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Cheap flights from Winnipeg to Jacksonville from C$ 344

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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — JAX
15 Jun — 22 Jun1
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 16 May 2026.

Fri 18/92:05 p.m.
YWG
-
JAX
2 stops17h 25m
Air Canada
Tue 22/911:56 a.m.
JAX
-
YWG
2 stops12h 11m
Air Canada
Deal found 13/5C$ 899
Fri 18/96:40 a.m.
YWG
-
JAX
1 stop5h 38m
Delta
Tue 22/911:29 a.m.
JAX
-
YWG
2 stops12h 58m
Delta
Deal found 12/5C$ 958
Fri 18/92:00 p.m.
YWG
-
JAX
1 stop8h 39m
United Airlines
Tue 22/94:50 p.m.
JAX
-
YWG
1 stop6h 43m
United Airlines
Deal found 11/5C$ 998
Tue 25/87:00 a.m.
YWG
-
JAX
2 stops12h 54m
United Airlines
Wed 26/84:45 p.m.
JAX
-
YWG
1 stop6h 48m
United Airlines
Deal found 14/5C$ 1,042

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 16 May 2026.

Round-trip from

C$ 899

One-way from

C$ 344
Air Canada
  • Air Canada
  • 18/9-22/9
  • 4 total stops
  • 29h 36m total
  • Winnipeg to Jacksonville
Search Deals
3/6
  • 3/6
  • 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 16 May 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

Fri 18/9

6:40 a.m.-1:18 p.m.

1 stop5h 38m

Jacksonville

Tue 22/9

11:29 a.m.-11:27 p.m.

2 stops12h 58m

C$ 958
Quickest round-trip

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Fri 18/9

2:00 p.m.-11:39 p.m.

1 stop8h 39m

Jacksonville

Tue 22/9

4:50 p.m.-10:33 p.m.

1 stop6h 43m

C$ 997

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Tue 25/8

7:00 a.m.-6:02 p.m.

2 stops10h 02m

Jacksonville

Wed 26/8

11:51 a.m.-10:33 p.m.

2 stops11h 42m

C$ 1,042
Cheapest one-way

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Wed 3/6

9:05 p.m.-5:35 p.m.

2 stops19h 30m

C$ 344
Quickest one-way

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Fri 26/6

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

2 stops13h 35m

C$ 419

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 25/5

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

2 stops13h 35m

C$ 473

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Fri 26/6

7:10 p.m.-9:31 p.m.

1 stop25h 21m

C$ 525

WinnipegJacksonville

YWG - JAX

YWGJAX

Winnipeg

Mon 25/5

5:35 p.m.-9:31 p.m.

1 stop26h 56m

C$ 525

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/5

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 Delta and United Airlines fly from Winnipeg to Jacksonville in about 5h 38m. The time it takes to get you to your destination can typically vary by up to 3h 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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