$150+ Cheap flights from Winnipeg (YWG) to Kentucky
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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SDF
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Kentucky 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
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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 Winnipeg to Kentucky
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Cheapest flights from Winnipeg to KentuckyExplore the most affordable flight options available from Winnipeg to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
Explore the most affordable flight options available from Winnipeg to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
This Trip.com deal was found by Cheapflights users on 7/31. 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 9/1410:45 am -
1 stop7h 15m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/31![WestJet logo]()
$208
This Justfly.com deal was found by Cheapflights users on 7/31. 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.
Wed 9/306:15 am -
1 stop11h 45m
Mon 10/56:50 pm -
1 stop6h 05m
Deal found 7/31![WestJet logo]()
$228
This FlightHub deal was found by Cheapflights users on 8/1. 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.
Wed 9/210:45 am -
1 stop7h 15m
Thu 9/36:50 pm -
1 stop19h 35m
Deal found 8/1![WestJet logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/117:00 am -
1 stop8h 57m
Mon 9/146:02 am -
1 stop5h 50m
Deal found 7/31![United Airlines logo]()
$235
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Sat 9/194:25 pm -
1 stop25h 35m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/30![WestJet logo]()
$239
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 9/302:00 pm -
1 stop6h 11m
Sat 10/36:34 pm -
2 stops18h 03m
Deal found 8/3![United Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/302:00 pm -
2 stops19h 37m
Mon 10/56:42 pm -
2 stops17h 55m
Deal found 7/31![United Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:00 pm -
1 stop7h 37m
Tue 9/111:18 am -
1 stop11h 15m
Deal found 8/4![United Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sat 9/1911:15 am -
2 stops25h 00m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/30![Multiple Airlines logo]()
$280
This oojo deal was found by Cheapflights users on 7/31. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am -
2 stops34h 00m
Mon 8/246:50 pm -
1 stop22h 25m
Deal found 7/31![WestJet logo]()
$286
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
2 stops10h 39m
Sun 11/87:05 am -
2 stops17h 50m
Deal found 7/30![WestJet logo]()
$524
This FlightHub deal was found by Cheapflights users on 7/31. 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.
Fri 9/256:00 am -
2 stops32h 49m
Sun 9/2712:34 pm -
2 stops10h 06m
Deal found 7/31![WestJet logo]()
$538
Best flights from Winnipeg to KentuckyDiscover carefully curated flight deals from Winnipeg to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Winnipeg to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 9/302:00 pm -
1 stop9h 14m
Sat 10/35:00 pm -
1 stop5h 33m
Deal found 8/3![United Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/67:00 am -
1 stop5h 35m
Thu 9/106:42 pm -
2 stops17h 10m
Deal found 7/30![United Airlines logo]()
$245
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
2 stops10h 39m
Sun 11/87:05 am -
2 stops17h 50m
Deal found 7/30![WestJet logo]()
$524
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 12/108:30 am -
1 stop13h 04m
Tue 12/157:51 pm -
1 stop15h 48m
Deal found 8/3![United Airlines logo]()
$245
This Delta deal was found by Cheapflights users on 8/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:35 am -
1 stop4h 24m
Mon 11/2310:39 am -
2 stops13h 50m
Deal found 8/3![Delta logo]()
$573
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/187:00 am -
2 stops26h 37m
Mon 9/216:41 pm -
2 stops17h 11m
Deal found 7/30![United Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/302:00 pm -
2 stops19h 37m
Mon 10/56:00 am -
1 stop16h 33m
Deal found 7/31![United Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 9/37:00 am -
1 stop8h 57m
Mon 9/76:00 am -
1 stop5h 52m
Deal found 8/3![United Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 8/2. 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 12/42:15 pm -
1 stop7h 32m
Mon 12/77:51 pm -
1 stop15h 48m
Deal found 8/2![United Airlines logo]()
$245
This FlightHub deal was found by Cheapflights users on 7/31. 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.
