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Cheap flights from Winnipeg to Puerto Rico from C$ 239

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 Puerto Rico departing on 20/1. 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 Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:00 p.m. - 6:58 p.m.
YWG
-
SJU
19h 58m3 stops
Multiple Airlines Logo
11:52 a.m. - 12:41 a.m.
SJU
-
YWG
38h 49m3 stops
C$ 582Multiple Airlines
Thu, 5 Feb - Wed, 18 Feb
Multiple Airlines Logo
9:00 p.m. - 6:58 p.m.
YWG
-
SJU
19h 58m3 stops
Multiple Airlines Logo
11:52 a.m. - 7:09 p.m.
SJU
-
YWG
33h 17m2 stops
C$ 605Multiple Airlines
Thu, 5 Feb - Wed, 18 Feb
Multiple Airlines Logo
12:20 p.m. - 9:47 a.m.
YWG
-
SJU
19h 27m2 stops
Multiple Airlines Logo
11:52 a.m. - 11:32 a.m.
SJU
-
YWG
25h 40m2 stops
C$ 659Multiple Airlines
Thu, 5 Feb - Wed, 18 Feb
Air Canada Logo
2:20 p.m. - 9:00 p.m.
YWG
-
SJU
28h 40m1 stop
Air Canada Logo
4:52 p.m. - 11:57 a.m.
SJU
-
YWG
21h 05m1 stop
C$ 698Air Canada
Sun, 1 Mar - Wed, 4 Mar
Air Canada Logo
2:20 p.m. - 9:00 p.m.
YWG
-
SJU
28h 40m1 stop
Air Canada Logo
2:05 a.m. - 4:35 p.m.
SJU
-
YWG
16h 30m2 stops
C$ 702Air Canada
Sun, 1 Mar - Tue, 3 Mar
Multiple Airlines Logo
9:00 p.m. - 11:33 p.m.
YWG
-
SJU
24h 33m3 stops
Multiple Airlines Logo
11:52 a.m. - 10:15 a.m.
SJU
-
YWG
24h 23m3 stops
C$ 720Multiple Airlines
Tue, 27 Jan - Mon, 16 Feb
Multiple Airlines Logo
8:05 p.m. - 9:47 a.m.
YWG
-
SJU
35h 42m2 stops
Multiple Airlines Logo
11:52 a.m. - 5:26 p.m.
SJU
-
YWG
31h 34m1 stop
C$ 735Multiple Airlines
Tue, 27 Jan - Mon, 16 Feb
Multiple Airlines Logo
5:30 p.m. - 11:33 p.m.
YWG
-
SJU
28h 03m2 stops
Multiple Airlines Logo
11:52 a.m. - 10:15 a.m.
SJU
-
YWG
24h 23m3 stops
C$ 775Multiple Airlines
Tue, 27 Jan - Mon, 16 Feb
Multiple Airlines Logo
8:00 a.m. - 11:33 p.m.
YWG
-
SJU
13h 33m1 stop
Multiple Airlines Logo
11:52 a.m. - 5:26 p.m.
SJU
-
YWG
31h 34m1 stop
C$ 785Multiple Airlines
Tue, 27 Jan - Mon, 16 Feb
Multiple Airlines Logo
4:25 p.m. - 11:59 p.m.
YWG
-
SJU
29h 34m2 stops
Multiple Airlines Logo
11:52 a.m. - 5:26 p.m.
SJU
-
YWG
31h 34m1 stop
C$ 807Multiple Airlines
Tue, 27 Jan - Mon, 16 Feb

WestJet flights from Winnipeg to Puerto Rico

Our best WestJet deals on Winnipeg to Puerto Rico flight tickets
WestJet
12 Jan
YWG8:05 p.m.Winnipeg
16h 05m
2 stops
SJU2:10 p.m.San Juan Luis Munoz Marin Intl
15 Jan
SJU3:55 p.m.San Juan Luis Munoz Marin Intl
25h 12m
1 stop
YWG3:07 p.m.Winnipeg
C$ 879
WestJet
12 Jan
YWG8:05 p.m.Winnipeg
16h 05m
2 stops
SJU2:10 p.m.San Juan Luis Munoz Marin Intl
15 Jan
SJU3:55 p.m.San Juan Luis Munoz Marin Intl
25h 12m
1 stop
YWG3:07 p.m.Winnipeg
C$ 880
WestJet
12 Jan
YWG8:05 p.m.Winnipeg
16h 26m
2 stops
SJU2:31 p.m.San Juan Luis Munoz Marin Intl
15 Jan
SJU3:55 p.m.San Juan Luis Munoz Marin Intl
29h 17m
2 stops
YWG7:12 p.m.Winnipeg
C$ 892

