$124+ Cheap flights from Kentucky to Winnipeg (YWG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — YWG
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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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
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Cheapest flights from Kentucky to WinnipegExplore 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 September 5, 2026.
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 September 5, 2026.
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Wed 12/93:40 pm -
1 stop8h 04m
Sat 12/128:05 am -
1 stop6h 52m
Deal found 9/2![Air Canada logo]()
$305
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Fri 9/256:00 am -
1 stop6h 37m
Mon 9/282:00 pm -
1 stop9h 14m
Deal found 9/1![United Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/1. 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 10/2111:26 am -
2 stops11h 07m
Sat 10/248:45 am -
2 stops12h 18m
Deal found 9/1![United Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Fri 10/212:55 pm -
2 stops29h 03m
Mon 10/59:25 am -
1 stop8h 35m
Deal found 9/2![Multiple Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop9h 08m
Mon 9/285:44 pm -
1 stop4h 54m
Deal found 9/4![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:49 am -
1 stop5h 19m
Sun 9/275:44 pm -
1 stop5h 07m
Deal found 9/2![Delta logo]()
$686
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Fri 9/259:00 am -
1 stop6h 17m
Mon 9/282:05 pm -
1 stop6h 18m
Deal found 9/2![Air Canada logo]()
$688
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/256:08 pm -
1 stop5h 25m
Mon 9/282:00 pm -
2 stops18h 51m
Deal found 8/31![United Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/237:20 am -
2 stops16h 13m
Sun 9/272:00 pm -
2 stops18h 51m
Deal found 9/2![United Airlines logo]()
$712
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/1510:50 am -
1 stop5h 18m
Wed 9/236:00 am -
2 stops28h 38m
Deal found 9/1![Multiple Airlines logo]()
$726
This FlightHub deal was found by Cheapflights users on 9/2. 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 9/236:00 am -
2 stops9h 25m
Sun 9/277:00 am -
2 stops15h 51m
Deal found 9/2![WestJet logo]()
$776
This FlightHub deal was found by Cheapflights users on 9/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
2 stops11h 25m
Sun 11/158:35 pm -
2 stops12h 03m
Deal found 9/3![WestJet logo]()
$776
Best flights from Kentucky to WinnipegDiscover carefully curated flight deals from Kentucky to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from Kentucky to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Fri 9/256:00 am -
1 stop6h 37m
Mon 9/282:00 pm -
1 stop9h 14m
Deal found 9/1![United Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/1. 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 10/216:00 am -
1 stop6h 37m
Sat 10/242:00 pm -
1 stop9h 25m
Deal found 9/1![United Airlines logo]()
$308
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Fri 9/259:00 am -
1 stop6h 17m
Mon 9/282:05 pm -
1 stop6h 18m
Deal found 9/2![Air Canada logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Fri 9/258:30 am -
2 stops14h 03m
Sun 9/272:00 pm -
1 stop9h 14m
Deal found 9/1![United Airlines logo]()
$317
This oojo deal was found by Cheapflights users on 9/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/47:30 am -
2 stops13h 20m
Tue 2/95:00 am -
2 stops10h 17m
Deal found 9/1![WestJet logo]()
$751
This United Airlines deal was found by Cheapflights users on 9/2. 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 10/27:34 am -
1 stop14h 59m
Mon 10/58:45 am -
1 stop12h 30m
Deal found 9/2![United Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop6h 51m
Wed 9/235:44 pm -
1 stop5h 07m
Deal found 9/2![Delta logo]()
$831
This FlightHub deal was found by Cheapflights users on 9/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
2 stops11h 25m
Sun 11/158:35 pm -
2 stops12h 03m
Deal found 9/3![WestJet logo]()
$776
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:50 am -
1 stop7h 04m
Wed 9/2312:41 pm -
1 stop5h 01m
Deal found 9/2![Delta logo]()
$831
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Wed 9/161:55 pm -
2 stops10h 32m
Thu 9/2412:20 pm -
1 stop8h 03m
Deal found 9/2![Air Canada logo]()
$852
This United Airlines deal was found by Cheapflights users on 8/31. 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 stop6h 37m
