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

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

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

There is 1 operator available for flights from Winnipeg Airport to Simpson Bay Princess Juliana Airport as of November 2026.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport 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 you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 601 Cheap Flights from Winnipeg to Simpson Bay in 2026/27

Find the cheapest flights from Winnipeg to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:20 p.m. - 3:50 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

18h 30m1 stop Toronto Pearson Intl

3:30 p.m. - 11:15 a.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

20h 45m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 601Air Canada

Sun, 6 Dec - Thu, 10 Dec

8:20 p.m. - 3:50 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

18h 30m1 stop Toronto Pearson Intl

3:30 p.m. - 3:34 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

25h 04m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 614Air Canada

Sun, 6 Dec - Thu, 10 Dec

7:00 a.m. - 3:50 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

31h 50m2 stops Ottawa Toronto Pearson Intl

3:30 p.m. - 3:34 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

25h 04m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 704Air Canada

Sun, 6 Dec - Thu, 10 Dec

6:00 a.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

8h 25m1 stop Toronto Pearson Intl

4:20 p.m. - 12:05 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

20h 45m1 stop Toronto Pearson Intl

C$ 803WestJet

Wed, 24 Feb - Wed, 10 Mar

7:35 p.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

18h 50m2 stops Calgary Toronto Pearson Intl

4:20 p.m. - 8:45 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

29h 25m2 stops Toronto Pearson Intl Calgary

C$ 804WestJet

Mon, 1 Mar - Mon, 8 Mar

6:00 a.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

8h 25m1 stop Toronto Pearson Intl

4:20 p.m. - 10:55 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

31h 35m2 stops Toronto Pearson Intl Calgary

C$ 807WestJet

Mon, 1 Mar - Mon, 8 Mar

9:05 p.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

17h 20m1 stop Toronto Pearson Intl

4:20 p.m. - 12:05 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

20h 45m1 stop Toronto Pearson Intl

C$ 811WestJet

Mon, 1 Mar - Mon, 8 Mar

6:00 a.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

8h 25m1 stop Toronto Pearson Intl

4:20 p.m. - 12:45 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

45h 25m2 stops Toronto Pearson Intl Edmonton

C$ 813WestJet

Wed, 24 Feb - Wed, 10 Mar

7:35 p.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

42h 50m2 stops Calgary Toronto Pearson Intl

4:20 p.m. - 12:05 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

20h 45m1 stop Toronto Pearson Intl

C$ 814WestJet

Sun, 13 Dec - Thu, 17 Dec

7:35 p.m. - 3:25 p.m.YWG Winnipeg-SXM Simpson Bay Princess Juliana

42h 50m2 stops Calgary Toronto Pearson Intl

4:20 p.m. - 12:05 p.m.SXM Simpson Bay Princess Juliana-YWG Winnipeg

20h 45m1 stop Toronto Pearson Intl

C$ 817WestJet

Sun, 13 Dec - Thu, 17 Dec

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Air Canada flights from Winnipeg to Simpson Bay

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

Air Canada

6 Dec

YWG8:20 p.m.Winnipeg

18h 30m

1 stop

SXM3:50 p.m.Simpson Bay Princess Juliana

10 Dec

SXM3:30 p.m.Simpson Bay Princess Juliana

20h 45m

1 stop

YWG11:15 a.m.Winnipeg

C$ 601

Air Canada

6 Dec

YWG8:20 p.m.Winnipeg

18h 30m

1 stop

SXM3:50 p.m.Simpson Bay Princess Juliana

10 Dec

SXM3:30 p.m.Simpson Bay Princess Juliana

25h 04m

2 stops

YWG3:34 p.m.Winnipeg

C$ 614

Air Canada

6 Dec

YWG7:00 a.m.Winnipeg

31h 50m

2 stops

SXM3:50 p.m.Simpson Bay Princess Juliana

10 Dec

SXM3:30 p.m.Simpson Bay Princess Juliana

25h 04m

2 stops

YWG3:34 p.m.Winnipeg

C$ 704

WestJet flights from Winnipeg to Simpson Bay

Our best WestJet deals on Winnipeg to Simpson Bay flight tickets

WestJet

24 Feb

YWG6:00 a.m.Winnipeg

8h 25m

1 stop

SXM3:25 p.m.Simpson Bay Princess Juliana

10 Mar

SXM4:20 p.m.Simpson Bay Princess Juliana

20h 45m

1 stop

YWG12:05 p.m.Winnipeg

C$ 803

WestJet

1 Mar

YWG7:35 p.m.Winnipeg

18h 50m

2 stops

SXM3:25 p.m.Simpson Bay Princess Juliana

8 Mar

SXM4:20 p.m.Simpson Bay Princess Juliana

29h 25m

2 stops

YWG8:45 p.m.Winnipeg

C$ 804

WestJet

1 Mar

YWG6:00 a.m.Winnipeg

8h 25m

1 stop

SXM3:25 p.m.Simpson Bay Princess Juliana

8 Mar

SXM4:20 p.m.Simpson Bay Princess Juliana

31h 35m

2 stops

YWG10:55 p.m.Winnipeg

C$ 807

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Sun 6/12

8:20 p.m.-3:50 p.m.

