C$ 328 Find Cheap Flights from Winnipeg to the Dominican Republic

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to the Dominican Republic departing on 29/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Best Dominican Republic Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 712
Puerto Plata
Puerto Plata2 stopsC$ 696
Santo Domingo
Santo Domingo2 stopsC$ 1,161
Punta Cana
Punta Cana2 stopsC$ 712
Puerto Plata
Puerto Plata2 stopsC$ 696
Santo Domingo
Santo Domingo2 stopsC$ 1,161

Cheap Flights from Winnipeg to the Dominican Republic

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to the Dominican Republic that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to the Dominican Republic

Mon, 30 Nov - Thu, 10 Dec
WestJet Logo
12:55 p.m. - 4:33 p.m.
YWG
-
POP
25h 38m
2 stops
WestJet Logo
5:30 p.m. - 3:40 p.m.
POP
-
YWG
24h 10m
2 stops
C$ 696WestJet
Mon, 30 Nov - Thu, 10 Dec
WestJet Logo
8:05 p.m. - 4:33 p.m.
YWG
-
POP
18h 28m
1 stop
WestJet Logo
5:30 p.m. - 3:40 p.m.
POP
-
YWG
24h 10m
2 stops
C$ 702WestJet
Mon, 30 Nov - Thu, 10 Dec
WestJet Logo
5:00 a.m. - 4:33 p.m.
YWG
-
POP
9h 33m
1 stop
WestJet Logo
5:30 p.m. - 7:15 p.m.
POP
-
YWG
27h 45m
1 stop
C$ 709WestJet
Fri, 7 Aug - Tue, 18 Aug
WestJet Logo
12:50 p.m. - 2:05 p.m.
YWG
-
PUJ
24h 15m
2 stops
WestJet Logo
2:35 p.m. - 3:45 p.m.
PUJ
-
YWG
26h 10m
2 stops
C$ 712WestJet
Fri, 7 Aug - Tue, 18 Aug
WestJet Logo
12:50 p.m. - 2:05 p.m.
YWG
-
PUJ
24h 15m
2 stops
WestJet Logo
2:35 p.m. - 3:45 p.m.
PUJ
-
YWG
26h 10m
2 stops
C$ 713WestJet
Tue, 25 Aug - Wed, 2 Sep
Multiple Airlines Logo
9:05 p.m. - 4:50 p.m.
YWG
-
POP
18h 45m
2 stops
Multiple Airlines Logo
6:05 p.m. - 9:45 a.m.
POP
-
YWG
16h 40m
1 stop
C$ 987Multiple Airlines
Tue, 25 Aug - Wed, 2 Sep
Air Transat Logo
12:15 p.m. - 4:50 p.m.
YWG
-
POP
27h 35m
1 stop
Air Transat Logo
6:05 p.m. - 3:19 p.m.
POP
-
YWG
22h 14m
1 stop
C$ 1,005Air Transat
Thu, 15 Oct - Sat, 17 Oct
Multiple Airlines Logo
6:55 p.m. - 4:30 p.m.
YWG
-
SDQ
20h 35m
2 stops
Multiple Airlines Logo
6:10 a.m. - 8:40 a.m.
SDQ
-
YWG
27h 30m
3 stops
C$ 1,161Multiple Airlines
Wed, 18 Nov - Fri, 27 Nov
Delta Logo
6:35 a.m. - 1:35 a.m.
YWG
-
SDQ
17h 00m
2 stops
Delta Logo
6:45 a.m. - 11:34 p.m.
SDQ
-
YWG
18h 49m
2 stops
C$ 1,440Delta
Wed, 18 Nov - Fri, 27 Nov
Delta Logo
6:35 a.m. - 1:35 a.m.
YWG
-
SDQ
17h 00m
2 stops
Delta Logo
6:45 a.m. - 11:34 p.m.
SDQ
-
YWG
18h 49m
2 stops
C$ 1,448Delta
Booking Insights

KAYAK's insights & trends for Winnipeg to the Dominican Republic flights

Get data-powered insights and trends into flights from Winnipeg to the Dominican Republic to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Winnipeg to the Dominican Republic flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to the Dominican Republic from Winnipeg found in the last 5 days was to Punta Cana, at C$ 790 round-trip. The most popular route is from Winnipeg (YWG) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 790.

