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Cheap flights from Winnipeg to San Juan from C$ 514

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San Juan departing on 7/6. 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

Enter your travel dates to find the best prices.
Air Canada Logo
12:20 p.m. - 11:57 a.m.
YWG
-
SJU
22h 37m
2 stops
Air Canada Logo
3:56 p.m. - 11:39 a.m.
SJU
-
YWG
20h 43m
1 stop
C$ 696Air Canada
Sat, 26 Sep - Wed, 30 Sep
Air Canada Logo
5:10 a.m. - 11:50 p.m.
YWG
-
SJU
17h 40m
2 stops
Air Canada Logo
3:56 p.m. - 11:39 a.m.
SJU
-
YWG
20h 43m
1 stop
C$ 697Air Canada
Sat, 26 Sep - Wed, 30 Sep
United Airlines Logo
7:00 a.m. - 11:50 p.m.
YWG
-
SJU
15h 50m
2 stops
United Airlines Logo
1:00 a.m. - 11:39 a.m.
SJU
-
YWG
11h 39m
2 stops
C$ 703United Airlines
Sat, 26 Sep - Tue, 29 Sep
Air Canada Logo
7:10 p.m. - 1:45 p.m.
YWG
-
SJU
17h 35m
2 stops
Air Canada Logo
6:45 p.m. - 11:12 a.m.
SJU
-
YWG
17h 27m
2 stops
C$ 708Air Canada
Sat, 26 Sep - Wed, 30 Sep
United Airlines Logo
7:00 a.m. - 12:54 p.m.
YWG
-
SJU
28h 54m
2 stops
United Airlines Logo
1:00 a.m. - 11:52 a.m.
SJU
-
YWG
11h 52m
2 stops
C$ 779United Airlines
Sun, 20 Sep - Tue, 22 Sep
United Airlines Logo
7:00 a.m. - 11:50 p.m.
YWG
-
SJU
15h 50m
2 stops
United Airlines Logo
1:00 a.m. - 10:33 p.m.
SJU
-
YWG
22h 33m
2 stops
C$ 882United Airlines
Wed, 12 Aug - Tue, 25 Aug
United Airlines Logo
8:45 a.m. - 5:29 a.m.
YWG
-
SJU
19h 44m
2 stops
United Airlines Logo
1:00 a.m. - 11:20 p.m.
SJU
-
YWG
23h 20m
2 stops
C$ 949United Airlines
Mon, 15 Jun - Fri, 19 Jun
United Airlines Logo
7:00 a.m. - 11:50 p.m.
YWG
-
SJU
15h 50m
2 stops
United Airlines Logo
3:56 p.m. - 10:33 p.m.
SJU
-
YWG
31h 37m
1 stop
C$ 971United Airlines
Wed, 12 Aug - Wed, 26 Aug
United Airlines Logo
8:45 a.m. - 5:38 p.m.
YWG
-
SJU
31h 53m
1 stop
United Airlines Logo
1:00 a.m. - 11:18 p.m.
SJU
-
YWG
23h 18m
2 stops
C$ 1,029United Airlines
Sun, 7 Jun - Mon, 8 Jun
United Airlines Logo
8:45 a.m. - 5:29 a.m.
YWG
-
SJU
19h 44m
2 stops
United Airlines Logo
1:00 a.m. - 11:18 p.m.
SJU
-
YWG
23h 18m
2 stops
C$ 1,036United Airlines
Sun, 7 Jun - Mon, 8 Jun

Air Canada flights from Winnipeg to San Juan

Our best Air Canada deals on Winnipeg to San Juan flight tickets
Air Canada
26 Sep
YWG12:20 p.m.Winnipeg
22h 37m
2 stops
SJU11:57 a.m.San Juan Luis Munoz Marin Intl
30 Sep
SJU3:56 p.m.San Juan Luis Munoz Marin Intl
20h 43m
1 stop
YWG11:39 a.m.Winnipeg
C$ 696
Air Canada
26 Sep
YWG12:20 p.m.Winnipeg
22h 37m
2 stops
SJU11:57 a.m.San Juan Luis Munoz Marin Intl
30 Sep
SJU3:56 p.m.San Juan Luis Munoz Marin Intl
20h 43m
1 stop
YWG11:39 a.m.Winnipeg
C$ 697
Air Canada
26 Sep
YWG7:10 p.m.Winnipeg
17h 35m
2 stops
SJU1:45 p.m.San Juan Luis Munoz Marin Intl
30 Sep
SJU6:45 p.m.San Juan Luis Munoz Marin Intl
17h 27m
2 stops
YWG11:12 a.m.Winnipeg
C$ 708

