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Cheap flights from Winnipeg to San Juan from C$ 500

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 12/4. 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.
Multiple Airlines Logo
8:00 a.m. - 6:55 p.m.
YWG
-
SJU
9h 55m
1 stop
Multiple Airlines Logo
3:36 p.m. - 7:09 p.m.
SJU
-
YWG
28h 33m
2 stops
C$ 521Multiple Airlines
Mon, 13 Apr - Wed, 22 Apr
Multiple Airlines Logo
8:00 a.m. - 6:55 p.m.
YWG
-
SJU
9h 55m
1 stop
Multiple Airlines Logo
3:36 p.m. - 1:52 p.m.
SJU
-
YWG
47h 16m
3 stops
C$ 591Multiple Airlines
Mon, 13 Apr - Wed, 22 Apr
Multiple Airlines Logo
5:00 a.m. - 6:55 p.m.
YWG
-
SJU
12h 55m
2 stops
Multiple Airlines Logo
12:05 p.m. - 3:09 p.m.
SJU
-
YWG
28h 04m
1 stop
C$ 606Multiple Airlines
Tue, 7 Apr - Tue, 14 Apr
Multiple Airlines Logo
5:00 a.m. - 6:55 p.m.
YWG
-
SJU
12h 55m
2 stops
Multiple Airlines Logo
3:36 p.m. - 1:52 p.m.
SJU
-
YWG
47h 16m
3 stops
C$ 612Multiple Airlines
Mon, 13 Apr - Wed, 22 Apr
Multiple Airlines Logo
5:00 a.m. - 6:55 p.m.
YWG
-
SJU
12h 55m
2 stops
Multiple Airlines Logo
8:45 p.m. - 7:25 p.m.
SJU
-
YWG
23h 40m
2 stops
C$ 625Multiple Airlines
Tue, 7 Apr - Tue, 14 Apr
Multiple Airlines Logo
5:00 a.m. - 6:55 p.m.
YWG
-
SJU
12h 55m
2 stops
Multiple Airlines Logo
7:54 p.m. - 7:25 p.m.
SJU
-
YWG
24h 31m
3 stops
C$ 627Multiple Airlines
Tue, 7 Apr - Tue, 14 Apr
Multiple Airlines Logo
5:30 p.m. - 6:55 p.m.
YWG
-
SJU
24h 25m
3 stops
Multiple Airlines Logo
3:36 p.m. - 1:52 p.m.
SJU
-
YWG
47h 16m
3 stops
C$ 634Multiple Airlines
Mon, 13 Apr - Wed, 22 Apr
Multiple Airlines Logo
5:00 a.m. - 8:53 a.m.
YWG
-
SJU
26h 53m
3 stops
Multiple Airlines Logo
7:54 p.m. - 7:25 p.m.
SJU
-
YWG
24h 31m
3 stops
C$ 677Multiple Airlines
Tue, 7 Apr - Tue, 14 Apr
Multiple Airlines Logo
7:30 a.m. - 2:08 p.m.
YWG
-
SJU
29h 38m
1 stop
Multiple Airlines Logo
3:36 p.m. - 7:09 p.m.
SJU
-
YWG
28h 33m
2 stops
C$ 682Multiple Airlines
Wed, 15 Apr - Wed, 22 Apr
Multiple Airlines Logo
5:55 a.m. - 6:08 p.m.
YWG
-
SJU
35h 13m
3 stops
Multiple Airlines Logo
3:36 p.m. - 1:52 p.m.
SJU
-
YWG
47h 16m
3 stops
C$ 695Multiple Airlines
Wed, 15 Apr - Wed, 22 Apr

