Which airports can I use when flying from Cleveland to Simpson Bay?

Flights from Cleveland to Simpson Bay usually depart from Cleveland Hopkins Intl (CLE) and arrive at Simpson Bay Princess Juliana (SXM).

What cabin classes can I book on flights from Cleveland to Simpson Bay?

Two cabin classes are available on flights from Cleveland to Simpson Bay: • Economy Class • First Class

Which airports do connecting flights from Cleveland to Simpson Bay pass through?

One-stop flights from Cleveland to Simpson Bay most commonly connect through: • Miami (MIA) - 29% of one-stop connections • Atlanta Hartsfield-Jackson (ATL) - 24% of one-stop connections • Charlotte Douglas (CLT) - 18% of one-stop connections • Washington, D.C. Dulles Intl (IAD) - 13% of one-stop connections

Can I save money by using flexible dates for flights from Cleveland to Simpson Bay?

Yes. Flexible dates can save you up to 25% on flights from Cleveland to Simpson Bay. Wednesday is the cheapest departure day at $529 round-trip on average, while Thursday is the most expensive at $703, a difference of $174. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

How long is a flight from Cleveland to Simpson Bay?

A nonstop flight from Cleveland to Simpson Bay takes about 00m, covering 1,957 miles.

Do I need a passport to fly from Cleveland to Simpson Bay?

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Have flight prices from Cleveland to Simpson Bay changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $465 to $4,118. That means the highest observed fare was about 9x higher than the lowest one.

How are flight prices from Cleveland to Simpson Bay looking right now?

One-way fares from Cleveland to Simpson Bay are currently higher than usual. Average one-way flight prices are about $568, which is 122% above the typical average for this route.

How much time can I save by choosing a different layover airport from Cleveland to Simpson Bay?

Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 16m, compared with 7h 26m via Philadelphia (PHL) and 7h 44m via Baltimore/Washington (BWI).

What is the time difference between Cleveland and Simpson Bay?

Simpson Bay is 1 hour ahead of Cleveland (Atlantic Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include: • Right Cars • Ace • Budget • Avis • Final Rentals

How much should I expect to pay for a Cleveland to Simpson Bay flight?

Round-trip flights from Cleveland to Simpson Bay range from $493 to $744, with an average of $596 over the past 12 months. Anything below $493 counts as a good deal.

How much is a round-trip flight from Cleveland to Simpson Bay?

Round-trip flights from Cleveland to Simpson Bay typically range from $493 to $744. The lowest price found in the past 5 days was $465, on American Airlines.

What's the cheapest day of the week to fly from Cleveland to Simpson Bay?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Cleveland to Simpson Bay. It’s 12% cheaper than the average day, while Thursday is the most expensive, with prices 17% higher.

What’s the cheapest month to fly from Cleveland to Simpson Bay?

•April is the cheapest month to fly from Cleveland to Simpson Bay at $499 round-trip. •December ($1,027) and July ($708) are the most expensive months. •The price difference between flying in the cheapest and most expensive months is 105% on average. This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Which airline is the cheapest to fly from Cleveland to Simpson Bay?

American Airlines ($465) and JetBlue ($469) are the cheapest airlines to fly round-trip from Cleveland to Simpson Bay according to KAYAK data over the last 5 days.

What’s the most popular layover airport when flying from Cleveland to Simpson Bay?

Miami (MIA) is the most popular layover for the Cleveland to Simpson Bay route. Over the past 3 months, 29% of KAYAK users found 1-stop round-trips connecting via MIA.

What is the cheapest layover airport when flying from Cleveland to Simpson Bay?

Flights via Fort Lauderdale (FLL) offer the most affordable fares, with an average round-trip price of $444. Based on KAYAK data over the past 3 months.

When flying from Cleveland to Simpson Bay which airport offers the shortest layover?

Washington, D.C. Dulles Intl (IAD) had the shortest average connection time for Cleveland to Simpson Bay layovers at 4h 20m over the past 3 months.

