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$996+ Cheap flights from Jacksonville (JAX) to Winnipeg (YWG)

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — YWG
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap 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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$996
(Air Canada)
Provider with most accurate pricing for Jacksonville-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Jacksonville-Winnipeg flights.
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From Jacksonville to Winnipeg
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Find 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 January 8, 2026.

This Air Canada deal was found by Cheapflights users on 1/6. 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.
Fri 1/237:25 pmJAX - YWG
2 stops18h 19mAir Canada
Sun 1/257:05 pmYWG - JAX
2 stops22h 39mAir Canada
Deal found 1/6$996
This United Airlines deal was found by Cheapflights users on 1/6. 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.
Fri 1/239:20 amJAX - YWG
2 stops13h 24mUnited Airlines
Sun 1/252:20 pmYWG - JAX
1 stop6h 24mUnited Airlines
Deal found 1/6$1,187
This WestJet deal was found by Cheapflights users on 1/7. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/236:30 amJAX - YWG
1 stop9h 37mWestJet
Sun 1/257:30 amYWG - JAX
1 stop14h 36mWestJet
Deal found 1/7$1,254
This Air Canada deal was found by Cheapflights users on 1/8. 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.
Tue 2/1010:40 amJAX - YWG
2 stops10h 48mMultiple Airlines
Mon 2/162:20 pmYWG - JAX
1 stop19h 29mMultiple Airlines
Deal found 1/8$1,577
This Delta deal was found by Cheapflights users on 1/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/101:16 pmJAX - YWG
2 stops11h 22mDelta
Mon 2/166:55 pmYWG - JAX
2 stops14h 26mDelta
Deal found 1/8$1,633

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 January 8, 2026.
Use the filters below to find and compare flights from Jacksonville to Winnipeg that are best for you.

Fly from

Jacksonville

Fly to

Winnipeg

Route

Depart

Return

Price

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Fri 1/23

7:25 pm-12:44 pm

2 stops18h 19m

Winnipeg

Sun 1/25

7:05 pm-6:44 pm

2 stops22h 39m

$996

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Fri 1/23

9:20 am-9:44 pm

2 stops13h 24m

Winnipeg

Sun 1/25

2:20 pm-9:44 pm

1 stop6h 24m

$1,187

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Fri 1/23

6:30 am-3:07 pm

1 stop9h 37m

Winnipeg

Sun 1/25

5:21 pm-2:20 pm

1 stop19h 59m

$1,254

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Tue 2/10

10:40 am-8:28 pm

2 stops10h 48m

Winnipeg

Mon 2/16

2:20 pm-10:49 am

1 stop19h 29m

$1,577

JacksonvilleWinnipeg

JAX - YWG

JAXYWG

Jacksonville

Tue 2/10

1:16 pm-11:38 pm

2 stops11h 22m

Winnipeg

Mon 2/16

6:55 pm-10:21 am

2 stops14h 26m

$1,633

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jacksonville-Winnipeg flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated January 8, 2026.
Peruse reviews from past customers who have flown with Delta from Jacksonville to Winnipeg to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,025 reviews

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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 9h 37m. Airlines will cover a distance of 1564 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Jacksonville to Winnipeg round-trip?

    Our cheapest airline available from Jacksonville to Winnipeg is Delta. Our recent data shows that you can find tickets from as low as $343 on this airline.

  • 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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Alternative routes for Jacksonville to Winnipeg

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Top airline flying from Jacksonville to Winnipeg

Discover the top airline that operate flights from Jacksonville to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$447Average$892FlexibilityNo cancel feeOn-timeN/A

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