Which layover airport offers the lowest fares from Cincinnati to Simpson Bay?

Flights via Toronto (YYZ) offer the lowest average round-trip price of $368.

What is the cheapest airline that flies from Cincinnati Cinci./N. Kentucky to Simpson Bay Princess Juliana?

Air Canada and American Airlines are the most popular carriers operating from Cincinnati Cinci./N. Kentucky to Simpson Bay Princess Juliana

Which layover airport has the shortest travel time from Cincinnati to Simpson Bay?

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 6h 45m.

Which airport is the most popular layover for flights between Cincinnati and Simpson Bay?

Charlotte (CLT) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest connection time from Cincinnati to Simpson Bay?

Charlotte (CLT) has the shortest average layover time for this route: 2h 29m.

When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport?

Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport?

As of October 2026, there is 1 operator available to choose from for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport 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 Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport.

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

The necessary travel and health documents for your Simpson Bay Princess Juliana Airport 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.

$339 Cheap Flights from Cincinnati to Simpson Bay in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cincinnati to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:55 pm - 2:45 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

48h 50m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

3:45 pm - 6:00 pmSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

26h 15m1 stop Toronto Pearson Intl

$445Air Canada

Fri, Oct 23 - Mon, Oct 26

6:40 pm - 2:40 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

20h 00m1 stop Toronto Pearson Intl

2:45 pm - 5:58 pmSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

27h 13m1 stop Toronto Pearson Intl

$488Air Canada

Sun, Mar 21 - Sun, Mar 28

6:40 pm - 1:35 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

42h 55m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

2:45 pm - 5:58 pmSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

27h 13m1 stop Toronto Pearson Intl

$501Air Canada

Sun, Mar 21 - Sun, Mar 28

6:40 pm - 3:45 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

20h 05m1 stop Toronto Pearson Intl

4:45 pm - 6:00 pmSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

26h 15m1 stop Toronto Pearson Intl

$501Air Canada

Sun, Nov 22 - Mon, Nov 30

6:40 pm - 3:45 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

20h 05m1 stop Toronto Pearson Intl

3:45 pm - 6:00 pmSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

27h 15m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$504Air Canada

Sun, Nov 22 - Thu, Nov 26

8:30 am - 4:26 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

6h 56m1 stop Miami

1:34 pm - 12:39 amSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

12h 05m1 stop Miami

$516American Airlines

Mon, Feb 1 - Sat, Feb 6

6:00 am - 4:26 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

9h 26m1 stop Miami

1:34 pm - 12:39 amSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

12h 05m1 stop Miami

$516American Airlines

Sat, Jan 30 - Sat, Feb 6

6:05 am - 2:59 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

7h 54m1 stop Charlotte Douglas

1:34 pm - 12:39 amSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

12h 05m1 stop Miami

$516American Airlines

Mon, Feb 1 - Mon, Feb 8

5:09 pm - 2:59 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

20h 50m2 stops Washington, D.C. Reagan-National Charlotte Douglas

3:28 pm - 12:39 amSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

10h 11m1 stop Miami

$521American Airlines

Mon, Feb 1 - Mon, Feb 8

5:09 pm - 12:34 pmCVG Cincinnati Cinci./N. Kentucky-SXM Simpson Bay Princess Juliana

18h 25m2 stops Washington, D.C. Reagan-National Miami

4:02 pm - 9:09 amSXM Simpson Bay Princess Juliana-CVG Cincinnati Cinci./N. Kentucky

18h 07m2 stops Charlotte Douglas Chicago O'Hare Intl

$521American Airlines

Mon, Feb 1 - Mon, Feb 8

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Air Canada flights from Cincinnati to Simpson Bay

