Cheap flights from Winnipeg to the Dominican Republic from C$ 344

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 28/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PUJ
11 Jul — 18 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Dominican Republic

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Dominican Republic
Explore the most affordable flight options available from Winnipeg to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 June 2026.

Tue 9/66:15 a.m.
YWG
-
PUJ
1 stop30h 50m
WestJet
Wed 17/63:00 p.m.
PUJ
-
YWG
1 stop10h 55m
WestJet
Deal found 6/6C$ 640
Fri 7/85:30 p.m.
YWG
-
PUJ
2 stops43h 35m
WestJet
Tue 18/82:35 p.m.
PUJ
-
YWG
2 stops52h 35m
WestJet
Deal found 10/6C$ 704
Thu 11/61:25 p.m.
YWG
-
PUJ
2 stops26h 05m
Air Canada
Wed 17/65:25 p.m.
PUJ
-
YWG
1 stop17h 40m
Air Canada
Deal found 6/6C$ 714
Sun 14/61:25 p.m.
YWG
-
PUJ
2 stops26h 05m
Air Canada
Fri 19/65:05 p.m.
PUJ
-
YWG
2 stops27h 56m
Air Canada
Deal found 10/6C$ 728
Mon 7/1212:55 p.m.
YWG
-
POP
2 stops25h 38m
WestJet
Thu 10/125:30 p.m.
POP
-
YWG
2 stops43h 35m
WestJet
Deal found 10/6C$ 741
Wed 17/65:10 a.m.
YWG
-
PUJ
1 stop9h 15m
Air Canada
Sat 20/65:05 p.m.
PUJ
-
YWG
2 stops19h 10m
Air Canada
Deal found 11/6C$ 743
Tue 8/96:15 a.m.
YWG
-
POP
1 stop8h 35m
WestJet
Tue 15/94:45 p.m.
POP
-
YWG
2 stops26h 25m
WestJet
Deal found 8/6C$ 868
Tue 8/98:45 p.m.
YWG
-
POP
1 stop19h 05m
Multiple Airlines
Tue 15/94:45 p.m.
POP
-
YWG
1 stop28h 35m
Multiple Airlines
Deal found 8/6C$ 1,017
Fri 25/95:10 a.m.
YWG
-
SDQ
2 stops23h 19m
Multiple Airlines
Sat 3/106:10 a.m.
SDQ
-
YWG
3 stops29h 33m
Multiple Airlines
Deal found 11/6C$ 1,226
Thu 9/76:05 p.m.
YWG
-
SDQ
3 stops35h 39m
Multiple Airlines
Thu 16/74:35 p.m.
SDQ
-
YWG
2 stops19h 40m
Multiple Airlines
Deal found 11/6C$ 1,345
Tue 8/97:10 p.m.
YWG
-
SDQ
2 stops20h 19m
Multiple Airlines
Tue 15/96:10 a.m.
SDQ
-
YWG
2 stops17h 57m
Multiple Airlines
Deal found 8/6C$ 1,380
Mon 7/126:35 a.m.
YWG
-
SDQ
2 stops30h 05m
Delta
Thu 10/128:35 p.m.
SDQ
-
YWG
2 stops17h 15m
Delta
Deal found 7/6C$ 1,420

Find flight deals from Winnipeg to Dominican Republic

Keep the following information in mind while searching for Winnipeg to Dominican Republic flight deals. Data was last updated 11 June 2026.

Round-trip from

C$ 704

One-way from

C$ 344

Popular in

February

Cheapest in

September

Average price

C$ 907
WestJet
  • WestJet
  • 7/8-18/8
  • 4 total stops
  • 96h 10m total
  • Winnipeg to Dominican Republic
WestJet
  • WestJet
  • 28/8
  • 2 total stops
  • 29h 15m total
  • Winnipeg to Dominican Republic
Highest demand for flights based on searches. 3% potential increase in price (C$ 43 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 18 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Dominican Republic 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, Cheapflights users made 629,999 searches. Data last updated 11 June 2026.
Use the filters below to find and compare flights from Winnipeg to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Sat 8/8

4:15 p.m.-2:05 p.m.

2 stops20h 50m

Punta Cana

Tue 18/8

2:35 p.m.-11:45 a.m.

1 stop22h 10m

C$ 711

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Fri 7/8

12:50 p.m.-2:05 p.m.

2 stops24h 15m

Punta Cana

Tue 18/8

2:35 p.m.-11:45 a.m.

1 stop22h 10m

C$ 711

WinnipegPuerto Plata

YWG - POP

YWGPOP

Winnipeg

Mon 7/12

12:55 p.m.-4:33 p.m.

