Cheap flights from Winnipeg to the Dominican Republic from C$ 325

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 29/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PUJ
18 Jul — 25 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 18 June 2026.

Fri 7/812:50 p.m.
YWG
-
PUJ
2 stops24h 15m
WestJet
Tue 18/82:35 p.m.
PUJ
-
YWG
2 stops26h 10m
WestJet
Deal found 16/6C$ 706
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 13/6C$ 732
Mon 7/128:05 p.m.
YWG
-
POP
1 stop18h 28m
WestJet
Thu 10/125:30 p.m.
POP
-
YWG
2 stops19h 50m
WestJet
Deal found 16/6C$ 743
Mon 27/712:50 p.m.
YWG
-
POP
2 stops26h 00m
WestJet
Tue 11/84:45 p.m.
POP
-
YWG
2 stops24h 10m
WestJet
Deal found 15/6C$ 881
Tue 25/89:05 p.m.
YWG
-
POP
2 stops18h 45m
Multiple Airlines
Wed 2/96:05 p.m.
POP
-
YWG
1 stop16h 40m
Multiple Airlines
Deal found 15/6C$ 978
Tue 25/812:15 p.m.
YWG
-
POP
1 stop27h 35m
Air Transat
Wed 2/96:05 p.m.
POP
-
YWG
1 stop22h 14m
Air Transat
Deal found 15/6C$ 996
Tue 25/812:15 p.m.
YWG
-
POP
1 stop27h 35m
Air Transat
Sat 29/86:05 p.m.
POP
-
YWG
1 stop18h 14m
Air Transat
Deal found 15/6C$ 1,002
Fri 21/88:45 p.m.
YWG
-
POP
1 stop19h 05m
Air Transat
Wed 26/86:05 p.m.
POP
-
YWG
1 stop22h 14m
Air Transat
Deal found 15/6C$ 1,021
Fri 21/88:45 p.m.
YWG
-
POP
1 stop19h 05m
Air Transat
Sat 29/86:05 p.m.
POP
-
YWG
1 stop18h 14m
Air Transat
Deal found 15/6C$ 1,046
Tue 25/89:05 p.m.
YWG
-
POP
2 stops18h 45m
Multiple Airlines
Sat 29/86:05 p.m.
POP
-
YWG
1 stop16h 40m
Multiple Airlines
Deal found 15/6C$ 1,061
Fri 21/811:15 a.m.
YWG
-
POP
2 stops28h 35m
Multiple Airlines
Wed 26/86:05 p.m.
POP
-
YWG
1 stop16h 40m
Multiple Airlines
Deal found 15/6C$ 1,100
Thu 15/106:55 p.m.
YWG
-
SDQ
2 stops20h 35m
Multiple Airlines
Sat 17/106:10 a.m.
SDQ
-
YWG
3 stops27h 30m
Multiple Airlines
Deal found 16/6C$ 1,150

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 18 June 2026.

Round-trip from

C$ 706

One-way from

C$ 325

Popular in

February

Cheapest in

September

Average price

C$ 913
WestJet
  • WestJet
  • 7/8-18/8
  • 4 total stops
  • 50h 25m total
  • Winnipeg to Dominican Republic
29/8
  • 29/8
  • 2 total stops
  • 37h 12m total
  • Winnipeg to Dominican Republic
Highest demand for flights based on searches. 4% potential increase in price (C$ 58 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 17 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 18 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.-3:45 p.m.

2 stops26h 10m

C$ 706

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

8:05 p.m.-4:33 p.m.

1 stop18h 28m

Puerto Plata La Union

Thu 10/12

5:30 p.m.-11:20 a.m.

2 stops19h 50m

C$ 743

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Wed 15/7

10:30 p.m.-2:05 p.m.

2 stops38h 35m

Punta Cana

Wed 22/7

3:00 p.m.-9:45 a.m.

1 stop19h 45m

C$ 760

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Wed 15/7

1:30 p.m.-3:15 p.m.

2 stops24h 45m

Punta Cana

Wed 22/7

5:05 p.m.-11:15 a.m.

2 stops19h 10m

C$ 776

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Thu 26/11

6:45 a.m.-6:25 a.m.

2 stops21h 40m

Punta Cana

Mon 7/12

10:55 a.m.-9:05 p.m.

2 stops36h 10m

C$ 811

WinnipegPunta Cana

YWG - PUJ

YWGPUJ

Winnipeg

Fri 27/11

6:45 a.m.-6:25 a.m.

2 stops21h 40m

Punta Cana

Sat 5/12

4:30 p.m.-10:50 p.m.

2 stops32h 20m

C$ 815

WinnipegPuerto Plata

YWG - POP

YWGPOP

Winnipeg

Tue 25/8

12:15 p.m.-4:50 p.m.

1 stop27h 35m

Puerto Plata La Union

Sat 29/8

6:05 p.m.-11:19 a.m.

1 stop18h 14m

C$ 1,002

WinnipegSanto Domingo

YWG - SDQ

YWGSDQ

Winnipeg

Thu 15/10

6:55 p.m.-4:30 p.m.

2 stops20h 35m

Santo Domingo Las Americas

Sat 17/10

6:10 a.m.-8:40 a.m.

3 stops27h 30m

C$ 1,150

WinnipegSanto Domingo

YWG - SDQ

YWGSDQ

Winnipeg

Tue 4/8

6:15 a.m.-6:46 a.m.

3 stops23h 31m

Santo Domingo Las Americas

Tue 1/9

3:35 p.m.-5:25 p.m.

3 stops26h 50m

C$ 1,324

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/6

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$ 213). Flying from Winnipeg to Dominican Republic in June is currently the most expensive (average of C$ 640). 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 56 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 18 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.

Comfort

7.3

Overall

7.8

Crew

8.5

Entertainment

7.1

Food

6.8

Boarding

7.9

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.

Comfort

7.3

Overall

7.8

Crew

8.5

Entertainment

7.1

Food

6.8

Boarding

7.9

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.

Comfort

7.3

Overall

7.8

Crew

8.5

Entertainment

7.1

Food

6.8

Boarding

7.9

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.

Comfort

7.3

Overall

7.8

Crew

8.5

Entertainment

7.1

Food

6.8

Boarding

7.9

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 and Delta can get you from Winnipeg to Dominican Republic in just under 17h. Your travel time can differ by up to 3h 50m. The distance between Winnipeg and Dominican Republic is about 4270 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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$ 213). Flying from Winnipeg to Dominican Republic in June is currently the most expensive (average of C$ 640). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 18 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 518AverageC$ 823FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 596AverageC$ 804FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 807AverageC$ 934FlexibilityNo 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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