Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Winnipeg to San Juan from C$ 259

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 24/2. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
7:30 a.m. - 10:39 a.m.
YWG
-
SJU
25h 09m
1 stop
Multiple Airlines Logo
11:52 a.m. - 11:32 a.m.
SJU
-
YWG
25h 40m
2 stops
C$ 545Multiple Airlines
Fri, 6 Feb - Thu, 19 Feb
Multiple Airlines Logo
8:00 a.m. - 3:35 p.m.
YWG
-
SJU
29h 35m
1 stop
Multiple Airlines Logo
11:52 a.m. - 3:30 p.m.
SJU
-
YWG
29h 38m
2 stops
C$ 556Multiple Airlines
Mon, 26 Jan - Wed, 18 Feb
Multiple Airlines Logo
8:05 p.m. - 11:13 p.m.
YWG
-
SJU
25h 08m
2 stops
Multiple Airlines Logo
1:45 a.m. - 5:26 p.m.
SJU
-
YWG
16h 41m
1 stop
C$ 561Multiple Airlines
Fri, 6 Mar - Mon, 16 Mar
Multiple Airlines Logo
8:00 a.m. - 3:35 p.m.
YWG
-
SJU
29h 35m
1 stop
Multiple Airlines Logo
3:53 a.m. - 3:30 p.m.
SJU
-
YWG
13h 37m
2 stops
C$ 563Multiple Airlines
Mon, 26 Jan - Wed, 18 Feb
Multiple Airlines Logo
7:30 a.m. - 10:39 a.m.
YWG
-
SJU
25h 09m
1 stop
Multiple Airlines Logo
4:31 p.m. - 7:09 p.m.
SJU
-
YWG
28h 38m
2 stops
C$ 565Multiple Airlines
Fri, 6 Feb - Wed, 18 Feb
Multiple Airlines Logo
8:00 a.m. - 3:35 p.m.
YWG
-
SJU
29h 35m
1 stop
Multiple Airlines Logo
4:31 p.m. - 7:09 p.m.
SJU
-
YWG
28h 38m
2 stops
C$ 590Multiple Airlines
Mon, 26 Jan - Wed, 18 Feb
Multiple Airlines Logo
8:00 a.m. - 3:35 p.m.
YWG
-
SJU
29h 35m
1 stop
Multiple Airlines Logo
11:52 a.m. - 11:32 a.m.
SJU
-
YWG
25h 40m
2 stops
C$ 593Multiple Airlines
Mon, 26 Jan - Thu, 19 Feb
Multiple Airlines Logo
7:30 a.m. - 10:39 a.m.
YWG
-
SJU
25h 09m
1 stop
Multiple Airlines Logo
5:20 a.m. - 3:30 p.m.
SJU
-
YWG
36h 10m
2 stops
C$ 600Multiple Airlines
Fri, 6 Feb - Tue, 17 Feb
Multiple Airlines Logo
7:30 a.m. - 4:22 p.m.
YWG
-
SJU
30h 52m
2 stops
Multiple Airlines Logo
11:52 a.m. - 11:32 a.m.
SJU
-
YWG
25h 40m
3 stops
C$ 605Multiple Airlines
Fri, 6 Feb - Wed, 18 Feb
Multiple Airlines Logo
9:00 p.m. - 10:39 a.m.
YWG
-
SJU
35h 39m
2 stops
Multiple Airlines Logo
4:11 p.m. - 3:09 p.m.
SJU
-
YWG
24h 58m
1 stop
C$ 607Multiple Airlines
Thu, 5 Feb - Thu, 19 Feb

