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Cheap flights from Winnipeg to San Juan from C$ 389

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 21/8. 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
1 adult, Economy, 0 bags

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
7:00 a.m. - 2:44 p.m.
YWG
-
SJU
30h 44m
1 stop
Air Canada Logo
2:55 p.m. - 11:12 a.m.
SJU
-
YWG
21h 17m
2 stops
C$ 696Air Canada
Mon, 7 Sep - Thu, 10 Sep
Air Canada Logo
5:25 p.m. - 1:53 p.m.
YWG
-
SJU
19h 28m
2 stops
Air Canada Logo
2:55 p.m. - 11:12 a.m.
SJU
-
YWG
21h 17m
2 stops
C$ 708Air Canada
Mon, 7 Sep - Thu, 10 Sep
United Airlines Logo
2:00 p.m. - 1:53 p.m.
YWG
-
SJU
22h 53m
2 stops
United Airlines Logo
1:00 a.m. - 11:52 a.m.
SJU
-
YWG
11h 52m
2 stops
C$ 752United Airlines
Mon, 7 Sep - Fri, 11 Sep
United Airlines Logo
7:00 a.m. - 2:44 p.m.
YWG
-
SJU
30h 44m
1 stop
United Airlines Logo
3:56 p.m. - 10:33 p.m.
SJU
-
YWG
31h 37m
1 stop
C$ 887United Airlines
Mon, 7 Sep - Thu, 10 Sep
United Airlines Logo
2:00 p.m. - 1:53 p.m.
YWG
-
SJU
22h 53m
2 stops
United Airlines Logo
4:55 p.m. - 11:52 a.m.
SJU
-
YWG
19h 57m
2 stops
C$ 890United Airlines
Mon, 7 Sep - Thu, 10 Sep
United Airlines Logo
2:00 p.m. - 1:53 p.m.
YWG
-
SJU
22h 53m
2 stops
United Airlines Logo
4:55 p.m. - 11:52 a.m.
SJU
-
YWG
19h 57m
2 stops
C$ 892United Airlines
Mon, 7 Sep - Thu, 10 Sep
United Airlines Logo
7:00 a.m. - 2:44 p.m.
YWG
-
SJU
30h 44m
1 stop
United Airlines Logo
1:25 p.m. - 11:15 a.m.
SJU
-
YWG
22h 50m
2 stops
C$ 919United Airlines
Sun, 16 Aug - Tue, 25 Aug
United Airlines Logo
7:00 a.m. - 2:44 p.m.
YWG
-
SJU
30h 44m
1 stop
United Airlines Logo
3:56 p.m. - 10:33 p.m.
SJU
-
YWG
31h 37m
1 stop
C$ 934United Airlines
Mon, 7 Sep - Thu, 10 Sep
WestJet Logo
6:15 a.m. - 1:16 p.m.
YWG
-
SJU
30h 01m
2 stops
WestJet Logo
7:30 a.m. - 5:15 p.m.
SJU
-
YWG
34h 45m
2 stops
C$ 940WestJet
Thu, 6 Aug - Mon, 10 Aug
United Airlines Logo
7:00 a.m. - 8:34 p.m.
YWG
-
SJU
12h 34m
1 stop
United Airlines Logo
7:20 a.m. - 11:52 a.m.
SJU
-
YWG
29h 32m
2 stops
C$ 975United Airlines
Thu, 6 Aug - Mon, 10 Aug

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Air Canada flights from Winnipeg to San Juan

Our best Air Canada deals on Winnipeg to San Juan flight tickets
Air Canada
7 Sep
YWG7:00 a.m.Winnipeg
30h 44m
1 stop
SJU2:44 p.m.San Juan Luis Munoz Marin Intl
10 Sep
SJU2:55 p.m.San Juan Luis Munoz Marin Intl
21h 17m
2 stops
YWG11:12 a.m.Winnipeg
C$ 696
Air Canada
7 Sep
YWG5:25 p.m.Winnipeg
19h 28m
2 stops
SJU1:53 p.m.San Juan Luis Munoz Marin Intl
10 Sep
SJU2:55 p.m.San Juan Luis Munoz Marin Intl
21h 17m
2 stops
YWG11:12 a.m.Winnipeg
C$ 708
Air Canada
14 Sep
YWG2:00 p.m.Winnipeg
23h 44m
1 stop
SJU2:44 p.m.San Juan Luis Munoz Marin Intl
16 Sep
SJU1:00 a.m.San Juan Luis Munoz Marin Intl
21h 14m
2 stops
YWG9:14 p.m.Winnipeg
C$ 2,378