Fri 9/257:00 am -
2 stops31h 49m
Sun 9/2712:34 pm -
1 stop5h 20m
Deal found 7/31![WestJet logo]()
$539
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:00 pm -
2 stops16h 13m
Sat 11/142:50 pm -
2 stops10h 55m
Deal found 8/3![WestJet logo]()
$549
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Wed 8/2610:45 am -
2 stops9h 34m
Thu 9/36:50 am -
1 stop11h 02m
Deal found 8/2![WestJet logo]()
$570
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/237:00 am -
2 stops12h 09m
Thu 9/247:00 am -
1 stop6h 37m
Deal found 7/30![United Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/257:00 am -
1 stop11h 11m
Sun 9/278:00 am -
1 stop13h 57m
Deal found 7/31![United Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 8/2. 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 8/267:00 am -
1 stop15h 59m
Thu 9/35:15 am -
1 stop7h 37m
Deal found 8/2![United Airlines logo]()
$575
Last-minute flights from Winnipeg to KentuckyDiscover last-minute flight deals from Winnipeg to Kentucky. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Kentucky. Data last updated August 4, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 7/31. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am -
2 stops34h 00m
Mon 8/246:50 pm -
1 stop22h 25m
Deal found 7/31![WestJet logo]()
$286
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Wed 8/2610:45 am -
2 stops9h 34m
Thu 9/36:50 am -
1 stop11h 02m
Deal found 8/2![WestJet logo]()
$570
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:00 pm -
1 stop7h 37m
Tue 9/111:18 am -
1 stop11h 15m
Deal found 8/4![United Airlines logo]()
$264
This FlightHub deal was found by Cheapflights users on 8/1. 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.
Wed 9/210:45 am -
1 stop7h 15m
Thu 9/36:50 pm -
1 stop19h 35m
Deal found 8/1![WestJet logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/117:00 am -
1 stop8h 57m
Mon 9/146:02 am -
1 stop5h 50m
Deal found 7/31![United Airlines logo]()
$235
This Trip.com deal was found by Cheapflights users on 7/31. 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 9/1410:45 am -
1 stop7h 15m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/31![WestJet logo]()
$208
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Sat 9/194:25 pm -
1 stop25h 35m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/30![WestJet logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sat 9/1911:15 am -
2 stops25h 00m
Mon 9/216:50 pm -
1 stop6h 05m
Deal found 7/30![Multiple Airlines logo]()
$280
This FlightHub deal was found by Cheapflights users on 7/31. 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.
Fri 9/256:00 am -
2 stops32h 49m
Sun 9/2712:34 pm -
2 stops10h 06m
Deal found 7/31![WestJet logo]()
$538
This Justfly.com deal was found by Cheapflights users on 7/31. 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.
Wed 9/306:15 am -
1 stop11h 45m
Mon 10/56:50 pm -
1 stop6h 05m
Deal found 7/31![WestJet logo]()
$228
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 9/302:00 pm -
1 stop6h 11m
Sat 10/36:34 pm -
2 stops18h 03m
Deal found 8/3![United Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/302:00 pm -
2 stops19h 37m
Mon 10/56:42 pm -
2 stops17h 55m
Deal found 7/31![United Airlines logo]()
$245
One-way flights from Winnipeg to KentuckySearch for one-way flight options from Winnipeg to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Winnipeg to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/22:00 pm -
1 stop7h 37m
Deal found 8/1![United Airlines logo]()
$150
This Air Canada deal was found by Cheapflights users on 7/30. 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 11/216:00 am -
2 stops8h 57m
Deal found 7/30![Air Canada logo]()
$151
This United Airlines deal was found by Cheapflights users on 7/30. 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 11/212:15 pm -
1 stop7h 35m
Deal found 7/30![United Airlines logo]()
$153
This Air Canada deal was found by Cheapflights users on 8/2. 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 9/75:25 pm -
1 stop16h 09m
Deal found 8/2![Air Canada logo]()
$188
This Air Canada deal was found by Cheapflights users on 7/31. 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 1/208:05 am -
1 stop6h 52m
Deal found 7/31![Air Canada logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/711:15 am -
2 stops25h 00m
Deal found 8/2![Porter Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/210:45 am -
3 stops30h 30m
Deal found 8/1![Multiple Airlines logo]()
$233
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:45 pm -
2 stops21h 47m
Deal found 8/4![United Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/710:30 pm -
3 stops43h 30m
Deal found 8/2![WestJet logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Sat 9/58:30 am -
3 stops25h 02m
Deal found 8/1![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Tue 9/17:00 am -
3 stops30h 16m
Deal found 8/1![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Fri 9/49:05 pm -
3 stops22h 01m
Deal found 8/1![Multiple Airlines logo]()
$274
Find flight deals from Winnipeg to Kentucky
Keep the following information in mind while searching for Winnipeg to Kentucky flight deals. Data was last updated August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $208 (Trip.com) |
One-way from | $150 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Kentucky 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 August 4, 2026.
