Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Jacksonville from C$ 398

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
22 Aug — 29 Aug1
1 adult

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 17 August 2025.

Round-trip from

C$ 810

One-way from

C$ 398

Popular in

July

Cheapest in

June

Average price

C$ 862
WestJet
  • WestJet
  • 18/10-26/10
  • 4 total stops
  • 82h 31m total
  • Winnipeg to Jacksonville
Search Deals
29/1
  • 29/1
  • 2 total stops
  • 32h 34m total
  • Winnipeg to Jacksonville
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Winnipeg to Jacksonville

Cheapest flights from Winnipeg to Jacksonville
Explore the most affordable flight options available from Winnipeg to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 August 2025.

Sat 18/106:30 a.m.YWG - JAX
2 stops27h 14mWestJet
Sun 26/107:35 a.m.JAX - YWG
2 stops55h 17mWestJet
Deal found 17/8C$ 810
Sat 18/106:40 a.m.YWG - JAX
1 stop5h 00mDelta
Sun 26/101:35 p.m.JAX - YWG
1 stop7h 35mDelta
Deal found 17/8C$ 933

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 17 August 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 18/10

6:30 a.m.-10:44 a.m.

2 stops27h 14m

Jacksonville

Sun 26/10

7:35 a.m.-1:52 p.m.

2 stops55h 17m

C$ 810

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sat 18/10

6:40 a.m.-12:40 p.m.

1 stop5h 00m

Jacksonville

Sun 26/10

1:35 p.m.-8:10 p.m.

1 stop7h 35m

C$ 933

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Thu 29/1

7:30 a.m.-5:04 p.m.

2 stops32h 34m

C$ 398

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 29/9

3:00 p.m.-10:12 a.m.

3 stops18h 12m

C$ 409

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Fri 30/1

6:15 a.m.-3:18 p.m.

2 stops32h 03m

C$ 438

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Wed 28/1

6:15 a.m.-6:37 p.m.

2 stops35h 22m

C$ 438

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sat 31/1

5:38 p.m.-12:27 p.m.

2 stops17h 49m

C$ 460

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 1/2

5:38 p.m.-10:22 a.m.

2 stops15h 44m

C$ 460

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 26/1

5:38 p.m.-8:49 a.m.

2 stops14h 11m

C$ 460

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Tue 27/1

5:38 p.m.-10:22 a.m.

2 stops15h 44m

C$ 460

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/8

Showing 1-10 of 13 results
1
2

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

How much does it cost to fly round-trip 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.

Chicago (ORD) – chosen by Cheapflights users on 50% of one-stop itineraries from Winnipeg to Jacksonville on Cheapflights.

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

Average round-trip fare for 1-stop flights from Winnipeg to Jacksonville, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 862.

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 59m.

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 32m.

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 17 August 2025.
Check out reviews from past customers who have flown with WestJet and Air Canada 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
3,017 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Food

6.2

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,017 reviews
WestJet
7.2
Good
3,017 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Food

6.2

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
9,977 reviews
WestJet
7.2
Good
3,017 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Food

6.2

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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.

  • What are the cheapest airlines flying from Winnipeg to Jacksonville round-trip?

    Cheapflights users have booked flights from Winnipeg to Jacksonville round-trip from C$ 707. Another airline that can offer you cheap pricing is Air Canada. Users have found that WestJet is 22% 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.

  • What is the cheapest month to book a flight from Winnipeg to Jacksonville?

    Currently, July is the cheapest month in which you can book a flight from Winnipeg to Jacksonville (average of C$ 403). Flying from Winnipeg to Jacksonville in December is currently the most expensive (average of C$ 530). 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

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

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

Top 2 airlines flying from Winnipeg to Jacksonville

Discover the top 2 airlines 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 17 August 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 707AverageC$ 864FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 721AverageC$ 862FlexibilityNo cancel feeOn-time67%
Search Air Canada 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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.