HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$138+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky 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 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 March 19, 2026.

This Flightnetwork deal was found by Cheapflights users on 3/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:25 am
BNA
-
YWG
1 stop7h 45m
Air Canada
Sat 5/95:10 am
YWG
-
BNA
2 stops9h 55m
Air Canada
Deal found 3/18$323
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 4/296:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Sun 5/32:00 pm
YWG
-
BNA
1 stop9h 43m
United Airlines
Deal found 3/15$332
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:55 pm
CVG
-
YWG
1 stop8h 24m
Air Canada
Sun 7/2612:20 pm
YWG
-
CVG
1 stop8h 04m
Air Canada
Deal found 3/18$374
This Delta deal was found by Cheapflights users on 3/18. 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 4/166:05 pm
BNA
-
YWG
1 stop6h 34m
Delta
Sun 4/196:15 am
YWG
-
BNA
1 stop9h 59m
Delta
Deal found 3/18$379
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:00 am
CVG
-
YWG
1 stop6h 18m
Air Canada
Sat 5/98:10 am
YWG
-
CVG
1 stop6h 43m
Air Canada
Deal found 3/18$379
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:55 pm
CVG
-
YWG
2 stops10h 23m
Air Canada
Sat 5/98:10 am
YWG
-
CVG
1 stop6h 43m
Air Canada
Deal found 3/18$388
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 5/26:00 am
BNA
-
YWG
1 stop5h 52m
United Airlines
Sat 5/98:45 am
YWG
-
BNA
2 stops11h 31m
United Airlines
Deal found 3/17$395
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
BNA
-
YWG
1 stop5h 52m
Air Canada
Sun 5/35:10 am
YWG
-
BNA
2 stops16h 47m
Air Canada
Deal found 3/18$399
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 4/169:12 pm
CVG
-
YWG
1 stop15h 40m
United Airlines
Thu 4/232:00 pm
YWG
-
CVG
1 stop10h 13m
United Airlines
Deal found 3/16$399
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Thu 4/167:00 am
CVG
-
YWG
1 stop5h 52m
United Airlines
Mon 4/202:00 pm
YWG
-
CVG
2 stops19h 11m
United Airlines
Deal found 3/15$409
This Air Canada deal was found by Cheapflights users on 3/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:45 pm
BNA
-
YWG
1 stop16h 23m
Air Canada
Fri 5/297:20 pm
YWG
-
BNA
1 stop14h 14m
Air Canada
Deal found 3/18$426
This FlightHub deal was found by Cheapflights users on 3/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:48 am
CVG
-
YWG
2 stops9h 37m
WestJet
Sun 6/74:09 pm
YWG
-
CVG
1 stop22h 36m
WestJet
Deal found 3/15$444

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 March 19, 2026.

Round-trip from

$323
(Flightnetwork)

One-way from

$138
(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 March 19, 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 4/29

6:00 am-11:52 am

1 stop5h 52m

Winnipeg

Sun 5/3

2:00 pm-11:43 pm

1 stop9h 43m

$332
Quickest round-trip

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Wed 5/27

6:00 am-11:52 am

1 stop5h 52m

Winnipeg

Sat 6/6

7:00 am-12:29 pm

1 stop5h 29m

$332

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Thu 4/16

6:05 pm-12:39 am

1 stop6h 34m

Winnipeg

Sun 4/19

6:15 am-4:14 pm

1 stop9h 59m

$379

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Tue 5/5

6:15 am-11:08 am

1 stop5h 53m

Winnipeg

Sat 5/9

5:10 am-1:13 pm

1 stop7h 03m

$379

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 5/2

6:00 am-11:52 am

1 stop5h 52m

Winnipeg

Sat 5/9

8:45 am-9:57 pm

1 stop13h 12m

$386

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 4/30

7:00 am-11:52 am

1 stop5h 52m

Winnipeg

Thu 5/7

2:00 pm-11:57 pm

1 stop8h 57m

$399

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 4/16

9:12 pm-11:52 am

1 stop15h 40m

Winnipeg

Mon 4/20

2:00 pm-11:58 pm

1 stop8h 58m

$399

CincinnatiWinnipeg

CVG - YWG

CVGYWG

Cincinnati Cinci./N. Kentucky

Thu 4/16

9:12 pm-11:52 am

1 stop15h 40m

Winnipeg

Thu 4/23

2:00 pm-1:13 am

1 stop10h 13m

$399

NashvilleWinnipeg

BNA - YWG

BNAYWG

Nashville Intl

Sat 5/2

3:45 pm-10:03 am

2 stops18h 18m

Winnipeg

Sat 5/9

9:05 pm-11:24 pm

3 stops26h 19m

$469

LexingtonWinnipeg

LEX - YWG

LEXYWG

Lexington Blue Grass

Sat 6/6

5:15 am-11:52 am

1 stop7h 37m

Winnipeg

Wed 6/10

7:00 am-7:09 pm

1 stop11h 09m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/14

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 52m. 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 Cincinnati Cinci./N. Kentucky - Winnipeg, Nashville Intl - 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?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.