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Cheap flights from Winnipeg to San Juan from C$ 332

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 27/5. 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
7:20 p.m. - 1:45 p.m.
YWG
-
SJU
17h 25m
2 stops
Air Canada Logo
6:45 p.m. - 11:08 a.m.
SJU
-
YWG
17h 23m
2 stops
C$ 688Air Canada
Sun, 3 May - Thu, 7 May
Air Canada Logo
7:20 p.m. - 1:45 p.m.
YWG
-
SJU
17h 25m
2 stops
Air Canada Logo
6:45 p.m. - 11:08 a.m.
SJU
-
YWG
17h 23m
2 stops
C$ 756Air Canada
Sun, 3 May - Thu, 7 May
Multiple Airlines Logo
5:10 p.m. - 10:21 p.m.
YWG
-
SJU
28h 11m
2 stops
Multiple Airlines Logo
8:04 p.m. - 12:55 a.m.
SJU
-
YWG
29h 51m
3 stops
C$ 842Multiple Airlines
Sun, 3 May - Thu, 7 May
WestJet Logo
10:45 a.m. - 11:46 a.m.
YWG
-
SJU
24h 01m
2 stops
WestJet Logo
7:30 a.m. - 12:55 a.m.
SJU
-
YWG
18h 25m
2 stops
C$ 925WestJet
Sat, 1 Aug - Sat, 8 Aug
Multiple Airlines Logo
5:10 a.m. - 12:27 a.m.
YWG
-
SJU
18h 17m
3 stops
Multiple Airlines Logo
8:04 p.m. - 12:55 a.m.
SJU
-
YWG
29h 51m
3 stops
C$ 933Multiple Airlines
Sun, 3 May - Thu, 7 May
Air Canada Logo
7:20 p.m. - 1:45 p.m.
YWG
-
SJU
17h 25m
2 stops
Air Canada Logo
3:56 p.m. - 11:52 a.m.
SJU
-
YWG
20h 56m
1 stop
C$ 944Air Canada
Sun, 3 May - Thu, 7 May
WestJet Logo
4:25 p.m. - 12:54 p.m.
YWG
-
SJU
19h 29m
2 stops
WestJet Logo
2:04 p.m. - 9:45 a.m.
SJU
-
YWG
20h 41m
2 stops
C$ 959WestJet
Sat, 27 Jun - Thu, 2 Jul
WestJet Logo
6:05 p.m. - 1:00 p.m.
YWG
-
SJU
17h 55m
2 stops
WestJet Logo
2:26 p.m. - 9:45 a.m.
SJU
-
YWG
20h 19m
2 stops
C$ 963WestJet
Fri, 18 Sep - Mon, 21 Sep
Air Canada Logo
7:20 p.m. - 1:45 p.m.
YWG
-
SJU
17h 25m
2 stops
Air Canada Logo
3:56 p.m. - 11:52 a.m.
SJU
-
YWG
20h 56m
1 stop
C$ 972Air Canada
Sun, 3 May - Thu, 7 May
WestJet Logo
6:15 a.m. - 8:43 p.m.
YWG
-
SJU
13h 28m
2 stops
WestJet Logo
2:04 p.m. - 9:45 a.m.
SJU
-
YWG
20h 41m
2 stops
C$ 997WestJet
Sat, 27 Jun - Thu, 2 Jul

WestJet flights from Winnipeg to San Juan

Our best WestJet deals on Winnipeg to San Juan flight tickets
WestJet
17 Apr
YWG7:30 a.m.Winnipeg
11h 54m
1 stop
SJU8:24 p.m.San Juan Luis Munoz Marin Intl
25 Apr
SJU2:03 p.m.San Juan Luis Munoz Marin Intl
20h 42m
2 stops
YWG9:45 a.m.Winnipeg
C$ 912
WestJet
1 Aug
YWG10:45 a.m.Winnipeg
24h 01m
2 stops
SJU11:46 a.m.San Juan Luis Munoz Marin Intl
8 Aug
SJU7:30 a.m.San Juan Luis Munoz Marin Intl
18h 25m
2 stops
YWG12:55 a.m.Winnipeg
C$ 925
WestJet
27 Jun
YWG4:25 p.m.Winnipeg
19h 29m
2 stops
SJU12:54 p.m.San Juan Luis Munoz Marin Intl
2 Jul
SJU2:04 p.m.San Juan Luis Munoz Marin Intl
20h 41m
2 stops
YWG9:45 a.m.Winnipeg
C$ 959