$194 CHEAP FLIGHTS from Cleveland to Simpson Bay (CLE - SXM)

Save 26% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

$465

Typical prices: $493-$744

American Airlines

Fri 11/30Tue 12/4

CLE - SXM • 1 stop

Cheapest one-way

$194

Typical prices: $183-$290

American Airlines

Thu 2/1

CLE - SXM • 2 stops

Nonstop flights

Not available

There are currently no direct flights between Cleveland and Simpson Bay. You'll need to take a connecting flight to reach the destination.

Insights

When to travel

April

Cheapest • 16% price drop

February

Most popular

Good to know

Top layover airports

Fort Lauderdale (FLL)

Cheapest • Avg $444 (round-trip)

Washington, D.C. Dulles Intl (IAD)

Shortest trip • 7h 16m (one-way)

Insights

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We hope you love your trip to Simpson Bay!

Flight Deals

Cheap Flights from Cleveland to Simpson Bay (CLE-SXM)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Cleveland to Simpson Bay

Mon, Nov 30 - Fri, Dec 4

8:09 pm - 1:57 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

16h 48m1 stop Charlotte Douglas

3:27 pm - 11:23 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

8h 56m1 stop Miami

$465American Airlines

Thu, Nov 26 - Sat, Dec 5

8:00 am - 2:10 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

29h 10m1 stop Fort Lauderdale

2:36 pm - 11:50 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 14m1 stop Fort Lauderdale

$469JetBlue

Mon, Nov 30 - Fri, Dec 4

8:09 pm - 2:25 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

17h 16m2 stops Charlotte Douglas Miami

3:27 pm - 9:35 amSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

19h 08m2 stops Miami Chicago O'Hare Intl

$470American Airlines

Wed, Dec 16 - Wed, Dec 23

6:00 am - 3:11 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 11m1 stop New York John F Kennedy Intl

2:10 pm - 11:50 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 40m1 stop Fort Lauderdale

$470JetBlue

Thu, Nov 26 - Sat, Dec 5

5:00 am - 4:24 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

10h 24m2 stops Chicago O'Hare Intl Miami

5:33 pm - 9:35 amSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

17h 02m2 stops Miami Chicago O'Hare Intl

$470American Airlines

Wed, Dec 16 - Thu, Dec 31

6:00 am - 3:11 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 11m1 stop New York John F Kennedy Intl

2:10 pm - 11:50 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 40m1 stop Fort Lauderdale

$470JetBlue

Fri, Dec 18 - Sat, Dec 26

6:05 am - 3:57 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 52m1 stop Chicago O'Hare Intl

2:10 pm - 11:59 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 49m1 stop Chicago O'Hare Intl

$497United Airlines

Mon, Dec 28 - Thu, Dec 31

6:05 am - 3:57 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 52m1 stop Chicago O'Hare Intl

2:10 pm - 11:59 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 49m1 stop Chicago O'Hare Intl

$499United Airlines

Mon, Nov 30 - Fri, Dec 4

7:00 pm - 2:45 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

18h 45m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

2:36 pm - 11:50 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 14m1 stop Fort Lauderdale

$502Multiple Airlines

Sun, Apr 4 - Sun, Apr 11

6:05 pm - 1:40 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

19h 35m1 stop Toronto Pearson Intl

2:45 pm - 5:27 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

26h 42m1 stop Toronto Pearson Intl

$586Air Canada

Recent last minute flight deals from Cleveland to Simpson Bay

Tue, Nov 17 - Tue, Nov 24

4:45 pm - 2:15 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

20h 30m2 stops Las Vegas Harry Reid Intl Orlando

4:40 pm - 11:55 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

8h 15m1 stop Baltimore/Washington

$490Southwest

Tue, Nov 17 - Tue, Nov 24

7:05 am - 2:40 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

6h 35m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 12:57 amSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

