$250 Cheap Flights from San Juan (SJU) to Winnipeg (YWG)

View $250 flight on Tue, Dec 9, 2025Opens in a new window

Popular airlines from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)

Cheap Flights from San Juan to Winnipeg (SJU-YWG)

Prices were available within the past 7 days and start at $250 for one-way flights and $652 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$652 Roundtrip, found 6 days ago
$652
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $652 found 6 days ago
United
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$662 Roundtrip, found 6 days ago
$662
Roundtrip
found 6 days ago
Select United flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $662 found 6 days ago
United
Wed, Nov 12 - Sat, Nov 15
SJU
San Juan
YWG
Winnipeg
$668 Roundtrip, found 3 days ago
$668
Roundtrip
found 3 days ago
Select United flight, departing Wed, Nov 12 from San Juan to Winnipeg, returning Sat, Nov 15, priced at $668 found 3 days ago
Air Canada
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$679 Roundtrip, found 6 days ago
$679
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $679 found 6 days ago
WestJet
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$682 Roundtrip, found 6 days ago
$682
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $682 found 6 days ago
Air Canada
Fri, Nov 7 - Mon, Nov 10
SJU
San Juan
YWG
Winnipeg
$685 Roundtrip, found 3 days ago
$685
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Nov 7 from San Juan to Winnipeg, returning Mon, Nov 10, priced at $685 found 3 days ago
Air Canada
Fri, Nov 7 - Sat, Nov 15
SJU
San Juan
YWG
Winnipeg
$693 Roundtrip, found 3 days ago
$693
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Nov 7 from San Juan to Winnipeg, returning Sat, Nov 15, priced at $693 found 3 days ago
United
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$694 Roundtrip, found 6 days ago
$694
Roundtrip
found 6 days ago
Select United flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $694 found 6 days ago
United
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$707 Roundtrip, found 6 days ago
$707
Roundtrip
found 6 days ago
Select United flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $707 found 6 days ago
Delta
Fri, Dec 5 - Tue, Dec 9
SJU
San Juan
YWG
Winnipeg
$773 Roundtrip, found 6 days ago
$773
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Dec 5 from San Juan to Winnipeg, returning Tue, Dec 9, priced at $773 found 6 days ago
Flights from San Juan (SJU) to Winnipeg (YWG)
Origin airport
Luis Munoz Marin Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Airlines serving
Air Canada, United, WestJet
Roundtrip price
$651
Distance
2773 mi

San Juan to Winnipeg Flights

The cheapest times to fly from San Juan to Winnipeg

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San Juan to Winnipeg are during the month of December. You can find some of the cheapest flights from San Juan to Winnipeg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San Juan to Winnipeg

Sunday is one of the best days to book for cheap flights from San Juan to Winnipeg: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San Juan to Winnipeg

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San Juan to Winnipeg in 2025. You can also book with separate airlines for your outbound and return journeys, from $250 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San Juan to Winnipeg flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San Juan to Winnipeg airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) cost?
Snag a cheap one-way flight from $250 or cheap return flight from $652 from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
The cheapest month to fly from SJU to YWG is December, when there's less demand. Off-peak season is generally when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To find the cheapest airline that'll fly you from SJU to YWG, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
There aren't any daily direct flights available from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from SJU to YWG?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can change depending on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
To avoid possible delays on the Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) route, travel before 3 PM. Departures after this hour have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG) last-minute?
Holding off until right before your break to book a ticket from SJU to YWG generally means paying more. While you may come across some last-minute deals, they're not always guaranteed. Be flexible with your itinerary to boost your chances of snagging a bargain.
Is it cheaper to book a SJU to YWG flight and hotel package?
You can save money by securing a SJU to YWG flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've selected your preferred flights and accommodations, you can add extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Luis Munoz Marin Intl. Airport (SJU) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
In most cases, you can cancel or modify your SJU to YWG flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you want more information, head to our Customer Service portal.

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*Available to One Key members.