United Airlines flights from Winnipeg to San Juan

Our best United Airlines deals on Winnipeg to San Juan flight tickets
United Airlines
3 May
YWG8:10 a.m.Winnipeg
12h 14m
2 stops
SJU9:24 p.m.San Juan Luis Munoz Marin Intl
7 May
SJU1:40 p.m.San Juan Luis Munoz Marin Intl
32h 17m
1 stop
YWG8:57 p.m.Winnipeg
C$ 1,009
United Airlines
27 Jun
YWG7:00 a.m.Winnipeg
12h 34m
1 stop
SJU8:34 p.m.San Juan Luis Munoz Marin Intl
1 Jul
SJU1:00 a.m.San Juan Luis Munoz Marin Intl
23h 20m
2 stops
YWG11:20 p.m.Winnipeg
C$ 1,030
United Airlines
3 May
YWG8:45 a.m.Winnipeg
31h 53m
1 stop
SJU5:38 p.m.San Juan Luis Munoz Marin Intl
7 May
SJU7:40 a.m.San Juan Luis Munoz Marin Intl
29h 12m
1 stop
YWG11:52 a.m.Winnipeg
C$ 1,045

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 13 April 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

Sun 3/5

7:20 p.m.-1:45 p.m.

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Thu 7/5

6:45 p.m.-11:08 a.m.

2 stops17h 23m

C$ 688

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 3/5

7:20 p.m.-1:45 p.m.

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Thu 7/5

6:45 p.m.-11:08 a.m.

2 stops17h 23m

C$ 756

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 3/5

5:10 p.m.-10:21 p.m.

2 stops28h 11m

San Juan Luis Munoz Marin Intl

Thu 7/5

8:04 p.m.-12:55 a.m.

3 stops29h 51m

C$ 842

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 1/8

10:45 a.m.-11:46 a.m.

2 stops24h 01m

San Juan Luis Munoz Marin Intl

Sat 8/8

7:30 a.m.-12:55 a.m.

2 stops18h 25m

C$ 925

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 3/5

5:10 a.m.-12:27 a.m.

3 stops18h 17m

San Juan Luis Munoz Marin Intl

Thu 7/5

8:04 p.m.-12:55 a.m.

3 stops29h 51m

C$ 933

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 3/5

7:20 p.m.-1:45 p.m.

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Thu 7/5

3:56 p.m.-11:52 a.m.

1 stop20h 56m

C$ 944

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 27/6

4:25 p.m.-12:54 p.m.

2 stops19h 29m

San Juan Luis Munoz Marin Intl

Thu 2/7

2:04 p.m.-9:45 a.m.

2 stops20h 41m

C$ 959

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 18/9

6:05 p.m.-1:00 p.m.

2 stops17h 55m

San Juan Luis Munoz Marin Intl

Mon 21/9

2:26 p.m.-9:45 a.m.

2 stops20h 19m

C$ 963

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 3/5

7:20 p.m.-1:45 p.m.

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Thu 7/5

3:56 p.m.-11:52 a.m.

1 stop20h 56m

C$ 972
Quickest round-trip

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 27/6

6:15 a.m.-8:43 p.m.

2 stops13h 28m

San Juan Luis Munoz Marin Intl

Thu 2/7

2:04 p.m.-9:45 a.m.

2 stops20h 41m

C$ 997

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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?

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

14h 24m

Direct flights

None
The fastest flight from Winnipeg to San Juan takes 14h 24m
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 14h 24m.

  • 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$ 766Free CancellationRating
7.2
3,320 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