Mon 9/287:00 am -
1 stop12h 16m
Deal found 8/31![United Airlines logo]()
$686
This oojo deal was found by Cheapflights users on 9/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:35 am -
2 stops27h 10m
Thu 9/249:05 pm -
2 stops11h 17m
Deal found 9/2![WestJet logo]()
$879
This WestJet deal was found by Cheapflights users on 8/31. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:40 am -
2 stops17h 30m
Mon 10/269:35 pm -
2 stops10h 59m
Deal found 8/31![WestJet logo]()
$884
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/232:55 pm -
2 stops8h 38m
Sun 9/272:00 pm -
1 stop5h 16m
Deal found 9/2![United Airlines logo]()
$753
This Air Canada deal was found by Cheapflights users on 8/31. 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 9/161:58 pm -
2 stops10h 29m
Sun 9/207:10 pm -
2 stops24h 18m
Deal found 8/31![Air Canada logo]()
$1,114
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Thu 2/46:40 am -
1 stop16h 53m
Tue 2/97:00 am -
1 stop12h 59m
Deal found 9/1![United Airlines logo]()
$798
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Fri 11/137:10 am -
1 stop6h 13m
Sun 11/158:40 am -
1 stop12h 56m
Deal found 9/3![United Airlines logo]()
$798
This United Airlines deal was found by Cheapflights users on 9/2. 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.
Thu 9/1711:17 am -
2 stops13h 10m
Thu 9/245:00 am -
2 stops11h 15m
Deal found 9/2![United Airlines logo]()
$891
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Thu 10/226:00 am -
1 stop7h 37m
Mon 10/268:40 am -
1 stop12h 52m
Deal found 9/1![United Airlines logo]()
$892
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/1610:20 am -
1 stop13h 13m
Thu 9/242:00 pm -
1 stop5h 28m
Deal found 9/2![United Airlines logo]()
$979
This United Airlines deal was found by Cheapflights users on 9/2. 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.
Thu 9/175:57 pm -
1 stop5h 36m
Thu 9/248:45 am -
2 stops14h 10m
Deal found 9/2![United Airlines logo]()
$988
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/167:00 am -
2 stops14h 57m
Wed 9/237:00 am -
1 stop5h 17m
Deal found 9/2![United Airlines logo]()
$988
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/1910:11 am -
1 stop13h 22m
Mon 10/2612:45 pm -
2 stops10h 09m
Deal found 9/4![United Airlines logo]()
$1,003
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/167:00 am -
1 stop5h 52m
Sun 9/208:45 am -
1 stop12h 53m
Deal found 8/31![United Airlines logo]()
$1,062
Last-minute flights from Kentucky to WinnipegDiscover last-minute flight deals from Kentucky to Winnipeg. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Winnipeg. Data last updated September 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/1510:50 am -
1 stop5h 18m
Wed 9/236:00 am -
2 stops28h 38m
Deal found 9/1![Multiple Airlines logo]()
$726
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:49 am -
1 stop5h 19m
Sun 9/275:44 pm -
1 stop5h 07m
Deal found 9/2![Delta logo]()
$686
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/237:20 am -
2 stops16h 13m
Sun 9/272:00 pm -
2 stops18h 51m
Deal found 9/2![United Airlines logo]()
$712
This FlightHub deal was found by Cheapflights users on 9/2. 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 9/236:00 am -
2 stops9h 25m
Sun 9/277:00 am -
2 stops15h 51m
Deal found 9/2![WestJet logo]()
$776
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Fri 9/256:00 am -
1 stop6h 37m
Mon 9/282:00 pm -
1 stop9h 14m
Deal found 9/1![United Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Fri 9/258:30 am -
2 stops14h 03m
Sun 9/272:00 pm -
1 stop9h 14m
Deal found 9/1![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop9h 08m
Mon 9/285:44 pm -
1 stop4h 54m
Deal found 9/4![Delta logo]()
$329
This FlightHub deal was found by Cheapflights users on 9/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 pm -
2 stops14h 35m
Sun 9/276:05 pm -
1 stop23h 55m
Deal found 9/4![WestJet logo]()
$338
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Fri 9/259:00 am -
1 stop6h 17m
Mon 9/282:05 pm -
1 stop6h 18m
Deal found 9/2![Air Canada logo]()
$688
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/256:08 pm -
1 stop5h 25m
Mon 9/282:00 pm -
2 stops18h 51m
Deal found 8/31![United Airlines logo]()
$696
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Fri 10/212:55 pm -
2 stops29h 03m
Mon 10/59:25 am -
