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Cheap flights from Winnipeg to San Juan from C$ 374

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJU
22 Apr — 29 Apr1
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 17 April 2025.

Round-trip from

C$ 589

One-way from

C$ 374

Popular in

October

Cheapest in

April

Average price

C$ 588
5/5-11/5
  • 5/5-11/5
  • 2 total stops
  • 40h 26m total
  • Winnipeg to San Juan
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Delta
  • Delta
  • 31/5
  • 2 total stops
  • 18h 10m total
  • Winnipeg to San Juan
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Highest demand for flights based on searches. 7% potential increase in price (C$ 90 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 44 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 17 April 2025.

Sun 16/115:15 a.m.YWG - SJU
2 stops17h 21mAir Canada
Sun 23/113:45 p.m.SJU - YWG
2 stops32h 48mAir Canada
Deal found 17/4C$ 654
Wed 13/89:00 a.m.YWG - SJU
1 stop28h 23mMultiple Airlines
Mon 18/82:06 a.m.SJU - YWG
2 stops15h 17mMultiple Airlines
Deal found 16/4C$ 714
Wed 13/89:00 a.m.YWG - SJU
1 stop12h 12mWestJet
Tue 19/82:39 p.m.SJU - YWG
1 stop26h 44mWestJet
Deal found 16/4C$ 735
Wed 13/87:40 a.m.YWG - SJU
2 stops15h 14mUnited Airlines
Mon 18/81:05 a.m.SJU - YWG
2 stops17h 33mUnited Airlines
Deal found 16/4C$ 991

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 17 April 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 13/8

9:00 a.m.-2:23 p.m.

1 stop28h 23m

San Juan Luis Munoz Marin Intl

Mon 18/8

2:06 a.m.-4:23 p.m.

2 stops15h 17m

C$ 714

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 13/8

9:00 a.m.-10:12 p.m.

1 stop12h 12m

San Juan Luis Munoz Marin Intl

Tue 19/8

2:39 p.m.-4:23 p.m.

1 stop26h 44m

C$ 735

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 13/8

7:40 a.m.-11:54 p.m.

2 stops15h 14m

San Juan Luis Munoz Marin Intl

Mon 18/8

1:05 a.m.-5:38 p.m.

2 stops17h 33m

C$ 991

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

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 17 April 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.

Rainfall in San Juan by month

Plan your trip to San Juan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Juan 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 San Juan when rainfall is around 55.0 mm.

Temperature in San Juan by month

Plan your trip to San Juan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Juan, 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).

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated 17 April 2025.
Delta
8.0
Very good
7,917 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

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

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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.
Winnipeg to Luis Munoz Marin Intl flights

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 17 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 472AverageC$ 797FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 757AverageC$ 857FlexibilityNo 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.

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