United Airlines flights from Winnipeg to San Juan

Our best United Airlines deals on Winnipeg to San Juan flight tickets
United Airlines
7 Sep
YWG2:00 p.m.Winnipeg
22h 53m
2 stops
SJU1:53 p.m.San Juan Luis Munoz Marin Intl
11 Sep
SJU1:00 a.m.San Juan Luis Munoz Marin Intl
11h 52m
2 stops
YWG11:52 a.m.Winnipeg
C$ 752
United Airlines
7 Sep
YWG7:00 a.m.Winnipeg
30h 44m
1 stop
SJU2:44 p.m.San Juan Luis Munoz Marin Intl
10 Sep
SJU3:56 p.m.San Juan Luis Munoz Marin Intl
31h 37m
1 stop
YWG10:33 p.m.Winnipeg
C$ 887
United Airlines
7 Sep
YWG2:00 p.m.Winnipeg
22h 53m
2 stops
SJU1:53 p.m.San Juan Luis Munoz Marin Intl
10 Sep
SJU4:55 p.m.San Juan Luis Munoz Marin Intl
19h 57m
2 stops
YWG11:52 a.m.Winnipeg
C$ 890

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 12 July 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

Mon 7/9

7:00 a.m.-2:44 p.m.

1 stop30h 44m

San Juan Luis Munoz Marin Intl

Thu 10/9

2:55 p.m.-11:12 a.m.

2 stops21h 17m

C$ 696

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

5:25 p.m.-1:53 p.m.

2 stops19h 28m

San Juan Luis Munoz Marin Intl

Thu 10/9

2:55 p.m.-11:12 a.m.

2 stops21h 17m

C$ 708
Quickest round-trip

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

2:00 p.m.-1:53 p.m.

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Fri 11/9

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

2 stops11h 52m

C$ 752

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

7:00 a.m.-2:44 p.m.

1 stop30h 44m

San Juan Luis Munoz Marin Intl

Thu 10/9

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

1 stop31h 37m

C$ 887

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

2:00 p.m.-1:53 p.m.

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Thu 10/9

4:55 p.m.-11:52 a.m.

2 stops19h 57m

C$ 890

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

2:00 p.m.-1:53 p.m.

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Thu 10/9

4:55 p.m.-11:52 a.m.

2 stops19h 57m

C$ 892

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 16/8

7:00 a.m.-2:44 p.m.

1 stop30h 44m

San Juan Luis Munoz Marin Intl

Tue 25/8

1:25 p.m.-11:15 a.m.

2 stops22h 50m

C$ 919

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 7/9

7:00 a.m.-2:44 p.m.

1 stop30h 44m

San Juan Luis Munoz Marin Intl

Thu 10/9

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

1 stop31h 37m

C$ 934

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 6/8

6:15 a.m.-1:16 p.m.

2 stops30h 01m

San Juan Luis Munoz Marin Intl

Mon 10/8

7:30 a.m.-5:15 p.m.

2 stops34h 45m

C$ 940

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 6/8

7:00 a.m.-8:34 p.m.

1 stop12h 34m

San Juan Luis Munoz Marin Intl

Mon 10/8

7:20 a.m.-11:52 a.m.

2 stops29h 32m

C$ 975

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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 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

12h 34m

Direct flights

None
The fastest flight from Winnipeg to San Juan takes 12h 34m
There are no direct flights from Winnipeg to San Juan. There are no popular flight routes from Winnipeg to San Juan.
Search flight deals

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 12h 34m.

  • 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$ 848Free CancellationRating
7.2
3,409 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