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Winnipeg

$177+ 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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
Jun 7 — Jun 141
Sun 6/7
Sun 6/14
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 May 8, 2026.

This Super.com deal was found by Cheapflights users on 5/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Sun 5/316:15 am
YWG
-
BNA
1 stop11h 45m
WestJet
Deal found 5/5$338
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Sun 9/2010:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Deal found 5/4$379
This Super.com deal was found by Cheapflights users on 5/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Mon 7/136:15 am
YWG
-
BNA
1 stop11h 45m
WestJet
Deal found 5/8$406
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/286:50 pm
BNA
-
YWG
1 stop14h 55m
Multiple Airlines
Sun 5/314:15 pm
YWG
-
BNA
2 stops20h 00m
Multiple Airlines
Deal found 5/5$409
This Trip.com deal was found by Cheapflights users on 5/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:50 pm
BNA
-
YWG
1 stop13h 50m
Multiple Airlines
Mon 6/296:15 am
YWG
-
BNA
1 stop11h 45m
Multiple Airlines
Deal found 5/8$416
This Trip.com deal was found by Cheapflights users on 5/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Sun 8/237:45 am
YWG
-
BNA
1 stop10h 15m
WestJet
Deal found 5/7$431
This Super.com deal was found by Cheapflights users on 5/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:50 pm
BNA
-
YWG
1 stop6h 05m
WestJet
Thu 8/136:15 am
YWG
-
BNA
1 stop11h 45m
WestJet
Deal found 5/6$438
This FlightHub deal was found by Cheapflights users on 5/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:50 pm
BNA
-
YWG
1 stop14h 55m
WestJet
Mon 7/2710:45 am
YWG
-
BNA
1 stop7h 15m
WestJet
Deal found 5/8$448
This United Airlines deal was found by Cheapflights users on 5/3. 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 8/1811:21 am
CVG
-
YWG
1 stop12h 12m
United Airlines
Sat 8/227:00 am
YWG
-
CVG
1 stop12h 30m
United Airlines
Deal found 5/3$452
This FlightHub deal was found by Cheapflights users on 5/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 pm
BNA
-
YWG
2 stops20h 55m
WestJet
Tue 9/1512:15 pm
YWG
-
BNA
2 stops29h 55m
WestJet
Deal found 5/5$457
This Air Canada deal was found by Cheapflights users on 5/3. 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 8/181:55 pm
CVG
-
YWG
2 stops10h 25m
Air Canada
Sat 8/225:10 am
YWG
-
CVG
1 stop7h 04m
Air Canada
Deal found 5/3$463
This Air Canada deal was found by Cheapflights users on 5/6. 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.
Wed 5/276:15 am
CVG
-
YWG
1 stop5h 53m
Air Canada
Thu 6/45:10 am
YWG
-
CVG
1 stop7h 03m
Air Canada
Deal found 5/6$547

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 May 8, 2026.

Round-trip from

$329
(Justfly.com)

One-way from

$177
(Kiwi.com)
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 May 8, 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

Mon 7/13

6:50 pm-9:45 am

1 stop14h 55m

Winnipeg

Mon 7/27

7:45 am-6:00 pm

1 stop10h 15m

$329

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Tue 8/18

11:21 am-10:33 pm

1 stop12h 12m

Winnipeg

Sat 8/22

7:00 am-8:30 pm

1 stop12h 30m

$452

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Mon 6/22

6:50 pm-8:40 am

1 stop13h 50m

Winnipeg

Mon 6/29

12:25 pm-6:10 pm

2 stops29h 45m

$462

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 6/20

7:00 pm-11:10 am

1 stop16h 10m

Winnipeg

Sat 6/27

12:15 pm-6:10 pm

2 stops29h 55m

$487

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Fri 10/9

7:00 pm-3:55 pm

2 stops20h 55m

Winnipeg

Sat 10/17

7:10 pm-6:00 pm

2 stops22h 50m

$498

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 7/2

1:55 pm-9:19 pm

1 stop8h 24m

Winnipeg

Wed 7/8

12:20 pm-9:24 pm

1 stop8h 04m

$542
Quickest round-trip

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Tue 8/18

6:30 am-11:15 am

1 stop5h 45m

Winnipeg

Sat 8/22

10:55 am-8:30 pm

1 stop8h 35m

$542

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Tue 10/6

4:15 pm-10:24 pm

1 stop7h 09m

Winnipeg

Tue 10/13

8:30 am-8:32 am

2 stops23h 02m

$555

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 6/18

9:00 pm-12:40 am

1 stop28h 40m

Winnipeg

Thu 6/25

6:00 am-7:31 pm

2 stops12h 31m

$585

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Mon 8/3

7:52 pm-11:30 pm

1 stop4h 38m

Winnipeg

Sun 8/9

6:05 pm-11:16 am

2 stops16h 11m

$593

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 27 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 8h 24m. There are 970 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 Lexington Blue Grass - 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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