9h 52m1 stop Atlanta Hartsfield-Jackson

$523Delta

Tue, Nov 17 - Tue, Nov 24

7:34 pm - 2:26 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

17h 52m2 stops Washington, D.C. Reagan-National Miami

3:26 pm - 7:54 amSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

17h 28m2 stops Miami Washington, D.C. Reagan-National

$643American Airlines

Fri, Nov 20 - Sat, Nov 28

6:00 am - 3:11 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 11m1 stop New York John F Kennedy Intl

2:20 pm - 11:49 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 29m1 stop Fort Lauderdale

$710JetBlue

Fri, Nov 20 - Sat, Nov 28

6:00 am - 3:11 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 11m1 stop New York John F Kennedy Intl

2:20 pm - 11:49 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 29m1 stop Fort Lauderdale

$739JetBlue

Fri, Nov 20 - Sat, Nov 28

6:00 am - 3:11 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

8h 11m1 stop New York John F Kennedy Intl

2:20 pm - 11:49 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

10h 29m1 stop Fort Lauderdale

$785JetBlue

Fri, Nov 20 - Sat, Nov 28

4:59 pm - 12:18 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

18h 19m2 stops Chicago O'Hare Intl Charlotte Douglas

1:44 pm - 11:48 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

11h 04m2 stops Charlotte Douglas Chicago O'Hare Intl

$1,100American Airlines

Fri, Nov 20 - Sat, Nov 28

7:30 pm - 2:26 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

17h 56m2 stops New York LaGuardia Miami

1:44 pm - 11:48 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

11h 04m2 stops Charlotte Douglas Chicago O'Hare Intl

$1,100American Airlines

Fri, Nov 20 - Sat, Nov 28

8:09 pm - 4:24 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

19h 15m2 stops Charlotte Douglas Miami

2:57 pm - 9:23 amSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

19h 26m2 stops Charlotte Douglas Chicago O'Hare Intl

$1,100American Airlines

Tue, Nov 17 - Tue, Nov 24

6:00 am - 5:00 pmCLE Cleveland Hopkins Intl-SXM Simpson Bay Princess Juliana

10h 00m2 stops New York John F Kennedy Intl San Juan Luis Munoz Marin Intl

6:45 pm - 6:19 pmSXM Simpson Bay Princess Juliana-CLE Cleveland Hopkins Intl

24h 34m3 stops Bridgetown Grantley Adams Intl Port of Spain Piarco Intl Toronto Pearson Intl

$1,469Multiple Airlines

Booking Insights

Price, demand and travel trends for Cleveland to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Prices

Airlines

Layovers

How much is a round-trip flight from Cleveland to Simpson Bay? This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cleveland to Simpson Bay departing in november.
What's the cheapest day of the week to fly from Cleveland to Simpson Bay?: Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Cleveland to Simpson Bay. It’s 12% cheaper than the average day, while Thursday is the most expensive, with prices 17% higher.
What’s the cheapest month to fly from Cleveland to Simpson Bay? KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Cleveland to Simpson Bay, removes the top 0.1% to account for outliers and then takes the median of all values for each month.: •April is the cheapest month to fly from Cleveland to Simpson Bay at $499 round-trip.
•December ($1,027) and July ($708) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 105% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Low season	October
High season	February
Cheapest flight	$194

Beat the crowds with an average 31% drop in travelers.

The most popular month to fly with an average 41% increase in travelers.

