Maryland to Simpson Bay flight tickets

JetBlue

Dec 6

PHL7:00 amPhiladelphia

7h 15m

1 stop

SXM3:15 pmSimpson Bay Princess Juliana

Dec 13

SXM4:20 pmSimpson Bay Princess Juliana

7h 53m

1 stop

PHL11:13 pmPhiladelphia

$311

Find similar

JetBlue

Dec 8

DCA6:10 amWashington, D.C. Reagan-National

8h 10m

1 stop

SXM3:20 pmSimpson Bay Princess Juliana

Dec 11

SXM3:25 pmSimpson Bay Princess Juliana

8h 34m

1 stop

DCA10:59 pmWashington, D.C. Reagan-National

$350

Find similar

JetBlue

Dec 7

DCA6:00 amWashington, D.C. Reagan-National

9h 43m

1 stop

SXM4:43 pmSimpson Bay Princess Juliana

Dec 10

SXM4:15 pmSimpson Bay Princess Juliana

7h 24m

1 stop

DCA10:39 pmWashington, D.C. Reagan-National

$352

Find similar

Air Canada flights from Maryland to Simpson Bay

Our best Air Canada deals on Maryland to Simpson Bay flight tickets

Air Canada

Dec 30

DCA6:00 amWashington, D.C. Reagan-National

7h 40m

1 stop

SXM2:40 pmSimpson Bay Princess Juliana

Jan 8

SXM3:40 pmSimpson Bay Princess Juliana

24h 51m

1 stop

DCA3:31 pmWashington, D.C. Reagan-National

$450

Find similar

Air Canada

Dec 30

DCA6:00 amWashington, D.C. Reagan-National

7h 40m

1 stop

SXM2:40 pmSimpson Bay Princess Juliana

Jan 8

SXM3:40 pmSimpson Bay Princess Juliana

18h 15m

2 stops

DCA8:55 amWashington, D.C. Reagan-National

$456

Find similar

Air Canada

Jan 13

IAD10:10 pmWashington, D.C. Dulles Intl

39h 30m

2 stops

SXM2:40 pmSimpson Bay Princess Juliana

Jan 20

SXM3:40 pmSimpson Bay Princess Juliana

25h 44m

1 stop

IAD4:24 pmWashington, D.C. Dulles Intl

$460

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 11/17

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Sat 11/22

3:20 pm-11:46 pm

1 stop9h 26m

$220

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 12/6

5:15 am-2:15 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Wed 12/10

3:20 pm-11:16 pm

1 stop8h 56m

$266

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 12/6

5:15 am-2:15 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 12/13

3:20 pm-11:16 pm

1 stop8h 56m

$272

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Tue 12/9

3:45 pm-2:15 pm

1 stop21h 30m

Simpson Bay Princess Juliana

Sat 12/13

3:20 pm-12:36 am

1 stop10h 16m

$286

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Fri 12/5

6:53 pm-2:15 pm

1 stop18h 22m

Simpson Bay Princess Juliana

Sat 12/13

3:20 pm-12:36 am

1 stop10h 16m

$298

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 12/6

7:00 am-3:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Sat 12/13

4:20 pm-11:13 pm

1 stop7h 53m

$311

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 12/8

6:10 am-3:20 pm

1 stop8h 10m

Simpson Bay Princess Juliana

Fri 12/12

4:15 pm-10:39 pm

1 stop7h 24m

$311

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Sat 1/24

6:00 am-3:20 pm

1 stop8h 20m

Simpson Bay Princess Juliana

Sat 1/31

4:30 pm-7:47 am

2 stops16h 17m

$385

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Tue 12/30

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Thu 1/8

3:40 pm-3:31 pm

1 stop24h 51m

$450

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Tue 12/30

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Thu 1/8

3:40 pm-8:55 am

2 stops18h 15m

$456

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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, November 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 $596. If you aren’t able to travel to Simpson Bay during the month of November, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $597.

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

Our data shows that Wednesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $657. Flights from Maryland to Simpson Bay on a Tuesday will generally be more expensive and average around $905. 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 Maryland to Simpson Bay at noon for as low as $411. 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 morning when prices are around $761.

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 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 $741 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 $596 on momondo.

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

There is only 1 cabin class available to choose from on Maryland to Simpson Bay Princess Juliana 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 21% 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

Fastest flight time	4h 02m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The fastest flight from Maryland to Simpson Bay takes 4h 02m

Direct flights go from Maryland to Simpson Bay every day.

There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

Search flight deals

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 November 2025, there are 6 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.

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 $333	Free Cancellation	Rating 6.3 8,122 reviews	Search Spirit Airlines flights
Delta	PriceFrom $457	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
American Airlines	PriceFrom $527	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
United Airlines	PriceFrom $540	Free Cancellation	Rating 7.4 9,007 reviews	Search United Airlines flights

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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 $91

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 12/10. 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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Big names and deals

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Filter for what you want

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JetBlue flights from Maryland to Simpson Bay

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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

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 time of day to depart on your flight to Simpson Bay?

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 to Simpson Bay?

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

There is only 1 cabin class available to choose from on Maryland to Simpson Bay Princess Juliana 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 21% on your flight if you consider stops on a Maryland to Simpson Bay flight.

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

Spirit Airlines, JetBlue, and Frontier are the most popular carriers operating 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

Fastest flight time

Direct flights

Airports in Simpson Bay

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

How many operators does momondo search 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?

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

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?

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

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

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

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

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