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Cheap flights from Winnipeg to Puerto Rico from C$ 350

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 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Puerto Rico

Cheap round-trip flights

Delta Logo
5:38 p.m. - 1:00 p.m.YWG-SJU
17h 22m2 stops
Delta Logo
6:15 a.m. - 3:09 p.m.SJU-YWG
10h 54m1 stop
C$ 582Delta
Find Deal
Mon, 9 Feb - Wed, 18 Feb
Delta Logo
5:38 p.m. - 1:00 p.m.YWG-SJU
17h 22m2 stops
Delta Logo
6:15 a.m. - 3:09 p.m.SJU-YWG
10h 54m1 stop
C$ 607Delta
Find Deal
Sun, 8 Feb - Wed, 18 Feb
Air Canada Logo
2:15 p.m. - 9:00 p.m.YWG-SJU
28h 45m1 stop
Air Canada Logo
8:35 a.m. - 11:39 a.m.SJU-YWG
29h 04m1 stop
C$ 718Air Canada
Find Deal
Sat, 7 Feb - Wed, 18 Feb
Air Canada Logo
8:15 a.m. - 6:12 a.m.YWG-SJU
19h 57m2 stops
Air Canada Logo
8:35 a.m. - 12:39 p.m.SJU-YWG
30h 04m2 stops
C$ 728Air Canada
Find Deal
Sun, 8 Feb - Wed, 18 Feb
WestJet Logo
5:00 a.m. - 8:30 p.m.YWG-SJU
13h 30m2 stops
WestJet Logo
7:30 a.m. - 3:09 p.m.SJU-YWG
9h 39m1 stop
C$ 831WestJet
Find Deal
Tue, 10 Feb - Wed, 18 Feb
Logo
7:30 a.m. - 7:23 p.m.YWG-SJU
9h 53m1 stop
Logo
10:59 a.m. - 12:40 a.m.SJU-YWG
15h 41m2 stops
C$ 834
Find Deal
Sun, 8 Feb - Tue, 17 Feb
Logo
7:30 a.m. - 7:23 p.m.YWG-SJU
9h 53m1 stop
Logo
10:59 a.m. - 3:09 p.m.SJU-YWG
30h 10m1 stop
C$ 849
Find Deal
Sun, 8 Feb - Tue, 17 Feb
WestJet Logo
8:05 p.m. - 8:30 p.m.YWG-SJU
22h 25m2 stops
WestJet Logo
7:30 a.m. - 3:09 p.m.SJU-YWG
9h 39m1 stop
C$ 855WestJet
Find Deal
Fri, 6 Feb - Wed, 18 Feb
United Airlines Logo
7:15 a.m. - 10:22 p.m.YWG-SJU
13h 07m2 stops
United Airlines Logo
2:05 a.m. - 11:39 a.m.SJU-YWG
11h 34m2 stops
C$ 876United Airlines
Find Deal
Tue, 10 Feb - Fri, 13 Feb
United Airlines Logo
2:15 p.m. - 9:00 p.m.YWG-SJU
28h 45m1 stop
United Airlines Logo
2:05 a.m. - 11:39 a.m.SJU-YWG
11h 34m2 stops
C$ 884United Airlines
Find Deal
Tue, 10 Feb - Fri, 13 Feb

Delta flights from Winnipeg to Puerto Rico

Our best Delta deals on Winnipeg to Puerto Rico flight tickets
Delta
9 Feb
YWG5:38 p.m.Winnipeg
17h 22m
2 stops
SJU1:00 p.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU6:15 a.m.San Juan Luis Munoz Marin Intl
10h 54m
1 stop
YWG3:09 p.m.Winnipeg
C$ 582
Find similar
Delta
8 Feb
YWG7:30 a.m.Winnipeg
28h 45m
1 stop
SJU2:15 p.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU6:15 a.m.San Juan Luis Munoz Marin Intl
10h 54m
1 stop
YWG3:09 p.m.Winnipeg
C$ 607
Find similar
Delta
8 Feb
YWG7:30 a.m.Winnipeg
7h 45m
1 stop
SJU5:15 p.m.San Juan Luis Munoz Marin Intl
14 Feb
SJU6:17 p.m.San Juan Luis Munoz Marin Intl
22h 52m
1 stop
YWG3:09 p.m.Winnipeg
C$ 632
Find similar