Delta flights from Winnipeg to Puerto Rico

Our best Delta deals on Winnipeg to Puerto Rico flight tickets
Delta
12 Jan
YWG5:21 p.m.Winnipeg
19h 57m
1 stop
SJU3:18 p.m.San Juan Luis Munoz Marin Intl
15 Jan
SJU4:30 p.m.San Juan Luis Munoz Marin Intl
9h 08m
1 stop
YWG11:38 p.m.Winnipeg
C$ 1,443
Delta
12 Jan
YWG5:21 p.m.Winnipeg
19h 57m
1 stop
SJU3:18 p.m.San Juan Luis Munoz Marin Intl
15 Jan
SJU4:30 p.m.San Juan Luis Munoz Marin Intl
9h 08m
1 stop
YWG11:38 p.m.Winnipeg
C$ 1,605

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Puerto Rico 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 8 January 2026.
Use the filters below to find and compare flights from Winnipeg to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 5/2

9:00 p.m.-6:58 p.m.

3 stops19h 58m

San Juan Luis Munoz Marin Intl

Wed 18/2

11:52 a.m.-12:41 a.m.

3 stops38h 49m

C$ 582

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 5/2

9:00 p.m.-6:58 p.m.

3 stops19h 58m

San Juan Luis Munoz Marin Intl

Wed 18/2

11:52 a.m.-7:09 p.m.

2 stops33h 17m

C$ 605

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Thu 5/2

12:20 p.m.-9:47 a.m.

2 stops19h 27m

San Juan Luis Munoz Marin Intl

Wed 18/2

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

2 stops25h 40m

C$ 659

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 1/3

2:20 p.m.-9:00 p.m.

1 stop28h 40m

San Juan Luis Munoz Marin Intl

Wed 4/3

4:52 p.m.-11:57 a.m.

1 stop21h 05m

C$ 698

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 1/3

2:20 p.m.-9:00 p.m.

1 stop28h 40m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 a.m.-4:35 p.m.

2 stops16h 30m

C$ 702

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 27/1

9:00 p.m.-11:33 p.m.

3 stops24h 33m

San Juan Luis Munoz Marin Intl

Mon 16/2

11:52 a.m.-10:15 a.m.

3 stops24h 23m

C$ 720

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 27/1

8:05 p.m.-9:47 a.m.

2 stops35h 42m

San Juan Luis Munoz Marin Intl

Mon 16/2

11:52 a.m.-5:26 p.m.

1 stop31h 34m

C$ 735

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 27/1

5:30 p.m.-11:33 p.m.

2 stops28h 03m

San Juan Luis Munoz Marin Intl

Mon 16/2

11:52 a.m.-10:15 a.m.

3 stops24h 23m

C$ 775

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 27/1

8:00 a.m.-11:33 p.m.

1 stop13h 33m

San Juan Luis Munoz Marin Intl

Mon 16/2

11:52 a.m.-5:26 p.m.

1 stop31h 34m

C$ 785

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 27/1

4:25 p.m.-11:59 p.m.

2 stops29h 34m

San Juan Luis Munoz Marin Intl

Mon 16/2

11:52 a.m.-5:26 p.m.

1 stop31h 34m

C$ 807

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Winnipeg to Puerto Rico

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

Can stopping save me money on Winnipeg to Puerto Rico flights?

You could potentially save up to 24% on your flight if you consider stops on a Winnipeg to Puerto Rico flight.

Cheap Winnipeg to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Puerto Rico

Fastest flight time

11h 55m

Direct flights

None
The fastest flight from Winnipeg to Puerto Rico takes 11h 55m
There are no direct flights from Winnipeg to Puerto Rico. There are no popular flight routes from Winnipeg to Puerto Rico.
Search flight deals

  • When did momondo last update prices for flights from Winnipeg Airport to Puerto Rico?

    Prices for flights from Winnipeg Airport to Puerto Rico are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Puerto Rico?

  • How old do you have to be to fly from Winnipeg Airport to Puerto Rico?

    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 Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The necessary travel and health documents for your Puerto Rico 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 Puerto Rico

Compare and see reviews for airlines that fly from Winnipeg to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 545Free CancellationRating
7.4
9,141 reviews
Search United Airlines flights
WestJetPriceFrom C$ 725Free CancellationRating
7.2
3,235 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Puerto Rico?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Winnipeg to Puerto Rico . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Winnipeg to Puerto Rico with flexible booking policies on momondo?

All flight searches from Winnipeg to Puerto Rico on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Winnipeg to Puerto Rico?

Once all potential Winnipeg to Puerto Rico flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Puerto Rico right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Puerto Rico, momondo offers a useful price alert feature which will track prices for flights to Puerto Rico from Winnipeg and alert you when they change.

An easier way to manage your Puerto Rico trip

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Find better results for your trip to Puerto Rico

Popular Cities in Puerto Rico

Popular flights according to clicks in the last 7 days on momondo
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