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.
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 |
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Cheapest in | April |
Average price | C$ 774 |
Find flight deals from Winnipeg to San Juan
Cheapest flights from Winnipeg to San JuanExplore 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.
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.
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
Fly to
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
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
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
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
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.
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.
Browse thousands of different options on Cheapflights for your next trip
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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.
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.