Air Canada flights from Winnipeg to Puerto Rico

Our best Air Canada deals on Winnipeg to Puerto Rico flight tickets
Air Canada
7 Feb
YWG2:15 p.m.Winnipeg
28h 45m
1 stop
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU8:35 a.m.San Juan Luis Munoz Marin Intl
29h 04m
1 stop
YWG11:39 a.m.Winnipeg
C$ 718
Find similar
Air Canada
8 Feb
YWG8:15 a.m.Winnipeg
19h 57m
2 stops
SJU6:12 a.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU8:35 a.m.San Juan Luis Munoz Marin Intl
30h 04m
2 stops
YWG12:39 p.m.Winnipeg
C$ 728
Find similar
Air Canada
9 Feb
YWG5:30 a.m.Winnipeg
13h 30m
2 stops
SJU9:00 p.m.San Juan Luis Munoz Marin Intl
18 Feb
SJU7:35 p.m.San Juan Luis Munoz Marin Intl
19h 04m
2 stops
YWG12:39 p.m.Winnipeg
C$ 736
Find similar

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 20 August 2025.
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

Mon 9/2

5:38 p.m.-1:00 p.m.

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Wed 18/2

6:15 a.m.-3:09 p.m.

1 stop10h 54m

C$ 582

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

5:38 p.m.-1:00 p.m.

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Wed 18/2

6:15 a.m.-3:09 p.m.

1 stop10h 54m

C$ 607

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sat 7/2

2:15 p.m.-9:00 p.m.

1 stop28h 45m

San Juan Luis Munoz Marin Intl

Wed 18/2

8:35 a.m.-11:39 a.m.

1 stop29h 04m

C$ 718

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

8:15 a.m.-6:12 a.m.

2 stops19h 57m

San Juan Luis Munoz Marin Intl

Wed 18/2

8:35 a.m.-12:39 p.m.

2 stops30h 04m

C$ 728

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 10/2

5:00 a.m.-8:30 p.m.

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Wed 18/2

7:30 a.m.-3:09 p.m.

1 stop9h 39m

C$ 831

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

7:30 a.m.-7:23 p.m.

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Tue 17/2

10:59 a.m.-12:40 a.m.

2 stops15h 41m

C$ 834

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Sun 8/2

7:30 a.m.-7:23 p.m.

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Tue 17/2

10:59 a.m.-3:09 p.m.

1 stop30h 10m

C$ 849

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Fri 6/2

8:05 p.m.-8:30 p.m.

2 stops22h 25m

San Juan Luis Munoz Marin Intl

Wed 18/2

7:30 a.m.-3:09 p.m.

1 stop9h 39m

C$ 855

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 10/2

7:15 a.m.-10:22 p.m.

2 stops13h 07m

San Juan Luis Munoz Marin Intl

Fri 13/2

2:05 a.m.-11:39 a.m.

2 stops11h 34m

C$ 876

WinnipegSan Juan

YWG - SJU

YWGSJU

Winnipeg

Tue 10/2

2:15 p.m.-9:00 p.m.

1 stop28h 45m

San Juan Luis Munoz Marin Intl

Fri 13/2

2:05 a.m.-11:39 a.m.

2 stops11h 34m

C$ 884

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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

What is the cheapest month to fly to Puerto Rico?

If you aren’t able to travel to Puerto Rico during the month of April, then flying in May is also cheap. Prices for this month can be found on momondo for an average of C$ 757.

What is the cheapest day to depart on your flight to Puerto Rico?

The cheapest day to depart from Winnipeg to Puerto Rico is on a Tuesday. Travellers who choose to depart for Puerto Rico on a Tuesday will often find tickets for as low as C$ 796. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 1,070. These prices are subject to change though, so be sure to set up a Price Alert for flights to Puerto Rico.

What is the cheapest time of day to depart on your flight to Puerto Rico?

The cheapest time of day to fly to Puerto Rico is in the afternoon when flights can be purchased for as low as C$ 795. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 923 on average. Flights to Puerto Rico from Winnipeg in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

Direct flights

None
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$ 498Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
WestJetPriceFrom C$ 747Free CancellationRating
7.2
3,032 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

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
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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
Flights to San Juanfrom C$ 320
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