Use the filters below to find and compare flights from Winnipeg to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Wed 9/30
2:00 pm-11:14 pm
1 stop9h 14m
Nashville Intl
Sat 10/3
5:00 pm-10:33 pm
1 stop5h 33m
$244
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Sun 9/6
7:00 am-12:35 pm
1 stop5h 35m
Nashville Intl
Thu 9/10
6:42 pm-11:52 am
2 stops17h 10m
$245
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Thu 12/10
8:30 am-9:34 pm
1 stop13h 04m
Nashville Intl
Tue 12/15
7:51 pm-11:39 am
1 stop15h 48m
$245
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Fri 9/18
7:00 am-9:37 am
2 stops26h 37m
Nashville Intl
Mon 9/21
6:41 pm-11:52 am
2 stops17h 11m
$245
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Wed 9/30
2:00 pm-9:37 am
2 stops19h 37m
Nashville Intl
Mon 10/5
6:00 am-10:33 pm
1 stop16h 33m
$245
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Thu 9/3
7:00 am-3:57 pm
1 stop8h 57m
Nashville Intl
Mon 9/7
6:00 am-11:52 am
1 stop5h 52m
$245
WinnipegNashville
YWG - BNA
YWGBNA
Winnipeg
Fri 12/4
2:15 pm-9:47 pm
1 stop7h 32m
Nashville Intl
Mon 12/7
7:51 pm-11:39 am
1 stop15h 48m
$245
WinnipegLouisville
YWG - SDF
YWGSDF
Winnipeg
Thu 11/5
12:20 pm-11:59 pm
2 stops10h 39m
Louisville Intl
Sun 11/8
7:05 am-11:55 pm
2 stops17h 50m
$524
WinnipegLouisville
YWG - SDF
YWGSDF
Winnipeg
Fri 9/25
7:00 am-3:49 pm
2 stops31h 49m
Louisville Intl
Sun 9/27
12:34 pm-4:54 pm
1 stop5h 20m
$539
WinnipegLouisville
YWG - SDF
YWGSDF
Winnipeg
Mon 11/9
9:00 pm-2:13 pm
2 stops16h 13m
Louisville Intl
Sat 11/14
2:50 pm-12:45 am
2 stops10h 55m
$549
Showing 1-10 of 28 resultsSorted by cheapest first
Best time to book a flight from Winnipeg to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Winnipeg with our price prediction graph.
YWG-BNA
YWG-SDF
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 Winnipeg to Kentucky
YWG-USKY
YWG-BNA
YWG-SDF
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated August 4, 2026.
Get a feel of what it's like to fly with WestJet from Winnipeg to Kentucky by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.2
Boarding
7.4
Crew
7.9
Entertainment
6.1
Comfort
7.0
Overall
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
Food
6.2
Boarding
7.4
Crew
7.9
Entertainment
6.1
Comfort
7.0
Overall
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
Related info for your journey
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Alternative routes for Winnipeg to Kentucky
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Complete your trip
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Winnipeg and Kentucky flights
Browse other Winnipeg and Kentucky flight options. Last updated on August 4, 2026.
Popular flight searches
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Top airline flying from Winnipeg to Kentucky
Discover the top airline that operate flights from Winnipeg to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$429 | Average$509 | FlexibilityNo cancel fee | On-time60% |