What is the cheapest time of day to fly to the Dominican Republic?

The average price for all round-trip flights from Winnipeg to the Dominican Republic depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Dominican Republic is generally in the morning, when round-trip flights cost C$ 978 on average. The most expensive time of day to fly to the Dominican Republic is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 978.

What is the cheapest month to fly from Winnipeg to the Dominican Republic?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to the Dominican Republic, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to the Dominican Republic is October, when tickets cost C$ 215 (return) on average. On the other hand, the most expensive months are June and August, when the average cost of round-trip tickets is C$ 645 and C$ 638 respectively.

How far in advance should I book a flight from Winnipeg to the Dominican Republic?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to the Dominican Republic, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Winnipeg to the Dominican Republic, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonMay
Cheapest flightC$ 328
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly (15% more expensive on average)
Flight from Winnipeg to Punta Cana

FAQs - booking Dominican Republic flights

  • How does KAYAK find such low prices on flights from Winnipeg to the Dominican Republic?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to the Dominican Republic.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to the Dominican Republic?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to the Dominican Republic is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to the Dominican Republic?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Winnipeg to the Dominican Republic with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to the Dominican Republic?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Winnipeg to the Dominican Republic up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Winnipeg to the Dominican Republic

 
Need help choosing which airline to fly with from Winnipeg to the Dominican Republic? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
Air TransatOverall score based on 556 reviews
7.3Comfort
8.5Crew
7.1Entertainment
6.8Food
7.9Boarding
Airline reviews

My screen was broken so now movies, etc, but I didn’t really mind. They did work on it, so good effort on their part.

10.0 ExcellentWilliam, Jun 2026
LGW - YYZ
Read more Air Transat reviews

My screen was broken so now movies, etc, but I didn’t really mind. They did work on it, so good effort on their part.

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

Arm rests are too small and too close. No screens, movie selection was very limited and poor. Food is pretty much overpriced cheap convenience store food.

I didn't have any problems during my flight. My main issue is with airlines in general, they keep offering less and less every year, AirTransat is no different.

i was not able to take my flight because the information i needed to book my dog correctly was not provided

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

Everyone was extremely friendly and nice, from the front desk to the cabin crew!

I like the idea of a non-overnight flight to Europe.

The food was very good. I was nit expecting a meal on a red eye trip. I was pleasantly surprised! Plus we arrived a few minutes earlier than expected!

The crew was excellent. The turbulence was very bad and they were unable to serve our dinner. The captain informed the passengers that we were going to get water and snack instead. They provided us ample snacks instead. Otherwise the trip was good.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Flight got delayed But satisfied with the pricing of tickets

Aircraft is designed with all 3 washrooms at the back of the plane, meaning that when there is service underway, there are no washrooms available and it gets very crowded at the back of the plane.

I was through check-in right away and on the plane before I knew it perfect in every way

Multiple delays and gate changes resulting in arrival with a 5 hour delay.

Mutiple delays and changes of gate resulting in arrival 5 hours after intended.

Excellent flight crew. Very comfortable plane. Entertainment options on air Canada were great!

One crew member, Brandy was very helpful with recovering phone lost in customs. The plane was ancient and poorly maintained. Checked baggage did not arrive with flight. Almost missed flight because if insanely short layover time. Air Canada is worst flight I have ever booked with Kayak. Wanted to charge for headsets for on flight media.

this flight was exceptional due to the plane itself being updated with longer seat belts so no need for the extender and access to a tv.

Flight was oversold. Seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

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

Information on your arrival and departure airports