YWG - JAX

C$ 342 Find Cheap Flights from Winnipeg to Jacksonville

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 Jacksonville departing on 27/9. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Jacksonville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Jacksonville, as well as popular online travel agencies
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Cheap Flights from Winnipeg to Jacksonville (YWG-JAX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Jacksonville 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 Jacksonville

Multiple Airlines Logo
YWG-JAX
4051 kmmulti-stop
Multiple Airlines Logo
JAX-YWG
4051 kmmulti-stop
Multiple Airlines
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Booking Insights

KAYAK's insights & trends for Winnipeg to Jacksonville flights

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

What is the most popular layover airport when flying from Winnipeg to Jacksonville?

Percentage of one-stop round-trip flights from Winnipeg to Jacksonville chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Chicago (ORD) is the top choice – 67% of KAYAK users who clicked on one-stop flights from Winnipeg to Jacksonville picked an itinerary connecting there.

What is the cheapest layover airport when flying from Winnipeg to Jacksonville?

Average round-trip price for one-stop flights from Winnipeg to Jacksonville clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of C$ 771.

Which layover airport offers the shortest total travel time from Winnipeg to Jacksonville?

Shortest average total travel time for one-stop one-way flights from Winnipeg to Jacksonville via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Atlanta (ATL) for the shortest journey. The average one-way travel time for flights connecting there is 6h 17m.

Which layover airport has the quickest connection when flying from Winnipeg to Jacksonville?

Average layover duration at different layover airports for one-stop one-way flights from Winnipeg to Jacksonville, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Chicago (ORD) often has the shortest layovers from Winnipeg to Jacksonville, with an average of 1h 15m.

Good to know

Low seasonJune
Cheapest flightC$ 342
Best time to beat the crowds (23% less expensive on average)
Most popular time to fly and prices are also 6% lower on average.
Flight from Winnipeg to Jacksonville

When to book flights from Winnipeg to Jacksonville

Are your dates flexible? Find out the best times to travel from Winnipeg to Jacksonville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Jacksonville

  • What is the cheapest flight from Winnipeg to Jacksonville?

    In the last 3 days, the lowest price for a flight from Winnipeg to Jacksonville was C$ 248 for a one-way ticket.

  • Which aircraft models fly most regularly from Winnipeg to Jacksonville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Winnipeg to Jacksonville?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Winnipeg and Jacksonville, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Winnipeg to Jacksonville?

    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 Jacksonville.

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

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

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

    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 to Jacksonville with an airline and back to Winnipeg with another airline.

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

    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 to Jacksonville from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Winnipeg to Jacksonville

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Jacksonville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Jacksonville? 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.
7.2
WestJetOverall score based on 3015 reviews
7.9Crew
7.0Comfort
6.1Entertainment
7.4Boarding
6.2Food
Airline reviews

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

2.0 MediocreAnna, Aug 2025YYC - DEN
Read more WestJet reviews

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

We were happy with our experience. The price for tickets was much less than Delta and we actually took off and landed a little ahead of scheduled times.

Seat back entertainment monitors would be nice. We did enjoy the In-Flight WiFi.

Our flight schedule was changed over six times, ultimately leaving us with a layover much shorter than we originally booked, which meant a panicked run through the airport. And the entertainment screen didn't function. As I've come to expect with Delta, a very mediocre and not customer-focused experience. This is on top of an outbound flight that was so delayed by mechanical issues, we had to spend the night at our layover city.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Horrible, experience, 5 hours delay, they changed gates 3 times, the last one we had to wait for 1::30 hre for the door to open to get to that gate. 0 apologies from Air Canada, they don’t care at all about their passengers

Late departing. Late arriving. More worried about limiting bags on board. Free beer and wine a nice surprise.

Upgraded to sit at the exit door so good leg room.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Good, only discomfort was consistent turbulence through the 3 hour flight. Not sure if in companies control though.

It was a lovely flight. Very attentive crew, comfortable seats, good food and entertainment. Highly recommended. Only difficulty was with their app.

Terrible. Flight was delayed for hours and we ended up arriving at our home at 4am after 20+ hours flying.

Flight was cancelled around 45 -1hr minutes before scheduled take off time due to mechanical issues we hadn’t even boarded yet. Had to reroute to Orlando so someone had to drive 2 1/2 to come and get me… the alternative was go through Toronto and get a later flight which didn’t work for my schedule. The flight attendants barely gave anyone a smile…not the same as flying when a client/passenger was important. Very disappointed. By the way I have never ever made a complaint online about any company with feedback…even when I probably should have. The only good experience was the boarding desk associates who were very professional and got me on another flight with my checked bags…very nice team.

Everything you need to know for your flight from Winnipeg to Jacksonville

Information on your arrival and departure airports

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