1 stop18h 30m

Simpson Bay Princess Juliana

Thu 10/12

3:30 p.m.-11:15 a.m.

1 stop20h 45m

C$ 601

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Sun 6/12

8:20 p.m.-3:50 p.m.

1 stop18h 30m

Simpson Bay Princess Juliana

Thu 10/12

3:30 p.m.-3:34 p.m.

2 stops25h 04m

C$ 614

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Sun 6/12

7:00 a.m.-3:50 p.m.

2 stops31h 50m

Simpson Bay Princess Juliana

Thu 10/12

3:30 p.m.-3:34 p.m.

2 stops25h 04m

C$ 704

Quickest round-trip

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Wed 24/2

6:00 a.m.-3:25 p.m.

1 stop8h 25m

Simpson Bay Princess Juliana

Wed 10/3

4:20 p.m.-12:05 p.m.

1 stop20h 45m

C$ 803

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 1/3

7:35 p.m.-3:25 p.m.

2 stops18h 50m

Simpson Bay Princess Juliana

Mon 8/3

4:20 p.m.-8:45 p.m.

2 stops29h 25m

C$ 804

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 1/3

6:00 a.m.-3:25 p.m.

1 stop8h 25m

Simpson Bay Princess Juliana

Mon 8/3

4:20 p.m.-10:55 p.m.

2 stops31h 35m

C$ 807

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 1/3

9:05 p.m.-3:25 p.m.

1 stop17h 20m

Simpson Bay Princess Juliana

Mon 8/3

4:20 p.m.-12:05 p.m.

1 stop20h 45m

C$ 811

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Wed 24/2

6:00 a.m.-3:25 p.m.

1 stop8h 25m

Simpson Bay Princess Juliana

Wed 10/3

4:20 p.m.-12:45 p.m.

2 stops45h 25m

C$ 813

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Sun 13/12

7:35 p.m.-3:25 p.m.

2 stops42h 50m

Simpson Bay Princess Juliana

Thu 17/12

4:20 p.m.-12:05 p.m.

1 stop20h 45m

C$ 814

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Sun 13/12

7:35 p.m.-3:25 p.m.

2 stops42h 50m

Simpson Bay Princess Juliana

Thu 17/12

4:20 p.m.-12:05 p.m.

1 stop20h 45m

C$ 817

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Winnipeg 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

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

You could potentially save up to 27% on your flight if you consider stops on a Winnipeg to Simpson Bay flight.

When to book flights from Winnipeg to Simpson Bay

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

Estimated round-trip price

Cheap Winnipeg to Simpson Bay (YWG to SXM) flight deals and tips

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

Best price found	C$ 601
Fastest flight time	8h 25m
Direct flights	None

The best flight deal from Winnipeg to Simpson Bay found on momondo in the last 72 hours is C$ 601

The fastest flight from Winnipeg to Simpson Bay takes 8h 25m

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

Search flight deals

Frequently asked questions about flying from Winnipeg to Simpson Bay

How far is Winnipeg to Simpson Bay Princess Juliana by plane?
There are 4653.2 km between Winnipeg and Simpson Bay Princess Juliana. In terms of flight time, this usually takes a little over 8h 25m.
When did momondo last update prices for flights from Winnipeg Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Winnipeg Airport to Simpson Bay Princess Juliana Airport are updated daily.
How many operators does momondo search for flights from Winnipeg Airport to Simpson Bay Princess Juliana Airport?
There is 1 operator available for flights from Winnipeg Airport to Simpson Bay Princess Juliana Airport as of November 2026.
How old do you have to be to fly from Winnipeg Airport to Simpson Bay Princess Juliana Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport 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 you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Winnipeg to Simpson Bay?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Winnipeg to Simpson Bay is WestJet (100% of total bookings).

Best airlines flying from Winnipeg to Simpson Bay

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

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 607	Free Cancellation	Rating 7.2 3,436 reviews		Search WestJet flights

Philipsburg

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

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

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Simpson Bay from Winnipeg.

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

Yes. momondo can track prices for Winnipeg to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Winnipeg to Simpson Bay from C$ 601

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Simpson Bay departing on 6/12. 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 Winnipeg to Simpson Bay

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

WestJet flights from Winnipeg to Simpson Bay

Our best WestJet deals on Winnipeg to Simpson Bay flight tickets

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

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

When to book flights from Winnipeg to Simpson Bay

Cheap Winnipeg to Simpson Bay (YWG to SXM) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Winnipeg to Simpson Bay

Best airlines flying from Winnipeg to Simpson Bay

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

Travelling 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

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