Find flights
When to book
FAQs

Cheap flights from Winnipeg to San Juan from C$ 591

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJU
7 Jul — 14 Jul1
1 adult

Cheap flight deals from Winnipeg to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 2 July 2025.

Popular in

October

Cheapest in

April

Average price

C$ 774
Highest demand for flights based on searches. 8% potential increase in price (C$ 103 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 40 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Winnipeg to San Juan

Cheapest flights from Winnipeg to San Juan
Explore the most affordable flight options available from Winnipeg to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2 July 2025.

Wed 3/125:38 p.m.YWG - SJU
2 stops21h 37mDelta
Wed 10/121:50 p.m.SJU - YWG
2 stops23h 48mDelta
Deal found 2/7C$ 591
Sat 6/128:30 a.m.YWG - SJU
2 stops11h 52mUnited Airlines
Sat 13/128:30 a.m.SJU - YWG
2 stops14h 18mUnited Airlines
Deal found 2/7C$ 671
Tue 9/128:15 a.m.YWG - SJU
2 stops14h 21mAir Canada
Tue 16/127:35 p.m.SJU - YWG
2 stops23h 00mAir Canada
Deal found 2/7C$ 677
Sat 6/125:00 a.m.YWG - SJU
2 stops31h 15mWestJet
Sat 13/123:30 p.m.SJU - YWG
1 stop25h 40mWestJet
Deal found 2/7C$ 803

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 2 July 2025.
Use the filters below to find and compare flights from Winnipeg to San Juan that are best for you.

Fly from

Winnipeg

Fly to

San Juan

Route

Depart

Return

Price

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 3/12

5:38 p.m.-5:15 p.m.

2 stops21h 37m

San Juan Luis Munoz Marin Intl

Wed 10/12

1:50 p.m.-11:38 a.m.

2 stops23h 48m

C$ 591

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 6/12

8:30 a.m.-10:22 p.m.

2 stops11h 52m

San Juan Luis Munoz Marin Intl

Sat 13/12

8:30 a.m.-8:48 p.m.

2 stops14h 18m

C$ 671

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 9/12

8:15 a.m.-12:36 a.m.

2 stops14h 21m

San Juan Luis Munoz Marin Intl

Wed 10/12

7:35 p.m.-4:35 p.m.

2 stops23h 00m

C$ 677

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 6/12

5:00 a.m.-2:15 p.m.

2 stops31h 15m

San Juan Luis Munoz Marin Intl

Sat 13/12

3:30 p.m.-3:10 p.m.

1 stop25h 40m

C$ 803

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Best time to book a flight from Winnipeg to San Juan

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

What is the cheapest month to book a flight from Winnipeg to San Juan?

Currently, April is the cheapest month in which you can book a flight from Winnipeg to San Juan (average of C$ 254). Flying from Winnipeg to San Juan in July is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Winnipeg to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 2 July 2025.

One of the essential ways to save on airfare from Winnipeg to San Juan is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 14% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Winnipeg to San Juan?

    Located just 7.3 km from the city centre, Winnipeg is the airport most travellers will use when flying to San Juan from Winnipeg. Booking flights from Winnipeg (YWG) to San Juan should be relatively easy as there are 0 daily outbound flights to San Juan from 2 different airlines.

  • Can I find deals for flights from Winnipeg to San Juan that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to San Juan?

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

  • Can I find deals for business class flights from Winnipeg to San Juan?

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

  • What is the cheapest month to book a flight from Winnipeg to San Juan?

    Currently, April is the cheapest month in which you can book a flight from Winnipeg to San Juan (average of C$ 254). Flying from Winnipeg to San Juan in July is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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 San Juan

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

Top 2 airlines flying from Winnipeg to San Juan

Discover the top 2 airlines that operate flights from Winnipeg to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 2 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 463AverageC$ 760FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 736AverageC$ 838FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to San Juan?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to San Juan. 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 San Juan?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to San Juan from Winnipeg.

Can Cheapflights find flights from Winnipeg to San Juan with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to San Juan flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to San Juan become cheaper?

Yes! Start tracking prices for Winnipeg to San Juan flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.