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Cheap flights from Winnipeg to Jacksonville from C$ 368

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 20/11. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Jacksonville

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Jacksonville (JAX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 27 October 2025.

Round-trip from

C$ 896

One-way from

C$ 368

Popular in

July

Cheapest in

June

Average price

C$ 835
United Airlines
  • United Airlines
  • 24/1-31/1
  • 4 total stops
  • 47h 35m total
  • Winnipeg to Jacksonville
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20/11
  • 20/11
  • 3 total stops
  • 22h 43m total
  • Winnipeg to Jacksonville
Search Deals
High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease (C$ 43 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Winnipeg to Jacksonville

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Jacksonville
Discover carefully curated flight deals from Winnipeg to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 27 October 2025.

Sat 24/12:20 p.m.YWG - JAX
2 stops19h 58mUnited Airlines
Sat 31/19:20 a.m.JAX - YWG
2 stops27h 37mUnited Airlines
Deal found 26/10C$ 896
Sat 24/112:10 p.m.YWG - JAX
3 stops24h 11mMultiple Airlines
Sat 31/11:00 p.m.JAX - YWG
3 stops27h 20mMultiple Airlines
Deal found 26/10C$ 1,045
Mon 13/42:15 p.m.YWG - JAX
2 stops19h 23mUnited Airlines
Thu 16/411:50 a.m.JAX - YWG
2 stops9h 58mUnited Airlines
Deal found 24/10C$ 919

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Jacksonville 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 27 October 2025.
Use the filters below to find and compare flights from Winnipeg to Jacksonville that are best for you.

Fly from

Winnipeg

Fly to

Jacksonville

Route

Depart

Return

Price

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sat 24/1

2:20 p.m.-11:18 a.m.

2 stops19h 58m

Jacksonville

Sat 31/1

9:20 a.m.-11:57 a.m.

2 stops27h 37m

C$ 896

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 13/4

2:15 p.m.-10:38 a.m.

2 stops19h 23m

Jacksonville

Thu 16/4

11:50 a.m.-8:48 p.m.

2 stops9h 58m

C$ 919

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sat 24/1

12:10 p.m.-1:21 p.m.

3 stops24h 11m

Jacksonville

Sat 31/1

1:00 p.m.-3:20 p.m.

3 stops27h 20m

C$ 1,045

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Thu 20/11

9:00 p.m.-8:43 p.m.

3 stops22h 43m

C$ 368

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Thu 20/11

2:20 p.m.-9:22 p.m.

1 stop6h 02m

C$ 515

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/10

Best time to book a flight from Winnipeg to Jacksonville

Have a flexible travel schedule? Discover the best time to fly to Jacksonville 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 Jacksonville

What’s the top layover airport for flights from Winnipeg to Jacksonville?

Share of one-stop round-trip flights from Winnipeg to Jacksonville chosen by Cheapflights users in the past 12 months, using the same layover each way.

Atlanta (ATL) – chosen by Cheapflights users on 56% of one-stop itineraries from Winnipeg to Jacksonville on Cheapflights.

What’s the fastest layover option from Winnipeg to Jacksonville?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Jacksonville, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 5h 55m.

What’s the fastest layover option from Winnipeg to Jacksonville?

Shortest average travel time for 1-stop one-way flights from Winnipeg to Jacksonville, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 5h 55m.

Which airport typically offers the quickest layover for flights from Winnipeg to Jacksonville?

Average layover duration for 1-stop one-way flights from Winnipeg to Jacksonville, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Chicago (ORD) offer the fastest connection on this route, with an average layover time of 1h 31m.

Reviews of airlines servicing Jacksonville

Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated 27 October 2025.
Check out reviews from past customers who have flown with WestJet from Winnipeg to Jacksonville to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,148 reviews
Check prices

Food

6.2

Comfort

7.1

Entertainment

6.1

Overall

7.2

Boarding

7.4

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
WestJet
7.2
Good
3,148 reviews
WestJet
7.2
Good
3,148 reviews
Check prices

Food

6.2

Comfort

7.1

Entertainment

6.1

Overall

7.2

Boarding

7.4

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Jacksonville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Winnipeg to Jacksonville?

    Airlines like United Airlines fly from Winnipeg to Jacksonville in about 19h 58m. The time it takes to get you to your destination can typically vary by up to . There are 2517 km between Winnipeg and Jacksonville.

  • What is the cheapest airline to fly from Winnipeg to Jacksonville round-trip?

    Cheapflights users have booked flights from Winnipeg to Jacksonville round-trip from C$ 716. Users have found that WestJet is 20% cheaper than the other options available to this destination.

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

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

  • How can I find direct flights from Winnipeg to Jacksonville?

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

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

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

See more FAQs

Travelling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Kingsland

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to Jacksonville

Discover the top airline that operate flights from Winnipeg to Jacksonville. 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 27 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 716AverageC$ 875FlexibilityNo cancel feeOn-time60%
Search WestJet 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 Jacksonville?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Jacksonville from Winnipeg today with Cheapflights!

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to Jacksonville for you. Better yet — we are completely free to use.

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

Yes! Cheapflights helps users easily find flights from Winnipeg to Jacksonville with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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