United Airlines flights from Winnipeg to San Juan

Our best United Airlines deals on Winnipeg to San Juan flight tickets
United Airlines
26 Sep
YWG7:00 a.m.Winnipeg
15h 50m
2 stops
SJU11:50 p.m.San Juan Luis Munoz Marin Intl
29 Sep
SJU1:00 a.m.San Juan Luis Munoz Marin Intl
11h 39m
2 stops
YWG11:39 a.m.Winnipeg
C$ 703
United Airlines
26 Sep
YWG7:00 a.m.Winnipeg
15h 50m
2 stops
SJU11:50 p.m.San Juan Luis Munoz Marin Intl
29 Sep
SJU1:00 a.m.San Juan Luis Munoz Marin Intl
11h 39m
2 stops
YWG11:39 a.m.Winnipeg
C$ 755
United Airlines
26 Sep
YWG8:30 a.m.Winnipeg
32h 08m
1 stop
SJU5:38 p.m.San Juan Luis Munoz Marin Intl
30 Sep
SJU3:56 p.m.San Juan Luis Munoz Marin Intl
20h 43m
1 stop
YWG11:39 a.m.Winnipeg
C$ 880

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 27 May 2026.
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

Cheapest round-trip

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 26/9

12:20 p.m.-11:57 a.m.

2 stops22h 37m

San Juan Luis Munoz Marin Intl

Wed 30/9

3:56 p.m.-11:39 a.m.

1 stop20h 43m

C$ 696

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 26/9

5:10 a.m.-11:50 p.m.

2 stops17h 40m

San Juan Luis Munoz Marin Intl

Wed 30/9

3:56 p.m.-11:39 a.m.

1 stop20h 43m

C$ 697
Quickest round-trip

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 26/9

7:00 a.m.-11:50 p.m.

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Tue 29/9

1:00 a.m.-11:39 a.m.

2 stops11h 39m

C$ 703

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 26/9

7:10 p.m.-1:45 p.m.

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Wed 30/9

6:45 p.m.-11:12 a.m.

2 stops17h 27m

C$ 708

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 20/9

7:00 a.m.-12:54 p.m.

2 stops28h 54m

San Juan Luis Munoz Marin Intl

Tue 22/9

1:00 a.m.-11:52 a.m.

2 stops11h 52m

C$ 779

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 12/8

7:00 a.m.-11:50 p.m.

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Tue 25/8

1:00 a.m.-10:33 p.m.

2 stops22h 33m

C$ 882

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 15/6

8:45 a.m.-5:29 a.m.

2 stops19h 44m

San Juan Luis Munoz Marin Intl

Fri 19/6

1:00 a.m.-11:20 p.m.

2 stops23h 20m

C$ 949

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 12/8

7:00 a.m.-11:50 p.m.

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Wed 26/8

3:56 p.m.-10:33 p.m.

1 stop31h 37m

C$ 971

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 7/6

8:45 a.m.-5:38 p.m.

1 stop31h 53m

San Juan Luis Munoz Marin Intl

Mon 8/6

1:00 a.m.-11:18 p.m.

2 stops23h 18m

C$ 1,029

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 7/6

8:45 a.m.-5:29 a.m.

2 stops19h 44m

San Juan Luis Munoz Marin Intl

Mon 8/6

1:00 a.m.-11:18 p.m.

2 stops23h 18m

C$ 1,036

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Winnipeg and San Juan?

What is the cheapest month to fly to San Juan?

The month of October is, on average, the cheapest month to fly to San Juan from Winnipeg, with most prices found around C$ 0. If you aren’t able to travel to San Juan during the month of October, then flying in May is also cheap. Prices for this month can be found on momondo for an average of C$ 0.

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

Fastest flight time

15h 50m

Direct flights

None
The fastest flight from Winnipeg to San Juan takes 15h 50m
There are no direct flights from Winnipeg to San Juan. There are no popular flight routes from Winnipeg to San Juan.
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Frequently asked questions about flying from Winnipeg to San Juan

  • 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 15h 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
WestJetPriceFrom C$ 779Free CancellationRating
7.2
3,347 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.

An easier way to manage your San Juan trip

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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