C$ 356 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 4/2. 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 Cana1 stopC$ 576
Puerto Plata
Puerto Plata1 stopC$ 586
Santo Domingo
Santo Domingo2 stopsC$ 736
Punta Cana
Punta Cana1 stopC$ 576
Puerto Plata
Puerto Plata1 stopC$ 586
Santo Domingo
Santo Domingo2 stopsC$ 736

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

Sat, 11 Apr - Sat, 25 Apr
Multiple Airlines Logo
8:20 p.m. - 2:35 p.m.
YWG
-
PUJ
17h 15m
1 stop
Multiple Airlines Logo
6:20 a.m. - 8:40 a.m.
PUJ
-
YWG
27h 20m
1 stop
C$ 576Multiple Airlines
Thu, 19 Mar - Thu, 26 Mar
WestJet Logo
5:00 a.m. - 3:27 p.m.
YWG
-
POP
9h 27m
1 stop
WestJet Logo
4:30 p.m. - 6:05 p.m.
POP
-
YWG
26h 35m
2 stops
C$ 586WestJet
Wed, 25 Mar - Wed, 1 Apr
Air Canada Logo
5:30 a.m. - 8:35 p.m.
YWG
-
PUJ
14h 05m
1 stop
Air Canada Logo
7:05 p.m. - 10:07 a.m.
PUJ
-
YWG
16h 02m
1 stop
C$ 590Air Canada
Thu, 19 Mar - Thu, 26 Mar
WestJet Logo
5:00 a.m. - 3:27 p.m.
YWG
-
POP
9h 27m
1 stop
WestJet Logo
4:30 p.m. - 11:32 a.m.
POP
-
YWG
20h 02m
1 stop
C$ 592WestJet
Wed, 8 Apr - Tue, 21 Apr
Multiple Airlines Logo
8:20 p.m. - 2:35 p.m.
YWG
-
PUJ
17h 15m
1 stop
Multiple Airlines Logo
7:25 p.m. - 7:25 p.m.
PUJ
-
YWG
25h 00m
1 stop
C$ 595Multiple Airlines
Thu, 19 Mar - Thu, 26 Mar
WestJet Logo
6:45 a.m. - 3:27 p.m.
YWG
-
POP
31h 42m
2 stops
WestJet Logo
4:30 p.m. - 12:07 p.m.
POP
-
YWG
44h 37m
2 stops
C$ 596WestJet
Fri, 20 Feb - Thu, 5 Mar
Air Canada Logo
1:45 p.m. - 12:45 a.m.
YWG
-
PUJ
9h 00m
1 stop
Air Canada Logo
1:05 p.m. - 11:54 p.m.
PUJ
-
YWG
12h 49m
1 stop
C$ 598Air Canada
Thu, 19 Feb - Thu, 5 Mar
Air Canada Logo
11:05 a.m. - 9:45 p.m.
YWG
-
PUJ
8h 40m
1 stop
Air Canada Logo
1:05 p.m. - 11:54 p.m.
PUJ
-
YWG
12h 49m
1 stop
C$ 599Air Canada
Wed, 25 Mar - Wed, 1 Apr
Air Canada Logo
5:30 a.m. - 8:35 p.m.
YWG
-
PUJ
14h 05m
1 stop
Air Canada Logo
7:05 p.m. - 12:32 p.m.
PUJ
-
YWG
18h 27m
2 stops
C$ 600Air Canada
Wed, 8 Apr - Tue, 21 Apr
Multiple Airlines Logo
12:55 p.m. - 8:57 a.m.
YWG
-
PUJ
19h 02m
2 stops
Multiple Airlines Logo
7:25 p.m. - 7:25 p.m.
PUJ
-
YWG
25h 00m
1 stop
C$ 602Multiple Airlines
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 72 hours was to Punta Cana, at C$ 934 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 72 hours was C$ 934.

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 June, when tickets cost C$ 660 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is C$ 844 and C$ 815 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 seasonSeptember
Cheapest flightC$ 333
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly (9% 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.

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

    The cheapest time of day to fly to the Dominican Republic is generally in the morning, when round-trip flights cost C$ 1,093 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$ 1,093.

Reviews of the top 5 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.
7.9
DeltaOverall score based on 8126 reviews
7.9Comfort
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

10.0 ExcellentAnonymous, Dec 2025
DCA - SEA
Read more Delta reviews

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Old plane and old configuration/seats but still comfortable for a morning flight

The flight was great. The gate location was way to far away!!!

Convient flight. Good experience. No complaints other than the food quality seems to have decreased.

I liked the friendliness of the staff. The cleanliness of all 3 planes.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

this crew didn't care much. bumping carts into seats more times than i care to remember

Overpriced tickets and attitudes to pay for such service. So bummed.

The Turkish was good . I had a problem with air Transat terrible experience for me

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Very good. A lot better experience then I expected for an economy flight.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Experience was good, the wifi hook up is somewhat tough

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Very bed experience never want to travel air canada anymore

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

Overall a good experience as this leg I was in Business Class. The Lounge was amazing with a view of the planes. The flight attendant spoke way to quickly when giving the information for take off and landing and it would be of no use to a first time traveler. Overall a great airline to travel on.

It was a very small plane and was ok. No food or entertainment so there should be an option for NA.

I travelled in Business class for the first time and wish I could do that again.

Smooth on-time flight but NO AC in the middle of the cabin. Business Class and the rear of the cabin were too cold but mid-cabin was stuffy and hot with virtually no air coming out of the ducts. Made for a very long and uncomfortable flight.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My flights were all either late or canceled. It was stressful and a waste of my time. This is the third flight in a row with Air Canada that has been a scheduling mess. Not appreciated.

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

Information on your arrival and departure airports