One-way flight from Cleveland to Simpson Bay

When to book flights from Cleveland to Simpson Bay

Are your dates flexible? Find out the best times to travel from Cleveland to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What cabin classes can I book on flights from Cleveland to Simpson Bay?
Two cabin classes are available on flights from Cleveland to Simpson Bay:

• Economy Class
• First Class
How long is a flight from Cleveland to Simpson Bay?
A nonstop flight from Cleveland to Simpson Bay takes about 00m, covering 1,957 miles.
Do I need a passport to fly from Cleveland to Simpson Bay?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
How much should I expect to pay for a Cleveland to Simpson Bay flight?
Round-trip flights from Cleveland to Simpson Bay range from $493 to $744, with an average of $596 over the past 12 months. Anything below $493 counts as a good deal.
Have flight prices from Cleveland to Simpson Bay changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $465 to $4,118. That means the highest observed fare was about 9x higher than the lowest one.
How are flight prices from Cleveland to Simpson Bay looking right now?
One-way fares from Cleveland to Simpson Bay are currently higher than usual. Average one-way flight prices are about $568, which is 122% above the typical average for this route.
What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?
Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include:

• Right Cars
• Ace
• Budget
• Avis
• Final Rentals
Which airports can I use when flying from Cleveland to Simpson Bay?
Flights from Cleveland to Simpson Bay usually depart from Cleveland Hopkins Intl (CLE) and arrive at Simpson Bay Princess Juliana (SXM).
Which airports do connecting flights from Cleveland to Simpson Bay pass through?
One-stop flights from Cleveland to Simpson Bay most commonly connect through:

• Miami (MIA) - 29% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 24% of one-stop connections
• Charlotte Douglas (CLT) - 18% of one-stop connections
• Washington, D.C. Dulles Intl (IAD) - 13% of one-stop connections
Can I save money by using flexible dates for flights from Cleveland to Simpson Bay?
Yes. Flexible dates can save you up to 25% on flights from Cleveland to Simpson Bay. Wednesday is the cheapest departure day at $529 round-trip on average, while Thursday is the most expensive at $703, a difference of $174.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
How much time can I save by choosing a different layover airport from Cleveland to Simpson Bay?
Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 16m, compared with 7h 26m via Philadelphia (PHL) and 7h 44m via Baltimore/Washington (BWI).
What is the time difference between Cleveland and Simpson Bay?
Simpson Bay is 1 hour ahead of Cleveland (Atlantic Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

If your dates are flexible, aim for a Wednesday departure and avoid flying on Thursday. On this route, Wednesday flights average $529, about $174 less than Thursday fares (25% savings) based on the last 12 months.
If you can choose when to travel, plan your Cleveland to Simpson Bay trip for April. Fares historically average $499 round-trip in that month - typically $528 less than the most expensive month, which is December (based on the last 12 months).
If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.

• Simpson Bay Resort Marina & Spa
• Hilton Vacation Club Flamingo Beach St. Maarten
• The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

More options for your flight from Cleveland to Simpson Bay

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Vacations in Simpson Bay

CLE - SXM

$194 Find Cheap Flights from Cleveland to Simpson Bay - Compare and Save

Everything you should know

Cheap Flights from Cleveland to Simpson Bay (CLE-SXM)

Recent round-trip flight deals from Cleveland to Simpson Bay

Recent one-way flight deals from Cleveland to Simpson Bay

Recent last minute flight deals from Cleveland to Simpson Bay

Price, demand and travel trends for Cleveland to Simpson Bay flights

How much is a round-trip flight from Cleveland to Simpson Bay?

What's the cheapest day of the week to fly from Cleveland to Simpson Bay?

What’s the cheapest month to fly from Cleveland to Simpson Bay?

Which airline is the cheapest to fly from Cleveland to Simpson Bay?

What’s the most popular layover airport when flying from Cleveland to Simpson Bay?

What is the cheapest layover airport when flying from Cleveland to Simpson Bay?

When flying from Cleveland to Simpson Bay which airport offers the shortest layover?

Key details for Cleveland to Simpson Bay flights

Low season

High season

Cheapest flight

When to book flights from Cleveland to Simpson Bay

Your Cleveland to Simpson Bay flight questions, answered

Your guide to booking Cleveland to Simpson Bay flights

More options for your flight from Cleveland to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Cleveland to Simpson Bay

Find direct flights to and from Cleveland and Simpson Bay

Flights to other popular destinations