WestJet flights from Winnipeg to San Juan

Our best WestJet deals on Winnipeg to San Juan flight tickets
WestJet
9 Apr
YWG12:20 p.m.Winnipeg
26h 58m
2 stops
SJU4:18 p.m.San Juan Luis Munoz Marin Intl
19 Apr
SJU7:30 a.m.San Juan Luis Munoz Marin Intl
36h 39m
2 stops
YWG7:09 p.m.Winnipeg
C$ 887
WestJet
15 Apr
YWG7:30 a.m.Winnipeg
7h 53m
1 stop
SJU4:23 p.m.San Juan Luis Munoz Marin Intl
22 Apr
SJU7:30 a.m.San Juan Luis Munoz Marin Intl
8h 39m
1 stop
YWG3:09 p.m.Winnipeg
C$ 906
WestJet
1 Mar
YWG8:05 p.m.Winnipeg
23h 07m
2 stops
SJU9:12 p.m.San Juan Luis Munoz Marin Intl
11 Mar
SJU7:30 a.m.San Juan Luis Munoz Marin Intl
8h 39m
1 stop
YWG3:09 p.m.Winnipeg
C$ 917

Air Canada flights from Winnipeg to San Juan

Our best Air Canada deals on Winnipeg to San Juan flight tickets
Air Canada
13 Apr
YWG2:00 p.m.Winnipeg
23h 44m
1 stop
SJU2:44 p.m.San Juan Luis Munoz Marin Intl
22 Apr
SJU7:40 a.m.San Juan Luis Munoz Marin Intl
29h 12m
1 stop
YWG11:52 a.m.Winnipeg
C$ 1,128
Air Canada
1 Mar
YWG2:20 p.m.Winnipeg
28h 40m
1 stop
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
4 Mar
SJU8:30 a.m.San Juan Luis Munoz Marin Intl
29h 27m
1 stop
YWG11:57 a.m.Winnipeg
C$ 1,165
Air Canada
1 Mar
YWG2:20 p.m.Winnipeg
28h 40m
1 stop
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
4 Mar
SJU8:30 a.m.San Juan Luis Munoz Marin Intl
29h 27m
1 stop
YWG11:57 a.m.Winnipeg
C$ 1,251

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 26 February 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

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 13/4

8:00 a.m.-6:55 p.m.

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-7:09 p.m.

2 stops28h 33m

C$ 521

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 13/4

8:00 a.m.-6:55 p.m.

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-1:52 p.m.

3 stops47h 16m

C$ 591

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 7/4

5:00 a.m.-6:55 p.m.

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Tue 14/4

12:05 p.m.-3:09 p.m.

1 stop28h 04m

C$ 606

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 13/4

5:00 a.m.-6:55 p.m.

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-1:52 p.m.

3 stops47h 16m

C$ 612

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 7/4

5:00 a.m.-6:55 p.m.

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Tue 14/4

8:45 p.m.-7:25 p.m.

2 stops23h 40m

C$ 625

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 7/4

5:00 a.m.-6:55 p.m.

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Tue 14/4

7:54 p.m.-7:25 p.m.

3 stops24h 31m

C$ 627

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 13/4

5:30 p.m.-6:55 p.m.

3 stops24h 25m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-1:52 p.m.

3 stops47h 16m

C$ 634

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 7/4

5:00 a.m.-8:53 a.m.

3 stops26h 53m

San Juan Luis Munoz Marin Intl

Tue 14/4

7:54 p.m.-7:25 p.m.

3 stops24h 31m

C$ 677

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 15/4

7:30 a.m.-2:08 p.m.

1 stop29h 38m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-7:09 p.m.

2 stops28h 33m

C$ 682

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Wed 15/4

5:55 a.m.-6:08 p.m.

3 stops35h 13m

San Juan Luis Munoz Marin Intl

Wed 22/4

3:36 p.m.-1:52 p.m.

3 stops47h 16m

C$ 695

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 cheapest airline that flies from Winnipeg to San Juan?

WestJet and United Airlines are the most popular carriers operating from Winnipeg to 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

9h 55m

Direct flights

None
The fastest flight from Winnipeg to San Juan takes 9h 55m
There are no direct flights from Winnipeg to San Juan. There are no popular flight routes from Winnipeg to San Juan.
Search flight deals

  • 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 9h 55m.

  • 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$ 713Free CancellationRating
7.2
3,275 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