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Cheap flights from Winnipeg to Jacksonville from C$ 282

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 13/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
29 Jul — 5 Aug1
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 June 2026.

Tue 15/98:15 a.m.
YWG
-
JAX
2 stops10h 04m
Air Canada
Sat 19/911:51 a.m.
JAX
-
YWG
2 stops12h 26m
Air Canada
Deal found 24/6C$ 837
Sat 25/76:15 a.m.
YWG
-
JAX
2 stops16h 54m
WestJet
Sat 1/88:17 a.m.
JAX
-
YWG
2 stops13h 28m
WestJet
Deal found 27/6C$ 857
Thu 13/86:15 a.m.
YWG
-
JAX
2 stops9h 14m
WestJet
Thu 20/86:00 a.m.
JAX
-
YWG
2 stops9h 25m
WestJet
Deal found 29/6C$ 869
Tue 7/76:15 a.m.
YWG
-
JAX
2 stops10h 12m
WestJet
Mon 13/76:22 p.m.
JAX
-
YWG
2 stops21h 03m
WestJet
Deal found 25/6C$ 961
Sat 25/712:20 p.m.
YWG
-
JAX
1 stop8h 11m
Air Canada
Sat 1/87:20 a.m.
JAX
-
YWG
1 stop16h 18m
Air Canada
Deal found 27/6C$ 1,037
Tue 15/92:00 p.m.
YWG
-
JAX
1 stop8h 20m
United Airlines
Sat 19/94:45 p.m.
JAX
-
YWG
1 stop6h 48m
United Airlines
Deal found 24/6C$ 1,052

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 June 2026.

Round-trip from

C$ 837
Air Canada
  • Air Canada
  • 15/9-19/9
  • 4 total stops
  • 22h 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 June 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

Tue 15/9

8:15 a.m.-7:19 p.m.

2 stops10h 04m

Jacksonville

Sat 19/9

11:51 a.m.-11:17 p.m.

2 stops12h 26m

C$ 837

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Sat 25/7

6:15 a.m.-12:09 a.m.

2 stops16h 54m

Jacksonville

Sat 1/8

8:17 a.m.-8:45 p.m.

2 stops13h 28m

C$ 857
Quickest round-trip

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Thu 13/8

6:15 a.m.-4:29 p.m.

2 stops9h 14m

Jacksonville

Thu 20/8

6:00 a.m.-2:25 p.m.

2 stops9h 25m

C$ 869

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Tue 15/9

2:00 p.m.-11:20 p.m.

1 stop8h 20m

Jacksonville

Sat 19/9

9:25 a.m.-10:33 p.m.

2 stops14h 08m

C$ 1,052
Cheapest one-way
Quickest one-way

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Thu 13/8

9:05 p.m.-5:34 p.m.

2 stops19h 29m

C$ 282

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/6

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.

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 Air Canada fly from Winnipeg to Jacksonville in about 10h 04m. The time it takes to get you to your destination can typically vary by up to . There are 2517 km between Winnipeg and Jacksonville.

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

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