$333+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — YWG
Oct 18 — Oct 251
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
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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 September 18, 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 September 18, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/316:10 am -
2 stops11h 40m
Sat 11/712:38 pm -
2 stops10h 18m
Deal found 9/15![Delta logo]()
$781
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/167:05 am -
2 stops10h 22m
Wed 10/215:00 am -
2 stops12h 01m
Deal found 9/15![Air Canada logo]()
$818
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:40 pm -
2 stops9h 47m
Wed 10/78:15 am -
2 stops11h 39m
Deal found 9/14![Air Canada logo]()
$864
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:00 am -
2 stops11h 57m
Thu 11/57:00 am -
2 stops9h 48m
Deal found 9/16![American Airlines logo]()
$865
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/315:08 am -
3 stops17h 49m
Sat 11/77:00 am -
2 stops9h 48m
Deal found 9/15![American Airlines logo]()
$964
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:02 pm -
2 stops11h 28m
Thu 10/16:40 am -
2 stops8h 48m
Deal found 9/14![Delta logo]()
$990
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:40 pm -
2 stops9h 47m
Thu 10/112:15 pm -
1 stop8h 51m
Deal found 9/14![Air Canada logo]()
$1,007
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:40 pm -
2 stops9h 47m
Thu 10/88:15 am -
1 stop12h 51m
Deal found 9/14![Air Canada logo]()
$1,027
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 September 18, 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 September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:49 am -
2 stops37h 06m
Fri 1/157:00 am -
1 stop10h 59m
Deal found 9/14![Multiple Airlines logo]()
$524
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/67:30 am -
2 stops10h 30m
Fri 1/1512:30 pm -
2 stops8h 08m
Deal found 9/14![Delta logo]()
$759
This Air Canada deal was found by Cheapflights users on 9/17. 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.
Tue 1/2610:17 am -
2 stops12h 07m
Sat 1/307:15 am -
2 stops14h 15m
Deal found 9/17![Air Canada logo]()
$1,003
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/315:08 am -
3 stops17h 49m
Sat 11/77:00 am -
3 stops14h 54m
Deal found 9/15![American Airlines logo]()
$1,011
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/164:58 pm -
3 stops28h 59m
Wed 10/218:45 am -
2 stops13h 35m
Deal found 9/15![United Airlines logo]()
$1,081
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/316:10 am -
2 stops11h 40m
Sat 11/712:38 pm -
2 stops10h 18m
Deal found 9/15![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:32 am -
2 stops11h 25m
Thu 11/57:00 am -
3 stops15h 53m
Deal found 9/16![American Airlines logo]()
$1,018
This United deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:05 am -
1 stop6h 32m
Wed 10/215:00 am -
2 stops9h 02m
Deal found 9/15![Multiple Airlines logo]()
$1,033
This Air Canada deal was found by Cheapflights users on 9/15. 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.
Sat 10/3110:06 am -
2 stops10h 03m
Sat 11/72:15 pm -
1 stop8h 27m
Deal found 9/15![Air Canada logo]()
$1,033
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/318:00 am -
1 stop13h 57m
Sat 11/72:15 pm -
1 stop8h 27m
Deal found 9/15![United Airlines logo]()
$1,129
This United deal was found by Cheapflights users on 9/14. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:58 pm -
1 stop6h 35m
Thu 10/85:00 am -
1 stop16h 06m
Deal found 9/14![Multiple Airlines logo]()
$1,042
Last-minute flights from Jacksonville to WinnipegDiscover last-minute flight deals from Jacksonville to Winnipeg. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Winnipeg. Data last updated September 18, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:02 pm -
2 stops11h 28m
Thu 10/16:40 am -
2 stops8h 48m
Deal found 9/14![Delta logo]()
$990
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:40 pm -
2 stops9h 47m
Thu 10/112:15 pm -
1 stop8h 51m
Deal found 9/14![Air Canada logo]()
$1,007
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:40 pm -
2 stops9h 47m
Wed 10/78:15 am -
2 stops11h 39m
Deal found 9/14![Air Canada logo]()
$864
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:40 pm -
2 stops9h 47m
Thu 10/88:15 am -
1 stop12h 51m
Deal found 9/14![Air Canada logo]()
$1,027
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/167:05 am -
2 stops10h 22m
Wed 10/215:00 am -
2 stops12h 01m
Deal found 9/15![Air Canada logo]()
$818
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/316:10 am -
2 stops11h 40m
Sat 11/712:38 pm -
2 stops10h 18m
Deal found 9/15![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:00 am -
2 stops11h 57m
Thu 11/57:00 am -
2 stops9h 48m
Deal found 9/16![American Airlines logo]()
$865
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/315:08 am -
3 stops17h 49m
Sat 11/77:00 am -
2 stops9h 48m
Deal found 9/15![American Airlines logo]()
$964
One-way flights from Jacksonville to WinnipegSearch for one-way flight options from Jacksonville to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Jacksonville to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:51 am -
2 stops10h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$333
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:11 am -
2 stops17h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$360
This Air Canada deal was found by Cheapflights users on 9/16. 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.
Fri 10/239:25 am -
2 stops9h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$382
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:28 pm -
2 stops9h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$474
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 11/157:11 am -
1 stop6h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$508
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/224:58 pm -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$537
This Air Canada deal was found by Cheapflights users on 9/16. 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.
Thu 10/227:05 am -
1 stop6h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$597
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $524 (Kiwi.com) |
One-way from | $333 (American Airlines) |
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 September 18, 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 10/22
9:51 am-7:50 pm
2 stops10h 59m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$333
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Sun 11/15
7:11 am-11:44 pm
2 stops17h 33m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$360
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Fri 10/23
7:05 am-6:12 pm
2 stops12h 07m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$382
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Fri 10/23
2:28 pm-11:19 pm
2 stops9h 51m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$474
Quickest round-trip
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Sun 11/15
7:11 am-12:23 pm
1 stop6h 12m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$508
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Wed 1/6
9:49 am-9:55 pm
2 stops37h 06m
Winnipeg
Fri 1/15
7:00 am-6:59 pm
1 stop10h 59m
$524
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Fri 10/23
4:58 pm-10:33 pm
1 stop6h 35m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$537
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Thu 10/22
4:58 pm-10:33 pm
1 stop6h 35m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$537
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Wed 1/6
7:30 am-5:00 pm
2 stops10h 30m
Winnipeg
Fri 1/15
12:30 pm-9:38 pm
2 stops8h 08m
$759
JacksonvilleWinnipeg
JAX Jacksonville - YWG Winnipeg
JAXYWG
Jacksonville
Sat 10/31
6:10 am-4:50 pm
2 stops11h 40m
Winnipeg
Sat 11/7
12:38 pm-11:56 pm
2 stops10h 18m
$781
Showing 1-10 of 18 resultsSorted 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 September.
| 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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