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Winnipeg

$270+ Cheap flights from Jacksonville (JAX) to Winnipeg (YWG)

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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — YWG
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
1 adult, Economy
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Cheap flight deals from Jacksonville to Winnipeg

Cheapest flights from Jacksonville to Winnipeg
Explore the most affordable flight options available from Jacksonville to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.

This Air Canada deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:55 am
JAX
-
YWG
1 stop8h 17m
Air Canada
Fri 9/188:15 am
YWG
-
JAX
2 stops11h 39m
Air Canada
Deal found 5/18$713
This Air Canada deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:55 am
JAX
-
YWG
1 stop8h 17m
Air Canada
Wed 9/308:15 am
YWG
-
JAX
2 stops9h 54m
Air Canada
Deal found 5/17$735
This Air Canada deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:30 am
JAX
-
YWG
2 stops10h 48m
Air Canada
Wed 6/37:20 pm
YWG
-
JAX
1 stop25h 11m
Air Canada
Deal found 5/17$941
This United Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:58 pm
JAX
-
YWG
1 stop6h 26m
United Airlines
Wed 9/308:30 am
YWG
-
JAX
1 stop11h 56m
United Airlines
Deal found 5/14$951

Find flight deals from Jacksonville to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Winnipeg (YWG). 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 May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$713
(Air Canada)

One-way from

$270
(FlightHub)
Provider with most accurate pricing for Jacksonville-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Winnipeg flights.
Search Deals
From Jacksonville to Winnipeg
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One-way flight from Jacksonville to Winnipeg
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Winnipeg 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 2,558,603 searches. Data last updated May 19, 2026.
Use the filters below to find and compare flights from Jacksonville to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Mon 9/14

10:55 am-6:12 pm

1 stop8h 17m

Winnipeg

Fri 9/18

8:15 am-8:54 pm

2 stops11h 39m

$713
Quickest round-trip

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Mon 9/28

10:55 am-6:12 pm

1 stop8h 17m

Winnipeg

Wed 9/30

8:15 am-7:09 pm

2 stops9h 54m

$735

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Sun 5/31

6:30 am-4:18 pm

2 stops10h 48m

Winnipeg

Wed 6/3

7:20 pm-9:31 pm

1 stop25h 11m

$941
Cheapest one-way

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Fri 10/23

5:30 am-2:25 pm

2 stops9h 55m

$270
Quickest one-way

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Fri 10/23

10:55 am-6:12 pm

1 stop8h 17m

$297

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Wed 5/27

7:00 am-7:34 pm

2 stops13h 34m

$325

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Wed 5/27

6:05 am-10:43 am

3 stops29h 38m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Sorted by cheapest first

Compare providers for flights from Jacksonville to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jacksonville to Winnipeg in May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Jacksonville-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jacksonville-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Jacksonville to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Jacksonville 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 Jacksonville to Winnipeg. 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 Jacksonville to Winnipeg?

    Departing from Jacksonville to Winnipeg will take you 8h 17m. Airlines will cover a distance of 1564 mi.

  • Can I find deals for flights from Jacksonville to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Winnipeg.

  • Can I find deals for business class flights from Jacksonville to Winnipeg?

    Yes. Cheapflights offers flight deals from Jacksonville to Winnipeg 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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