2 stops25h 38m

Puerto Plata La Union

Thu 10/12

5:30 p.m.-11:05 a.m.

2 stops43h 35m

C$ 741

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Sun 21/6

5:15 p.m.-11:55 a.m.

1 stop17h 40m

Punta Cana

Wed 1/7

4:25 p.m.-3:14 p.m.

2 stops23h 49m

C$ 779

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Tue 22/9

1:25 p.m.-4:05 p.m.

2 stops25h 40m

Punta Cana

Sat 26/9

5:05 p.m.-9:14 p.m.

1 stop29h 09m

C$ 803

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Tue 15/9

4:05 p.m.-4:05 p.m.

1 stop23h 00m

Punta Cana

Tue 29/9

4:20 p.m.-11:12 a.m.

1 stop19h 52m

C$ 806

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Mon 6/7

5:15 p.m.-3:15 p.m.

1 stop21h 00m

Punta Cana

Mon 13/7

5:05 p.m.-10:05 a.m.

1 stop18h 00m

C$ 814

WinnipegPuerto Plata

YWG - POP

YWGPOP

Winnipeg

Tue 8/9

8:45 p.m.-4:50 p.m.

1 stop19h 05m

Puerto Plata La Union

Tue 15/9

4:45 p.m.-8:20 p.m.

1 stop28h 35m

C$ 1,017

WinnipegSanto Domingo

YWG - SDQ

YWGSDQ

Winnipeg

Fri 25/9

5:10 a.m.-5:29 a.m.

2 stops23h 19m

Santo Domingo Las Americas

Sat 3/10

6:10 a.m.-10:43 a.m.

3 stops29h 33m

C$ 1,226

WinnipegSanto Domingo

YWG - SDQ

YWGSDQ

Winnipeg

Thu 9/7

6:05 p.m.-6:44 a.m.

3 stops35h 39m

Santo Domingo Las Americas

Thu 16/7

4:35 p.m.-11:15 a.m.

2 stops19h 40m

C$ 1,345

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 31 resultsSorted by cheapest first
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Best time to book a flight from Winnipeg to Dominican Republic

Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to the Dominican Republic

What is the cheapest month to book a flight from Winnipeg to Dominican Republic?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Dominican Republic (average of C$ 212). Flying from Winnipeg to Dominican Republic in June is currently the most expensive (average of C$ 636). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How far ahead should I book a flight from Winnipeg to Dominican Republic?

The price you pay for your flight from Winnipeg to Dominican Republic may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Dominican Republic. Reviews last updated 11 June 2026.
See what other customers who have flown with Air Transat,WestJet, andAir Canada from Winnipeg to the Dominican Republic have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.8

Food

6.8

Boarding

7.9

Entertainment

7.1

Crew

8.5

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

Overall

7.8

Food

6.8

Boarding

7.9

Entertainment

7.1

Crew

8.5

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

Overall

7.8

Food

6.8

Boarding

7.9

Entertainment

7.1

Crew

8.5

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

Overall

7.8

Food

6.8

Boarding

7.9

Entertainment

7.1

Crew

8.5

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Dominican Republic. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Winnipeg to Dominican Republic?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Dominican Republic. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How popular is this Winnipeg to Dominican Republic flight route?

  • How long is the flight from Winnipeg to Dominican Republic?

    WestJet can get you from Winnipeg to Dominican Republic in just under 20h 50m. Your travel time can differ by up to . The distance between Winnipeg and Dominican Republic is about 4323 km.

  • What are the most popular routes from Winnipeg to Dominican Republic?

  • Can I find deals for flights from Winnipeg to Dominican Republic that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Dominican Republic flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Dominican Republic?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Dominican Republic.

  • Can I find deals for business class flights from Winnipeg to Dominican Republic?

    Yes. Cheapflights offers flight deals from Winnipeg to Dominican Republic by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Dominican Republic?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Dominican Republic (average of C$ 212). Flying from Winnipeg to Dominican Republic in June is currently the most expensive (average of C$ 636). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Winnipeg to Dominican Republic

Discover the top 3 airlines that operate flights from Winnipeg to Dominican Republic. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 514AverageC$ 821FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 593AverageC$ 796FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 802AverageC$ 928FlexibilityNo cancel feeOn-time50%
Search Air Transat flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Dominican Republic?

When you search for this flight from Winnipeg to Dominican Republic, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Dominican Republic?

Cheapflights helps you find that perfect flight to Dominican Republic from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Dominican Republic with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Dominican Republic, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Dominican Republic become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Dominican Republic flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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