1 stop8h 35m
Deal found 9/2![Multiple Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/1. 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 10/2111:26 am -
2 stops11h 07m
Sat 10/248:45 am -
2 stops12h 18m
Deal found 9/1![United Airlines logo]()
$323
One-way flights from Kentucky to WinnipegSearch for one-way flight options from Kentucky to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
Search for one-way flight options from Kentucky to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This FlightHub deal was found by Cheapflights users on 9/5. 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.
Mon 9/146:50 pm -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![WestJet logo]()
$124
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
1 stop5h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$127
This United Airlines deal was found by Cheapflights users on 9/2. 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 10/26:00 am -
1 stop16h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![United Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Fri 10/212:55 pm -
2 stops29h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Porter Airlines logo]()
$136
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:40 pm -
1 stop8h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Air Canada logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/3012:43 pm -
3 stops32h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$148
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:41 pm -
2 stops17h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![United Airlines logo]()
$149
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:00 am -
1 stop15h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Canada logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/288:26 pm -
3 stops44h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:26 pm -
3 stops27h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Thu 10/228:55 am -
2 stops17h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:29 am -
2 stops12h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$212
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 September 5, 2026.
Round-trip from | $305 (Air Canada) |
|---|---|
One-way from | $127 (Delta) |
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 7,457,451 searches. Data last updated September 5, 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
Cheapest round-trip
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Mon 9/14
6:50 pm-12:55 am
1 stop6h 05m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
Quickest round-trip
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Thu 10/29
6:00 am-11:48 am
1 stop5h 48m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Tue 11/3
3:40 pm-11:44 pm
1 stop8h 04m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Mon 9/14
6:41 pm-11:52 am
2 stops17h 11m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Wed 10/28
8:00 am-11:59 pm
1 stop15h 59m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Wed 10/28
8:26 pm-5:25 pm
3 stops44h 59m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$169
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Tue 11/3
8:26 pm-12:10 am
3 stops27h 44m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$172
NashvilleWinnipeg
BNA Nashville Intl - YWG Winnipeg
BNAYWG
Nashville Intl
Thu 10/29
3:11 pm-7:50 pm
3 stops28h 39m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$185
CincinnatiWinnipeg
CVG Cincinnati Cinci./N. Kentucky - YWG Winnipeg
CVGYWG
Cincinnati Cinci./N. Kentucky
Thu 10/22
5:11 pm-5:25 pm
3 stops25h 14m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$213
CincinnatiWinnipeg
CVG Cincinnati Cinci./N. Kentucky - YWG Winnipeg
CVGYWG
Cincinnati Cinci./N. Kentucky
Sat 10/10
4:32 pm-3:25 pm
3 stops23h 53m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$240
Showing 1-10 of 39 resultsSorted by cheapest first
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.
BNA-YWG
CVG-YWG
TYS-YWG
LEX-YWG
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
USKY-YWG
BNA-YWG
CVG-YWG
TYS-YWG
LEX-YWG
No data available for this route at this time. Please check back soon.
Related info for your journey
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Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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