Air Canada flights from Winnipeg to San Juan

Our best Air Canada deals on Winnipeg to San Juan flight tickets
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$ 698
Air Canada
24 Jan
YWG7:05 p.m.Winnipeg
17h 35m
1 stop
SJU2:40 p.m.San Juan Luis Munoz Marin Intl
19 Feb
SJU5:50 p.m.San Juan Luis Munoz Marin Intl
24h 45m
2 stops
YWG4:35 p.m.Winnipeg
C$ 746
Air Canada
24 Jan
YWG5:30 p.m.Winnipeg
18h 25m
2 stops
SJU1:55 p.m.San Juan Luis Munoz Marin Intl
19 Feb
SJU5:50 p.m.San Juan Luis Munoz Marin Intl
24h 45m
2 stops
YWG4:35 p.m.Winnipeg
C$ 750

WestJet flights from Winnipeg to San Juan

Our best WestJet deals on Winnipeg to San Juan flight tickets
WestJet
24 Jan
YWG5:00 a.m.Winnipeg
31h 10m
2 stops
SJU2:10 p.m.San Juan Luis Munoz Marin Intl
13 Feb
SJU3:55 p.m.San Juan Luis Munoz Marin Intl
21h 37m
2 stops
YWG11:32 a.m.Winnipeg
C$ 904
WestJet
24 Jan
YWG5:00 a.m.Winnipeg
31h 09m
1 stop
SJU2:09 p.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU7:30 a.m.San Juan Luis Munoz Marin Intl
30h 02m
2 stops
YWG11:32 a.m.Winnipeg
C$ 940

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 January 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

Fri 6/2

7:30 a.m.-10:39 a.m.

1 stop25h 09m

San Juan Luis Munoz Marin Intl

Thu 19/2

11:52 a.m.-11:32 a.m.

2 stops25h 40m

C$ 545

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 26/1

8:00 a.m.-3:35 p.m.

1 stop29h 35m

San Juan Luis Munoz Marin Intl

Wed 18/2

11:52 a.m.-3:30 p.m.

2 stops29h 38m

C$ 556

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 6/3

8:05 p.m.-11:13 p.m.

2 stops25h 08m

San Juan Luis Munoz Marin Intl

Mon 16/3

1:45 a.m.-5:26 p.m.

1 stop16h 41m

C$ 561

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 26/1

8:00 a.m.-3:35 p.m.

1 stop29h 35m

San Juan Luis Munoz Marin Intl

Wed 18/2

3:53 a.m.-3:30 p.m.

2 stops13h 37m

C$ 563

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 6/2

7:30 a.m.-10:39 a.m.

1 stop25h 09m

San Juan Luis Munoz Marin Intl

Wed 18/2

4:31 p.m.-7:09 p.m.

2 stops28h 38m

C$ 565

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 26/1

8:00 a.m.-3:35 p.m.

1 stop29h 35m

San Juan Luis Munoz Marin Intl

Wed 18/2

4:31 p.m.-7:09 p.m.

2 stops28h 38m

C$ 590

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Mon 26/1

8:00 a.m.-3:35 p.m.

1 stop29h 35m

San Juan Luis Munoz Marin Intl

Thu 19/2

11:52 a.m.-11:32 a.m.

2 stops25h 40m

C$ 593

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 6/2

7:30 a.m.-10:39 a.m.

1 stop25h 09m

San Juan Luis Munoz Marin Intl

Tue 17/2

5:20 a.m.-3:30 p.m.

2 stops36h 10m

C$ 600

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 6/2

7:30 a.m.-4:22 p.m.

2 stops30h 52m

San Juan Luis Munoz Marin Intl

Wed 18/2

11:52 a.m.-11:32 a.m.

3 stops25h 40m

C$ 605

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 5/2

9:00 p.m.-10:39 a.m.

2 stops35h 39m

San Juan Luis Munoz Marin Intl

Thu 19/2

4:11 p.m.-3:09 p.m.

1 stop24h 58m

C$ 607

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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 airline that flies from Winnipeg to San Juan?

WestJet is the most popular carrier 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

13h 17m

Direct flights

None
The fastest flight from Winnipeg to San Juan takes 13h 17m
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 13h 17m.

  • 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$ 730Free CancellationRating
7.2
3,236 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 11/2
Wed 18/2
By creating a price alert you accept our terms of use and privacy policy.

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