How long is the flight from Winnipeg to Puerto Rico?

A quick flight from Winnipeg to Puerto Rico can take about 25h 45m. Air Canada provides one of the quickest options available for as low as C$ 744. The distance between Winnipeg and Puerto Rico is about 4461 km. This flight may include one or multiple stops.

In terms of precipitation, rainfall in Puerto Rico ranges from 55.0 - 156.0 mm per month. November is typically the wettest month, when rainfall can reach 156.0 mm. March is typically the driest time to visit Puerto Rico when rainfall is around 55.0 mm.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

What is the cheapest time of day to fly from YWG to PR?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Puerto Rico as you normally would.

What airport do you fly from for flights from Winnipeg to Puerto Rico?

Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Puerto Rico. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

Can I find deals for flights from Winnipeg to Puerto Rico that include hotel bookings?

Yes. In addition to deals on Winnipeg to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Winnipeg to Puerto Rico?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Puerto Rico.

Can I find deals for business class flights from Winnipeg to Puerto Rico?

Yes. Cheapflights offers flight deals from Winnipeg to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 330+ Cheap Flights from Winnipeg to Puerto Rico

Cheap flight deals from Winnipeg to Puerto Rico

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Winnipeg to Puerto Rico
Explore the most affordable flight options available from Winnipeg to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 October 2026.

Mon 7/129:05 a.m. -

2 stops25h 45m

Tue 8/122:05 a.m. -

2 stops16h 33m

Deal found 20/10C$ 744

Mon 7/129:40 a.m. -

1 stop31h 45m

Tue 8/122:05 a.m. -

2 stops12h 18m

Deal found 22/10C$ 812

Tue 1/123:15 p.m. -

2 stops19h 35m

Sat 5/128:05 a.m. -

2 stops14h 50m

Deal found 21/10C$ 818

Tue 1/129:05 p.m. -

2 stops22h 32m

Fri 4/122:49 a.m. -

3 stops23h 21m

Deal found 21/10C$ 898

Find flight deals from Winnipeg to Puerto Rico

Round-trip from	C$ 744
One-way from	C$ 330
Popular in	November
Cheapest in	September

Air Canada
7/12-8/12
4 total stops
42h 18m total
Winnipeg to Puerto Rico

Search Deals

4/12-31/12
2 total stops
26h 32m total
Winnipeg to Puerto Rico

Search Deals

Highest demand for flights based on searches. 17% potential increase in price (C$ 315 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 8% potential price decrease (C$ 120 potential savings vs. average RT price).

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Tue 8/12

9:40 a.m.-12:36 a.m.

2 stops13h 56m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 339

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Sat 5/12

8:20 p.m.-1:30 p.m.

1 stop16h 10m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 353

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Sat 21/11

7:55 p.m.-1:30 p.m.

1 stop16h 35m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 353

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Tue 8/12

9:35 p.m.-1:19 a.m.

3 stops26h 44m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 399

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Sat 21/11

9:35 p.m.-9:49 p.m.

3 stops47h 14m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 478

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Fri 5/3

11:40 a.m.-8:00 p.m.

3 stops31h 20m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 507

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Fri 4/12

3:15 p.m.-3:40 p.m.

1 stop23h 25m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 510

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Mon 1/3

9:40 a.m.-6:25 p.m.

1 stop31h 45m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 524

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Fri 5/3

9:40 a.m.-6:25 p.m.

1 stop31h 45m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 559

WinnipegSan Juan

YWG Winnipeg - SJU San Juan Luis Munoz Marin Intl

YWGSJU

Winnipeg

Thu 1/4

9:35 p.m.-1:05 p.m.

2 stops38h 30m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 627

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/10

Showing 1-10 of 14 resultsSorted by cheapest first

Best time to book a flight from Winnipeg to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Winnipeg with our price prediction graph.

YWG-SJU

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Puerto Rico

YWG-PR0

YWG-SJU

No data available for this route at this time. Please check back soon.

Related info for your journey

What airport do you fly from for flights from Winnipeg to Puerto Rico?
Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Puerto Rico. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.
How long is the flight from Winnipeg to Puerto Rico?
A quick flight from Winnipeg to Puerto Rico can take about 25h 45m. Air Canada provides one of the quickest options available for as low as C$ 744. The distance between Winnipeg and Puerto Rico is about 4461 km. This flight may include one or multiple stops.
Can I find deals for flights from Winnipeg to Puerto Rico that include hotel bookings?
Yes. In addition to deals on Winnipeg to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to Puerto Rico?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Puerto Rico.
Can I find deals for business class flights from Winnipeg to Puerto Rico?
Yes. Cheapflights offers flight deals from Winnipeg to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Puerto Rico. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Puerto Rico?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Puerto Rico for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Puerto Rico with no change fees?

Yes, we can. To see specific flights from Winnipeg to Puerto Rico with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Puerto Rico become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Puerto Rico flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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Cheap flights from Winnipeg to Puerto Rico from C$ 330

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Puerto Rico

Cheapest flights from Winnipeg to Puerto RicoExplore the most affordable flight options available from Winnipeg to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 October 2026.

Explore the most affordable flight options available from Winnipeg to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 October 2026.

Best flights from Winnipeg to Puerto RicoDiscover carefully curated flight deals from Winnipeg to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 25 October 2026.

Discover carefully curated flight deals from Winnipeg to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 25 October 2026.

Last-minute flights from Winnipeg to Puerto RicoDiscover last-minute flight deals from Winnipeg to Puerto Rico. Data last updated 25 October 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to Puerto Rico. Data last updated 25 October 2026 and is based on user searches.

One-way flights from Winnipeg to Puerto RicoSearch for one-way flight options from Winnipeg to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated 25 October 2026.

Search for one-way flight options from Winnipeg to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated 25 October 2026.

Find flight deals from Winnipeg to Puerto Rico

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Use the filters below to find and compare flights from Winnipeg to Puerto Rico that are best for you.

Best time to book a flight from Winnipeg to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Winnipeg with our price prediction graph.

Cheapflights Insights

Related info for your journey

What airport do you fly from for flights from Winnipeg to Puerto Rico?

How long is the flight from Winnipeg to Puerto Rico?

Can I find deals for flights from Winnipeg to Puerto Rico that include hotel bookings?

How can I find direct flights from Winnipeg to Puerto Rico?

Can I find deals for business class flights from Winnipeg to Puerto Rico?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to

Book a non-stop flight to one of these other cities located in .

Search flights from Winnipeg to Puerto Rico by cabin class

Find flights from Winnipeg to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Winnipeg and Puerto Rico flights

Browse other Winnipeg and Puerto Rico flight options. Last updated on 25 October 2026.

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How does Cheapflights help users find flights from Winnipeg to Puerto Rico?

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Can Cheapflights find flights from Winnipeg to Puerto Rico with no change fees?

Can Cheapflights notify me if prices for flights from Winnipeg to Puerto Rico become cheaper?

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Cheapest flights from Winnipeg to Puerto Rico
Explore the most affordable flight options available from Winnipeg to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 October 2026.

Best flights from Winnipeg to Puerto Rico
Discover carefully curated flight deals from Winnipeg to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 25 October 2026.

Last-minute flights from Winnipeg to Puerto Rico
Discover last-minute flight deals from Winnipeg to Puerto Rico. Data last updated 25 October 2026 and is based on user searches.

One-way flights from Winnipeg to Puerto Rico
Search for one-way flight options from Winnipeg to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated 25 October 2026.