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Cheap flights from Winnipeg to San Juan from C$ 613

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San Juan departing on 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Winnipeg to San Juan

Cheap round-trip flights

Logo
9:00 p.m. - 2:54 p.m.YWG-SJU
15h 54m2 stops
Logo
3:59 p.m. - 3:07 p.m.SJU-YWG
25h 08m1 stop
C$ 613
Find Deal
Tue, 2 Dec - Tue, 9 Dec
Logo
4:00 p.m. - 7:21 p.m.YWG-SJU
25h 21m1 stop
Logo
7:54 p.m. - 3:07 p.m.SJU-YWG
21h 13m2 stops
C$ 624
Find Deal
Fri, 5 Dec - Tue, 9 Dec
Logo
7:30 a.m. - 7:49 p.m.YWG-SJU
34h 19m2 stops
Logo
3:59 p.m. - 3:07 p.m.SJU-YWG
25h 08m1 stop
C$ 644
Find Deal
Wed, 3 Dec - Tue, 9 Dec
Air Canada Logo
8:15 a.m. - 6:12 a.m.YWG-SJU
19h 57m2 stops
Air Canada Logo
2:05 a.m. - 4:35 p.m.SJU-YWG
16h 30m2 stops
C$ 691Air Canada
Find Deal
Sun, 8 Feb - Thu, 12 Feb
Air Canada Logo
2:15 p.m. - 9:00 p.m.YWG-SJU
28h 45m1 stop
Air Canada Logo
8:35 a.m. - 11:39 a.m.SJU-YWG
29h 04m1 stop
C$ 692Air Canada
Find Deal
Sun, 8 Feb - Fri, 13 Feb
Delta Logo
5:38 p.m. - 12:40 p.m.YWG-SJU
17h 02m2 stops
Delta Logo
7:30 a.m. - 3:07 p.m.SJU-YWG
9h 37m1 stop
C$ 797Delta
Find Deal
Wed, 3 Dec - Wed, 10 Dec
United Airlines Logo
5:30 a.m. - 9:00 p.m.YWG-SJU
13h 30m2 stops
United Airlines Logo
8:30 a.m. - 8:55 p.m.SJU-YWG
14h 25m2 stops
C$ 809United Airlines
Find Deal
Tue, 2 Dec - Tue, 9 Dec
United Airlines Logo
8:40 a.m. - 6:25 p.m.YWG-SJU
31h 45m1 stop
United Airlines Logo
8:30 a.m. - 8:55 p.m.SJU-YWG
14h 25m2 stops
C$ 818United Airlines
Find Deal
Tue, 2 Dec - Wed, 10 Dec
WestJet Logo
5:00 a.m. - 11:17 p.m.YWG-SJU
16h 17m2 stops
WestJet Logo
7:30 a.m. - 12:42 a.m.SJU-YWG
19h 12m2 stops
C$ 838WestJet
Find Deal
Thu, 27 Nov - Sat, 6 Dec
WestJet Logo
7:30 a.m. - 11:17 p.m.YWG-SJU
13h 47m1 stop
WestJet Logo
7:30 a.m. - 3:07 p.m.SJU-YWG
9h 37m1 stop
C$ 845WestJet
Find Deal
Wed, 3 Dec - Wed, 10 Dec

Air Canada flights from Winnipeg to San Juan

Our best Air Canada deals on Winnipeg to San Juan flight tickets
Air Canada
8 Feb
YWG8:15 a.m.Winnipeg
19h 57m
2 stops
SJU6:12 a.m.San Juan Luis Munoz Marin Intl
12 Feb
SJU2:05 a.m.San Juan Luis Munoz Marin Intl
16h 30m
2 stops
YWG4:35 p.m.Winnipeg
C$ 691
Find similar
Air Canada
8 Feb
YWG2:15 p.m.Winnipeg
28h 45m
1 stop
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
13 Feb
SJU8:35 a.m.San Juan Luis Munoz Marin Intl
29h 04m
1 stop
YWG11:39 a.m.Winnipeg
C$ 692
Find similar
Air Canada
8 Feb
YWG2:15 p.m.Winnipeg
28h 45m
1 stop
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
12 Feb
SJU2:05 a.m.San Juan Luis Munoz Marin Intl
16h 30m
2 stops
YWG4:35 p.m.Winnipeg
C$ 697
Find similar

United Airlines flights from Winnipeg to San Juan

Our best United Airlines deals on Winnipeg to San Juan flight tickets
United Airlines
2 Dec
YWG5:30 a.m.Winnipeg
13h 30m
2 stops
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
9 Dec
SJU8:30 a.m.San Juan Luis Munoz Marin Intl
14h 25m
2 stops
YWG8:55 p.m.Winnipeg
C$ 809
Find similar
United Airlines
2 Dec
YWG8:40 a.m.Winnipeg
31h 45m
1 stop
SJU6:25 p.m.San Juan Luis Munoz Marin Intl
10 Dec
SJU8:30 a.m.San Juan Luis Munoz Marin Intl
14h 25m
2 stops
YWG8:55 p.m.Winnipeg
C$ 818
Find similar
United Airlines
6 Dec
YWG8:40 a.m.Winnipeg
31h 45m
1 stop
SJU6:25 p.m.San Juan Luis Munoz Marin Intl
8 Dec
SJU2:05 a.m.San Juan Luis Munoz Marin Intl
11h 52m
2 stops
YWG11:57 a.m.Winnipeg
C$ 837
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 14 August 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

Tue 2/12

9:00 p.m.-2:54 p.m.

