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Cheap flights from Winnipeg to Jacksonville from C$ 205

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 22/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 12 December 2025.

Mon 2/35:21 p.m.YWG - JAX
2 stops14h 23mDelta
Wed 4/32:58 p.m.JAX - YWG
2 stops26h 29mDelta
Deal found 9/12C$ 798
Sun 15/28:05 p.m.YWG - JAX
2 stops21h 53mMultiple Airlines
Wed 25/29:39 a.m.JAX - YWG
1 stop30h 33mMultiple Airlines
Deal found 10/12C$ 854
Mon 2/32:20 p.m.YWG - JAX
1 stop6h 29mUnited Airlines
Wed 4/312:45 p.m.JAX - YWG
2 stops24h 12mUnited Airlines
Deal found 9/12C$ 916
Sun 15/28:05 p.m.YWG - JAX
2 stops17h 18mWestJet
Wed 25/21:24 p.m.JAX - YWG
2 stops12h 16mWestJet
Deal found 10/12C$ 949
Sun 15/26:00 a.m.YWG - JAX
2 stops16h 59mAmerican Airlines
Wed 25/27:08 p.m.JAX - YWG
3 stops53h 27mAmerican Airlines
Deal found 10/12C$ 1,007
Sun 15/27:30 a.m.YWG - JAX
1 stop9h 26mDelta
Wed 25/25:30 a.m.JAX - YWG
1 stop10h 39mDelta
Deal found 10/12C$ 1,012

Find 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 12 December 2025.

Round-trip from

C$ 798

One-way from

C$ 205
Delta
  • Delta
  • 2/3-4/3
  • 4 total stops
  • 40h 52m total
  • Winnipeg to Jacksonville
Search Deals
22/2
  • 22/2
  • 3 total stops
  • 25h 48m total
  • Winnipeg to Jacksonville
Search Deals

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 12 December 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

Mon 2/3

5:21 p.m.-8:44 a.m.

2 stops14h 23m

Jacksonville

Wed 4/3

2:58 p.m.-4:27 p.m.

2 stops26h 29m

C$ 798

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 15/2

8:05 p.m.-6:58 p.m.

2 stops21h 53m

Jacksonville

Wed 25/2

9:39 a.m.-3:12 p.m.

1 stop30h 33m

C$ 854

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 2/3

2:20 p.m.-9:49 p.m.

1 stop6h 29m

Jacksonville

Wed 4/3

12:45 p.m.-11:57 a.m.

2 stops24h 12m

C$ 916

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 15/2

8:05 p.m.-2:23 p.m.

2 stops17h 18m

Jacksonville

Wed 25/2

1:24 p.m.-12:40 a.m.

2 stops12h 16m

C$ 949

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 15/2

6:00 a.m.-11:59 p.m.

2 stops16h 59m

Jacksonville

Wed 25/2

7:08 p.m.-11:35 p.m.

3 stops53h 27m

C$ 1,007

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 15/2

7:30 a.m.-5:56 p.m.

1 stop9h 26m

Jacksonville

Wed 25/2

5:30 a.m.-3:09 p.m.

1 stop10h 39m

C$ 1,012

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 22/2

4:10 p.m.-6:58 p.m.

3 stops25h 48m

C$ 205

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 25/1

2:40 p.m.-6:23 p.m.

2 stops26h 43m

C$ 214

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 25/1

2:20 p.m.-9:44 p.m.

1 stop6h 24m

C$ 496

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 22/2

6:40 a.m.-2:10 p.m.

1 stop6h 30m

C$ 496

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 12 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

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 43% 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$ 860.

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 27m.

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 Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 1h 21m.

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 12 December 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
3,195 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Boarding

7.4

Entertainment

6.1

Overall

7.2

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
3,195 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Food

6.2

Comfort

7.1

Crew

7.9

Boarding

7.4

Entertainment

6.1

Overall

7.2

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 Delta and United Airlines fly from Winnipeg to Jacksonville in about 6h 29m. The time it takes to get you to your destination can typically vary by up to 7h 54m. There are 2517 km between Winnipeg and Jacksonville. Both multi-stop and direct flights can be found to your destination and back.

  • 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$ 706.

  • 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

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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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 706AverageC$ 858FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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