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Cheap flights from Winnipeg to Jacksonville from C$ 845

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
28 Apr — 5 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Jacksonville

Enter your travel dates to find the best prices.

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 29 March 2026.

Mon 13/73:59 p.m.
YWG
-
JAX
2 stops15h 38m
Delta
Mon 20/78:18 p.m.
JAX
-
YWG
2 stops19h 50m
Delta
Deal found 24/3C$ 845
Thu 30/45:20 p.m.
YWG
-
JAX
2 stops17h 49m
Delta
Wed 6/52:49 p.m.
JAX
-
YWG
2 stops25h 06m
Delta
Deal found 26/3C$ 882
Sun 26/49:05 p.m.
YWG
-
JAX
2 stops25h 54m
WestJet
Sun 3/55:30 a.m.
JAX
-
YWG
2 stops10h 55m
WestJet
Deal found 29/3C$ 1,013
Thu 30/49:05 p.m.
YWG
-
JAX
2 stops12h 09m
WestJet
Wed 6/53:06 p.m.
JAX
-
YWG
1 stop24h 49m
WestJet
Deal found 26/3C$ 1,036
Sun 3/56:40 a.m.
YWG
-
JAX
2 stops15h 10m
Delta
Thu 7/55:05 a.m.
JAX
-
YWG
2 stops10h 50m
Delta
Deal found 24/3C$ 1,043
Tue 5/58:45 a.m.
YWG
-
JAX
2 stops12h 05m
United Airlines
Wed 6/57:03 p.m.
JAX
-
YWG
2 stops17h 49m
United Airlines
Deal found 28/3C$ 1,049
Sun 3/58:45 a.m.
YWG
-
JAX
2 stops12h 05m
United Airlines
Thu 7/59:00 a.m.
JAX
-
YWG
2 stops12h 57m
United Airlines
Deal found 25/3C$ 1,054
Mon 13/73:59 p.m.
YWG
-
JAX
1 stop23h 55m
WestJet
Mon 20/711:48 a.m.
JAX
-
YWG
2 stops12h 52m
WestJet
Deal found 24/3C$ 1,070
Tue 5/59:05 p.m.
YWG
-
JAX
2 stops12h 09m
WestJet
Wed 6/53:06 p.m.
JAX
-
YWG
1 stop20h 48m
WestJet
Deal found 26/3C$ 1,086

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 29 March 2026.

Round-trip from

C$ 845

One-way from

C$ 338
Delta
  • Delta
  • 13/7-20/7
  • 4 total stops
  • 35h 28m total
  • Winnipeg to Jacksonville
Search Deals
7/5
  • 7/5
  • 2 total stops
  • 19h 30m 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 29 March 2026.
Use the filters below to find and compare flights from Winnipeg to Jacksonville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 3/5

6:40 a.m.-9:48 p.m.

2 stops14h 08m

Jacksonville

Thu 7/5

5:05 a.m.-2:55 p.m.

2 stops10h 50m

C$ 1,014

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Tue 5/5

3:15 p.m.-9:35 a.m.

2 stops17h 20m

Jacksonville

Wed 6/5

12:16 p.m.-11:18 p.m.

2 stops12h 02m

C$ 1,050

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 27/4

8:45 a.m.-10:04 p.m.

2 stops12h 19m

Jacksonville

Wed 29/4

11:32 a.m.-8:57 p.m.

2 stops10h 25m

C$ 1,050

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Tue 5/5

2:00 p.m.-9:46 p.m.

1 stop6h 46m

Jacksonville

Wed 6/5

7:03 p.m.-11:52 a.m.

2 stops17h 49m

C$ 1,050

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sun 3/5

8:45 a.m.-9:52 p.m.

1 stop12h 07m

Jacksonville

Thu 7/5

9:00 a.m.-8:57 p.m.

2 stops12h 57m

C$ 1,054
Quickest round-trip

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 13/7

2:00 p.m.-9:59 p.m.

1 stop6h 59m

Jacksonville

Mon 20/7

4:55 p.m.-10:33 p.m.

1 stop6h 38m

C$ 1,059

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/3

Sorted by cheapest first

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 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.

Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of C$ 1,226.

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 33m.

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 18m.

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, Air Canada, and United Airlines fly from Winnipeg to Jacksonville in about 12h 19m. The time it takes to get you to your destination can typically vary by up to 5h 01m. There are 2517 km between Winnipeg and Jacksonville. Both multi-stop and direct flights can be found to your destination and back.

  • 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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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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