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

Air Canada

Oct 23

CVG1:55 pmCincinnati Cinci./N. Kentucky

48h 50m

2 stops

SXM2:45 pmSimpson Bay Princess Juliana

Oct 26

SXM3:45 pmSimpson Bay Princess Juliana

26h 15m

1 stop

CVG6:00 pmCincinnati Cinci./N. Kentucky

$445

Air Canada

Mar 21

CVG6:40 pmCincinnati Cinci./N. Kentucky

20h 00m

1 stop

SXM2:40 pmSimpson Bay Princess Juliana

Mar 28

SXM2:45 pmSimpson Bay Princess Juliana

27h 13m

1 stop

CVG5:58 pmCincinnati Cinci./N. Kentucky

$488

Air Canada

Nov 22

CVG6:40 pmCincinnati Cinci./N. Kentucky

20h 05m

1 stop

SXM3:45 pmSimpson Bay Princess Juliana

Nov 30

SXM4:45 pmSimpson Bay Princess Juliana

26h 15m

1 stop

CVG6:00 pmCincinnati Cinci./N. Kentucky

$501

American Airlines flights from Cincinnati to Simpson Bay

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

American Airlines

Feb 1

CVG8:30 amCincinnati Cinci./N. Kentucky

6h 56m

1 stop

SXM4:26 pmSimpson Bay Princess Juliana

Feb 6

SXM1:34 pmSimpson Bay Princess Juliana

12h 05m

1 stop

CVG12:39 amCincinnati Cinci./N. Kentucky

$516

American Airlines

Feb 1

CVG5:09 pmCincinnati Cinci./N. Kentucky

20h 50m

2 stops

SXM2:59 pmSimpson Bay Princess Juliana

Feb 8

SXM3:28 pmSimpson Bay Princess Juliana

10h 11m

1 stop

CVG12:39 amCincinnati Cinci./N. Kentucky

$521

American Airlines

Feb 1

CVG6:39 pmCincinnati Cinci./N. Kentucky

18h 49m

2 stops

SXM2:28 pmSimpson Bay Princess Juliana

Feb 7

SXM5:29 pmSimpson Bay Princess Juliana

18h 11m

2 stops

CVG10:40 amCincinnati Cinci./N. Kentucky

$526

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Fri 10/23

1:55 pm-2:45 pm

2 stops48h 50m

Simpson Bay Princess Juliana

Mon 10/26

3:45 pm-6:00 pm

1 stop26h 15m

$445

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 3/21

6:40 pm-2:40 pm

1 stop20h 00m

Simpson Bay Princess Juliana

Sun 3/28

2:45 pm-5:58 pm

1 stop27h 13m

$488

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 3/21

6:40 pm-1:35 pm

2 stops42h 55m

Simpson Bay Princess Juliana

Sun 3/28

2:45 pm-5:58 pm

1 stop27h 13m

$501

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 11/22

6:40 pm-3:45 pm

1 stop20h 05m

Simpson Bay Princess Juliana

Mon 11/30

4:45 pm-6:00 pm

1 stop26h 15m

$501

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sun 11/22

6:40 pm-3:45 pm

1 stop20h 05m

Simpson Bay Princess Juliana

Thu 11/26

3:45 pm-6:00 pm

2 stops27h 15m

$504

Quickest round-trip

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 2/1

8:30 am-4:26 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Sat 2/6

1:34 pm-12:39 am

1 stop12h 05m

$516

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 1/30

6:00 am-4:26 pm

1 stop9h 26m

Simpson Bay Princess Juliana

Sat 2/6

1:34 pm-12:39 am

1 stop12h 05m

$516

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 2/1

6:05 am-2:59 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Mon 2/8

1:34 pm-12:39 am

1 stop12h 05m

$516

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 2/1

5:09 pm-2:59 pm

2 stops20h 50m

Simpson Bay Princess Juliana

Mon 2/8

3:28 pm-12:39 am

1 stop10h 11m

$521

CincinnatiSimpson Bay

CVG Cincinnati Cinci./N. Kentucky - SXM Simpson Bay Princess Juliana

CVGSXM

Cincinnati Cinci./N. Kentucky

Mon 2/1

5:09 pm-12:34 pm

2 stops18h 25m

Simpson Bay Princess Juliana

Mon 2/8

4:02 pm-9:09 am

2 stops18h 07m

$521

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Cincinnati 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

Layovers

What is the cheapest month to fly to Simpson Bay?

In general, October is the cheapest month to fly from Cincinnati to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $606. If you aren’t able to travel to Simpson Bay during the month of October, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $680.

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

You could potentially save up to 64% on your flight if you consider stops on a Cincinnati to Simpson Bay flight.

When to book flights from Cincinnati to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Cincinnati to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Cincinnati to Simpson Bay (CVG to SXM) flight deals and tips

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

Best Price Found	$339
Fastest flight time	7h 35m
Direct flights	None

The best one-way flight to Simpson Bay from Cincinnati in the past 72 hours is $339. The best round-trip flight deal from Cincinnati to Simpson Bay found on momondo in the last 72 hours is $445.

The fastest flight from Cincinnati to Simpson Bay takes 7h 35m

There are no direct flights from Cincinnati to Simpson Bay. There are no popular flight routes from Cincinnati to Simpson Bay.

Search flight deals

Frequently asked questions about flying from Cincinnati to Simpson Bay

How far is Cincinnati Cinci./N. Kentucky to Simpson Bay Princess Juliana by plane?
There are 1938.5 mi between Cincinnati Cinci./N. Kentucky and Simpson Bay Princess Juliana. 7h 35m is a normal flight duration for this route.
When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport?
As of October 2026, there is 1 operator available to choose from for flights from Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport 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 Cincinnati Cinci./N. Kentucky Airport to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The necessary travel and health documents for your Simpson Bay Princess Juliana Airport 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 airline from Cincinnati to Simpson Bay?
Based on momondo bookings for flights between Cincinnati and Simpson Bay, the leading airline is American Airlines, making up 100% of the total bookings.

Best airlines flying from Cincinnati to Simpson Bay

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $605	Free Cancellation	Rating 7.0 12,127 reviews		Search American Airlines flights

Philipsburg

Why use momondo?

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

Finding the right flight to Simpson Bay from Cincinnati is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

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

Yes. All flights to Simpson Bay from Cincinnati on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Cincinnati to Simpson Bay.

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

Of course. momondo tracks the price of Cincinnati to Simpson Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Cheap flights from Cincinnati to Simpson Bay from $339

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cincinnati to Simpson Bay departing on 12/27. 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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Air Canada flights from Cincinnati to Simpson Bay

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

American Airlines flights from Cincinnati to Simpson Bay

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

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

What is the cheapest month to fly to Simpson Bay?

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

What is the cheapest airline that flies from Cincinnati Cinci./N. Kentucky to Simpson Bay Princess Juliana?

Which airport is the most popular layover for flights between Cincinnati and Simpson Bay?

Which layover airport offers the lowest fares from Cincinnati to Simpson Bay?

Which layover airport has the shortest travel time from Cincinnati to Simpson Bay?

Which layover airport has the shortest connection time from Cincinnati to Simpson Bay?

When to book flights from Cincinnati to Simpson Bay

Cheap Cincinnati to Simpson Bay (CVG to SXM) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Cincinnati to Simpson Bay

Best airlines flying from Cincinnati to Simpson Bay

Compare and see reviews for airlines that fly from Cincinnati 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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