$436+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — YWG
Nov 19 — Nov 261
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Winnipeg with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Jacksonville to Winnipeg
Cheapest
Best
Last-minute
Cheapest flights from Jacksonville to WinnipegExplore 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 October 20, 2026.
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 October 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/103:05 pm -
2 stops44h 10m
Wed 12/167:00 am -
1 stop6h 20m
Deal found 10/18![Multiple Airlines logo]()
$436
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:03 pm -
2 stops31h 07m
Sun 11/89:35 pm -
2 stops19h 36m
Deal found 10/16![Multiple Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 10/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:45 am -
2 stops15h 54m
Wed 12/166:25 am -
2 stops10h 15m
Deal found 10/18![Delta logo]()
$592
This American Airlines deal was found by Cheapflights users on 10/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:00 am -
3 stops17h 57m
Wed 12/167:00 am -
2 stops9h 04m
Deal found 10/18![American Airlines logo]()
$1,056
This Delta deal was found by Cheapflights users on 10/16. 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.
Thu 11/53:15 pm -
1 stop10h 04m
Sun 11/86:00 am -
2 stops13h 41m
Deal found 10/16![Delta logo]()
$1,134
This Mytrip deal was found by Cheapflights users on 10/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:46 pm -
3 stops27h 24m
Fri 10/309:35 pm -
2 stops19h 53m
Deal found 10/18![Multiple Airlines logo]()
$1,153
This Mytrip deal was found by Cheapflights users on 10/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:03 pm -
2 stops31h 07m
Fri 11/612:10 pm -
2 stops29h 21m
Deal found 10/18![Multiple Airlines logo]()
$1,165
Best flights from Jacksonville to WinnipegDiscover carefully curated flight deals from Jacksonville to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from Jacksonville to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:03 pm -
2 stops31h 07m
Sun 11/89:35 pm -
2 stops19h 36m
Deal found 10/16![Multiple Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 10/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:45 am -
2 stops15h 54m
Wed 12/166:25 am -
2 stops10h 15m
Deal found 10/18![Delta logo]()
$592
This American Airlines deal was found by Cheapflights users on 10/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:00 am -
3 stops17h 57m
Wed 12/167:00 am -
3 stops14h 55m
Deal found 10/18![American Airlines logo]()
$1,112
This Air Canada deal was found by Cheapflights users on 10/16. 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 1/263:32 pm -
2 stops10h 52m
Sat 1/308:15 am -
2 stops12h 17m
Deal found 10/16![Air Canada logo]()
$1,135
This United Airlines deal was found by Cheapflights users on 10/16. 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.
Tue 1/269:48 am -
1 stop10h 40m
Sat 1/308:00 am -
1 stop12h 32m
Deal found 10/16![United Airlines logo]()
$1,259
This Delta deal was found by Cheapflights users on 10/16. 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.
Thu 11/53:15 pm -
1 stop10h 04m
Sun 11/86:00 am -
2 stops13h 41m
Deal found 10/16![Delta logo]()
$1,134
Last-minute flights from Jacksonville to WinnipegDiscover last-minute flight deals from Jacksonville to Winnipeg. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Winnipeg. Data last updated October 20, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:46 pm -
3 stops27h 24m
Fri 10/309:35 pm -
2 stops19h 53m
Deal found 10/18![Multiple Airlines logo]()
$1,153
This Mytrip deal was found by Cheapflights users on 10/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:03 pm -
2 stops31h 07m
Fri 11/612:10 pm -
2 stops29h 21m
Deal found 10/18![Multiple Airlines logo]()
$1,165
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:00 am -
1 stop14h 57m
Fri 11/63:15 pm -
1 stop7h 27m
Deal found 10/18![United Airlines logo]()
$1,324
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:03 pm -
2 stops31h 07m
Sun 11/89:35 pm -
2 stops19h 36m
Deal found 10/16![Multiple Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 10/16. 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.
Thu 11/53:15 pm -
1 stop10h 04m
Sun 11/86:00 am -
2 stops13h 41m
Deal found 10/16![Delta logo]()
$1,134
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:08 am -
2 stops12h 49m
Tue 11/243:15 pm -
1 stop7h 27m
Deal found 10/17![United Airlines logo]()
$1,334
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 October 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $436 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 20, 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
Cheapest round-trip
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Thu 11/5
7:03 pm-2:10 am
2 stops31h 07m
Winnipeg
Sun 11/8
9:35 pm-5:11 pm
2 stops19h 36m
$485
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Thu 12/10
9:45 am-1:39 am
2 stops15h 54m
Winnipeg
Wed 12/16
6:25 am-4:40 pm
2 stops10h 15m
$592
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Thu 12/10
6:00 am-11:57 pm
3 stops17h 57m
Winnipeg
Wed 12/16
7:00 am-9:55 pm
3 stops14h 55m
$1,112
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Thu 11/5
3:15 pm-1:19 am
1 stop10h 04m
Winnipeg
Sun 11/8
6:00 am-7:41 pm
2 stops13h 41m
$1,134
Quickest round-trip
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Tue 1/26
3:32 pm-2:24 am
2 stops10h 52m
Winnipeg
Sat 1/30
8:15 am-8:32 pm
2 stops12h 17m
$1,135
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Tue 1/26
9:48 am-8:28 pm
1 stop10h 40m
Winnipeg
Sat 1/30
8:00 am-8:32 pm
1 stop12h 32m
$1,259
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
JAX-YWG
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.
Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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