YWG - JAX

C$ 364 Find Cheap Flights from Winnipeg to Jacksonville – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 660
Typical prices: C$ 1,008-C$ 1,203
United Airlines
Sat 8/12Sun 9/12
YWG - JAX • 2 stops
Cheapest one-way flights
C$ 364
Typical prices: C$ 228-C$ 603
Delta
Tue 11/12
YWG - JAX • 2 stops
Direct flights
Not available
There are currently no direct flights between Winnipeg and Jacksonville. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
September
Cheapest • 24% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg C$ 890 (round-trip)
Chicago O'Hare Intl (ORD)
Shortest trip • 6h 41m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Winnipeg to Jacksonville (YWG-JAX)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Jacksonville

Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
9:40 a.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
11h 56m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
7:00 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
14h 55m2 stops Houston George Bush Intcntl Denver Intl
C$ 660United Airlines
Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
3:15 p.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
6h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
7:00 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
14h 55m2 stops Houston George Bush Intcntl Denver Intl
C$ 660United Airlines
Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
9:40 a.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
11h 56m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
11:37 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
10h 18m2 stops Washington, D.C. Dulles Intl Denver Intl
C$ 662United Airlines
Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
3:15 p.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
6h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
9:40 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
12h 15m2 stops Chicago O'Hare Intl Denver Intl
C$ 662United Airlines
Fri, 11 Dec - Mon, 14 Dec
United Airlines Logo
3:15 p.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
6h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
5:25 p.m. - 1:23 p.m.JAX  Jacksonville-YWG Winnipeg
19h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
C$ 662United Airlines
Fri, 11 Dec - Mon, 14 Dec
United Airlines Logo
3:15 p.m. - 10:31 a.m.YWG  Winnipeg-JAX Jacksonville
19h 16m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
United Airlines Logo
5:25 p.m. - 1:23 p.m.JAX  Jacksonville-YWG Winnipeg
19h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
C$ 662United Airlines
Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
9:40 a.m. - 11:13 p.m.YWG  Winnipeg-JAX Jacksonville
13h 33m2 stops Denver Intl Houston George Bush Intcntl
United Airlines Logo
7:00 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
14h 55m2 stops Houston George Bush Intcntl Denver Intl
C$ 681United Airlines
Tue, 8 Dec - Wed, 9 Dec
United Airlines Logo
3:15 p.m. - 9:36 p.m.YWG  Winnipeg-JAX Jacksonville
6h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
7:00 a.m. - 9:55 p.m.JAX  Jacksonville-YWG Winnipeg
14h 55m2 stops Houston George Bush Intcntl Denver Intl
C$ 681United Airlines
Fri, 11 Dec - Mon, 14 Dec
Multiple Airlines Logo
9:35 p.m. - 2:20 p.m.YWG  Winnipeg-JAX Jacksonville
16h 45m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:47 p.m. - 10:57 p.m.JAX  Jacksonville-YWG Winnipeg
29h 10m3 stops Atlanta Hartsfield-Jackson Fort Lauderdale Toronto Pearson Intl
C$ 769Multiple Airlines
Fri, 11 Dec - Mon, 14 Dec
Multiple Airlines Logo
6:00 a.m. - 2:20 p.m.YWG  Winnipeg-JAX Jacksonville
32h 20m3 stops Vancouver Intl Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:47 p.m. - 10:57 p.m.JAX  Jacksonville-YWG Winnipeg
29h 10m3 stops Atlanta Hartsfield-Jackson Fort Lauderdale Toronto Pearson Intl
C$ 945Multiple Airlines
Booking Insights

Price, demand, and travel trends for Winnipeg to Jacksonville flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Winnipeg to Jacksonville?

Round-trip flights from Winnipeg to Jacksonville typically range from C$ 1,008 to C$ 1,203. The lowest price found in the past 5 days was C$ 660, on United Airlines.

What's the cheapest day of the week to fly from Winnipeg to Jacksonville?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Winnipeg to Jacksonville. It's 23% cheaper than the average day, while Friday is the most expensive, with prices 18% higher.

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Key details for Winnipeg to Jacksonville flights

Low season

May

Cheapest flight

C$ 364
Beat the crowds with an average 86% drop in traveller numbers.
The most popular month to fly with an average 12% increase in traveller numbers.
One-way flight from Winnipeg to Jacksonville

When to book flights from Winnipeg to Jacksonville

Are your dates flexible? Find out the best times to travel from Winnipeg to Jacksonville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Jacksonville flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Which cabin classes can I book on flights from Winnipeg to Jacksonville?

    Only Economy Class is available on flights from Winnipeg to Jacksonville.

  • How long does a flight from Winnipeg to Jacksonville take?

    A direct flight from Winnipeg to Jacksonville takes 00m, covering 4,051 km.

  • Do I need a passport to fly from Winnipeg to Jacksonville?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Jacksonville flight?

    Round-trip flights from Winnipeg to Jacksonville range from C$ 1,008 to C$ 1,203, with an average of C$ 1,149 over the past 12 months. Anything below C$ 1,008 counts as a good deal.

  • Have flight prices from Winnipeg to Jacksonville changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 660 to C$ 1,860. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Winnipeg to Jacksonville looking right now?

    One-way fares from Winnipeg to Jacksonville are currently higher than usual. Average one-way flight prices are about C$ 554, which is 11% above the typical average for this route.

  • What car rental options are available at Jacksonville Airport (JAX)?

    Jacksonville Airport (JAX) hosts 5 major car rental companies, with daily rates averaging C$ 72 for economy cars. Top options include:

    • Easirent
    • Hertz
    • Dollar
    • Thrifty
    • Budget

  • Which airports can I use when flying from Winnipeg to Jacksonville?

    Flights from Winnipeg to Jacksonville usually depart from Winnipeg (YWG) and arrive at Jacksonville (JAX).

  • Which airports do connecting flights from Winnipeg to Jacksonville pass through?

    One-stop flights from Winnipeg to Jacksonville most commonly connect through:

    • Chicago O'Hare Intl (ORD) – 50% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) – 33% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 17% of one-stop connections

  • Can I save money by using flexible dates for flights from Winnipeg to Jacksonville?

    Yes. Flexible dates can save you up to 35% on flights from Winnipeg to Jacksonville. Tuesday is the cheapest departure day at C$ 891 round-trip on average, while Friday is the most expensive at C$ 1,357, a difference of C$ 466.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to Jacksonville?

    Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 6h 33m, compared with 6h 41m via Chicago O'Hare Intl (ORD) and 10h 42m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Winnipeg and Jacksonville?

    Jacksonville is 1 hour ahead of Winnipeg (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Winnipeg to Jacksonville flights

Get tips on when to book, when to fly, and what to know before your trip.

More options for your flight from Winnipeg to Jacksonville

Complete your trip to Jacksonville with a hotel stay or car rental

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