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$160+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
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 enero 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/266:05 pm
BNA
-
YWG
1 stop6h 34m
Multiple Airlines
lun. 3/308:00 am
YWG
-
BNA
1 stop29h 29m
Multiple Airlines
Deal found 1/28$257
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
mié. 2/258:45 pm
BNA
-
YWG
2 stops35h 42m
Multiple Airlines
mié. 3/48:05 pm
YWG
-
BNA
1 stop21h 13m
Multiple Airlines
Deal found 1/27$376
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
jue. 3/197:41 pm
CVG
-
YWG
1 stop20h 28m
Multiple Airlines
lun. 3/238:00 am
YWG
-
CVG
1 stop26h 44m
Multiple Airlines
Deal found 1/27$389
This Air Canada deal was found by Cheapflights users on 1/27. 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.
mié. 2/256:00 am
BNA
-
YWG
1 stop5h 57m
Air Canada
mié. 3/47:00 am
YWG
-
BNA
1 stop6h 16m
Air Canada
Deal found 1/27$394
This Rumbo deal was found by Cheapflights users on 1/28. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/195:35 am
TYS
-
YWG
2 stops20h 05m
WestJet
mié. 2/255:00 am
YWG
-
TYS
2 stops14h 55m
WestJet
Deal found 1/28$398
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
lun. 2/231:07 pm
CVG
-
YWG
2 stops29h 58m
Multiple Airlines
lun. 3/28:00 am
YWG
-
CVG
1 stop13h 04m
Multiple Airlines
Deal found 1/26$398
This WestJet deal was found by Cheapflights users on 1/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/96:05 pm
BNA
-
YWG
1 stop6h 34m
WestJet
dom. 4/125:00 am
YWG
-
BNA
1 stop12h 18m
WestJet
Deal found 1/28$399
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
jue. 2/121:07 pm
CVG
-
YWG
1 stop27h 02m
Multiple Airlines
mié. 2/182:40 pm
YWG
-
CVG
2 stops25h 52m
Multiple Airlines
Deal found 1/29$402
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/188:41 pm
BNA
-
YWG
2 stops28h 00m
Multiple Airlines
dom. 3/227:50 am
YWG
-
BNA
1 stop8h 24m
Multiple Airlines
Deal found 1/28$403
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/410:25 am
BNA
-
YWG
1 stop6h 04m
Delta
mié. 3/45:19 pm
YWG
-
BNA
1 stop4h 31m
Delta
Deal found 1/28$407
This United Airlines deal was found by Cheapflights users on 1/27. 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.
jue. 2/127:00 am
CVG
-
YWG
1 stop5h 57m
United Airlines
mié. 2/182:20 pm
YWG
-
CVG
1 stop4h 58m
United Airlines
Deal found 1/27$422
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/217:00 am
CVG
-
YWG
1 stop5h 57m
United Airlines
sáb. 2/282:20 pm
YWG
-
CVG
1 stop4h 58m
United Airlines
Deal found 1/28$426

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 enero 29, 2026.

Round-trip from

$257
(Kiwi.com)

One-way from

$160
(United Airlines)
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 enero 29, 2026.
Use the filters below to find and compare flights from Kentucky to Winnipeg that are best for you.

Fly from

Kentucky

Fly to

Winnipeg

Route

Depart

Return

Price

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

jue. 3/26

6:05 pm-12:39 am

1 stop6h 34m

Winnipeg

lun. 3/30

8:00 am-1:29 pm

1 stop29h 29m

$257

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

mié. 2/25

8:45 pm-8:27 am

2 stops35h 42m

Winnipeg

mié. 3/4

8:05 pm-5:18 pm

1 stop21h 13m

$376

KnoxvilleWinnipeg

TYS - YWG

TYSYWG

Knoxville McGhee Tyson

jue. 2/19

5:35 am-12:40 am

2 stops20h 05m

Winnipeg

mié. 2/25

5:00 am-8:55 pm

2 stops14h 55m

$398

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

lun. 2/23

1:07 pm-6:05 pm

2 stops29h 58m

Winnipeg

lun. 3/2

8:00 am-10:04 pm

1 stop13h 04m

$398

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

jue. 4/9

6:05 pm-12:39 am

1 stop6h 34m

Winnipeg

dom. 4/12

5:00 am-5:18 pm

1 stop12h 18m

$399

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

mié. 3/18

8:41 pm-12:41 am

2 stops28h 00m

Winnipeg

dom. 3/22

7:50 am-4:14 pm

1 stop8h 24m

$403

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

jue. 2/12

7:00 am-11:57 am

1 stop5h 57m

Winnipeg

mié. 2/18

2:20 pm-8:18 pm

1 stop4h 58m

$422

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

sáb. 2/21

7:00 am-11:57 am

1 stop5h 57m

Winnipeg

sáb. 2/28

2:20 pm-8:18 pm

1 stop4h 58m

$426

LexingtonWinnipeg

LEX - YWG

LEXYWG

Lexington Blue Grass

jue. 2/26

7:00 am-11:57 am

1 stop5h 57m

Winnipeg

lun. 3/2

2:20 pm-11:49 pm

1 stop8h 29m

$426

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

lun. 2/23

6:00 pm-6:05 pm

2 stops25h 05m

Winnipeg

lun. 3/2

12:20 pm-10:33 pm

2 stops9h 13m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 26 results
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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 5h 57m. 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?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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