2 stops15h 54m

San Juan Luis Munoz Marin Intl

Tue 9/12

3:59 p.m.-3:07 p.m.

1 stop25h 08m

C$ 613

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 5/12

4:00 p.m.-7:21 p.m.

1 stop25h 21m

San Juan Luis Munoz Marin Intl

Tue 9/12

7:54 p.m.-3:07 p.m.

2 stops21h 13m

C$ 624

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 3/12

7:30 a.m.-7:49 p.m.

2 stops34h 19m

San Juan Luis Munoz Marin Intl

Tue 9/12

3:59 p.m.-3:07 p.m.

1 stop25h 08m

C$ 644

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

8:15 a.m.-6:12 a.m.

2 stops19h 57m

San Juan Luis Munoz Marin Intl

Thu 12/2

2:05 a.m.-4:35 p.m.

2 stops16h 30m

C$ 691

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

2:15 p.m.-9:00 p.m.

1 stop28h 45m

San Juan Luis Munoz Marin Intl

Fri 13/2

8:35 a.m.-11:39 a.m.

1 stop29h 04m

C$ 692

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 3/12

5:38 p.m.-12:40 p.m.

2 stops17h 02m

San Juan Luis Munoz Marin Intl

Wed 10/12

7:30 a.m.-3:07 p.m.

1 stop9h 37m

C$ 797

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 2/12

5:30 a.m.-9:00 p.m.

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Tue 9/12

8:30 a.m.-8:55 p.m.

2 stops14h 25m

C$ 809

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 2/12

8:40 a.m.-6:25 p.m.

1 stop31h 45m

San Juan Luis Munoz Marin Intl

Wed 10/12

8:30 a.m.-8:55 p.m.

2 stops14h 25m

C$ 818

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 27/11

5:00 a.m.-11:17 p.m.

2 stops16h 17m

San Juan Luis Munoz Marin Intl

Sat 6/12

7:30 a.m.-12:42 a.m.

2 stops19h 12m

C$ 838

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 3/12

7:30 a.m.-11:17 p.m.

1 stop13h 47m

San Juan Luis Munoz Marin Intl

Wed 10/12

7:30 a.m.-3:07 p.m.

1 stop9h 37m

C$ 845

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to San Juan from

How to get the cheapest flight ticket from Winnipeg to San Juan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San Juan?

The month of April is, on average, the cheapest month to fly to San Juan from Winnipeg, with most prices found around C$ 637. If you aren’t able to travel to San Juan during the month of April, then flying in May is also cheap. Prices for this month can be found on momondo for an average of C$ 753.

What is the cheapest day to depart on your flight to San Juan?

According to our data, Tuesday is the cheapest day to fly to San Juan from Winnipeg. The lowest ticket price found for a Tuesday departure recently was C$ 793. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Winnipeg because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 1,065.

What is the cheapest time of day to depart on your flight to San Juan?

Our most recent data shows that the best time of day to fly to San Juan is in the afternoon. Flights from Winnipeg to San Juan during this time can be as low as C$ 791. In the morning is when there is more demand to fly to San Juan, so prices are often more expensive at around C$ 919 per ticket.

Cheap Winnipeg to San Juan flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to San Juan

Best price found

C$ 613

Fastest flight time

8h 50m

Direct flights

None

Airports in San Juan

1 airport
The best flight deal from Winnipeg to San Juan found on momondo in the last 72 hours is C$ 613
The fastest flight from Winnipeg to San Juan takes 8h 50m
There are no direct flights from Winnipeg to San Juan. Popular non-direct route for this connection is Winnipeg Airport - San Juan Luis Munoz Marin Intl Airport.
There is 1 airport near San Juan: San Juan Luis Munoz Marin Intl (SJU)
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  • How far is Winnipeg to San Juan by plane?

    Winnipeg and San Juan are 4446.0 km apart from one another. In terms of flight time, this usually takes a little over 8h 50m.

  • When did momondo last update prices for flights from Winnipeg Airport to San Juan?

    Prices for flights from Winnipeg Airport to San Juan are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to San Juan?

  • How old do you have to be to fly from Winnipeg Airport to San Juan?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Winnipeg Airport to San Juan.

  • What documentation or ID do you need to fly to San Juan?

    The necessary travel and health documents for your San Juan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Winnipeg to San Juan

Compare and see reviews for airlines that fly from Winnipeg to San Juan with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 468Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
WestJetPriceFrom C$ 743Free CancellationRating
7.2
3,015 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to San Juan?

It is quick and easy to find Winnipeg to San Juan flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San Juan that suits you.

Can I find flights from Winnipeg to San Juan with flexible booking policies on momondo?

Yes. All flights to San Juan from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Winnipeg to San Juan?

momondo provides multiple filters to help you find the best flight to San Juan from Winnipeg. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Winnipeg to San Juan right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Winnipeg to San Juan flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to Puerto Rico

Fly into one of these airports located in San Juan

Airports listed have a maximum distance of 11.5 km from San Juan
San Juan Isla Grande Airport
San Juan Luis Munoz Marin Intl Airport