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$143+ Cheap flights from Kentucky 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
Jul 28 — Aug 41
Tue 7/28
Tue 8/4
1 adult, Economy
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Cheap flight deals from Kentucky to Winnipeg

Cheapest flights from Kentucky to Winnipeg
Explore the most affordable flight options available from Kentucky to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Sun 11/84:05 pm
BNA
-
YWG
1 stop8h 40m
WestJet
Mon 11/165:00 am
YWG
-
BNA
1 stop10h 20m
WestJet
Deal found 6/26$317
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Mon 7/136:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Sun 7/2610:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Deal found 6/26$323
This Priceline deal was found by Cheapflights users on 6/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:05 pm
BNA
-
YWG
1 stop8h 40m
WestJet
Sun 11/155:00 am
YWG
-
BNA
1 stop10h 20m
WestJet
Deal found 6/26$329
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 11/53:10 pm
BNA
-
YWG
2 stops27h 00m
Multiple Airlines
Mon 11/165:00 am
YWG
-
BNA
1 stop10h 20m
Multiple Airlines
Deal found 6/26$331
This Justfly.com deal was found by Cheapflights users on 6/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Mon 7/277:45 am
YWG
-
BNA
1 stop10h 15m
WestJet
Deal found 6/26$333
This Delta deal was found by Cheapflights users on 6/26. 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 11/73:45 pm
BNA
-
YWG
1 stop4h 31m
Delta
Sat 11/146:35 am
YWG
-
BNA
1 stop8h 15m
Delta
Deal found 6/26$335
This Air Canada deal was found by Cheapflights users on 6/26. 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 11/102:10 pm
BNA
-
YWG
2 stops9h 34m
Air Canada
Wed 11/188:05 am
YWG
-
BNA
1 stop6h 52m
Air Canada
Deal found 6/26$340
This Trip.com deal was found by Cheapflights users on 6/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:50 pm
BNA
-
YWG
1 stop14h 55m
WestJet
Sat 8/14:25 pm
YWG
-
BNA
1 stop25h 35m
WestJet
Deal found 6/28$342
This Air Canada deal was found by Cheapflights users on 6/26. 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 11/102:10 pm
BNA
-
YWG
2 stops9h 34m
Air Canada
Fri 11/1312:45 pm
YWG
-
BNA
1 stop6h 53m
Air Canada
Deal found 6/26$344
This United Airlines deal was found by Cheapflights users on 6/26. 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 7/126:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Sat 8/17:00 am
YWG
-
BNA
1 stop14h 45m
United Airlines
Deal found 6/26$347
This United Airlines deal was found by Cheapflights users on 6/25. 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 8/296:00 am
BNA
-
YWG
1 stop16h 33m
United Airlines
Mon 8/317:00 am
YWG
-
BNA
1 stop14h 37m
United Airlines
Deal found 6/25$348
This Air Canada deal was found by Cheapflights users on 6/25. 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 9/211:55 pm
CVG
-
YWG
1 stop8h 19m
Air Canada
Fri 9/2510:50 am
YWG
-
CVG
1 stop8h 40m
Air Canada
Deal found 6/25$518

Find flight deals from Kentucky to Winnipeg

Keep the following information in mind while searching for Kentucky to Winnipeg flight deals. Data was last updated June 28, 2026.

Round-trip from

$317
(Kiwi.com)

One-way from

$143
(Mytrip)
From Kentucky to Winnipeg
Search Deals
One-way flight from Kentucky to Winnipeg
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky 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 June 28, 2026.
Use the filters below to find and compare flights from Kentucky to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Wed 8/12

6:50 pm-12:55 am

1 stop6h 05m

Winnipeg

Tue 8/18

6:05 pm-6:00 pm

1 stop23h 55m

$333

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 11/7

3:45 pm-8:16 pm

1 stop4h 31m

Winnipeg

Sat 11/14

6:35 am-2:50 pm

1 stop8h 15m

$335

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Thu 7/23

6:50 pm-9:45 am

1 stop14h 55m

Winnipeg

Sat 8/1

4:25 pm-6:00 pm

1 stop25h 35m

$342

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 8/29

6:00 am-10:33 pm

1 stop16h 33m

Winnipeg

Mon 8/31

7:00 am-8:06 pm

1 stop13h 06m

$347

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Wed 7/15

6:00 am-11:52 am

1 stop5h 52m

Winnipeg

Sat 8/1

7:00 am-9:45 pm

1 stop14h 45m

$347

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Wed 8/12

6:00 am-11:52 am

1 stop5h 52m

Winnipeg

Tue 8/18

7:00 am-9:37 pm

1 stop14h 37m

$348

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 8/1

7:40 am-10:38 pm

1 stop14h 58m

Winnipeg

Sat 8/8

7:00 am-3:57 pm

1 stop8h 57m

$348

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Tue 12/1

6:00 am-11:39 am

1 stop5h 39m

Winnipeg

Thu 12/10

12:45 pm-9:23 pm

1 stop8h 38m

$393

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 9/21

8:57 am-10:33 pm

1 stop14h 36m

Winnipeg

Fri 9/25

8:15 am-8:30 pm

2 stops11h 15m

$532

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 9/21

10:22 am-10:33 pm

2 stops13h 11m

Winnipeg

Fri 9/25

2:00 pm-9:54 am

2 stops18h 54m

$541

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 43 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to Winnipeg

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

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Winnipeg
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Kentucky?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Kentucky to Winnipeg. It is only a 4.6 mi journey from Winnipeg (YWG) to Winnipeg’s city center.

  • How long is the flight from Kentucky to Winnipeg?

    Departing from Kentucky to Winnipeg will take you 4h 31m. There are 1088 mi between Kentucky and Winnipeg. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Kentucky to Winnipeg?

    The most popular flight routes from Kentucky to Winnipeg are Nashville Intl - Winnipeg, Cincinnati Cinci./N. Kentucky - Winnipeg and Knoxville McGhee Tyson - Winnipeg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky 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?

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Portage la Prairie

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