$95+ Cheap flights from Wisconsin 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
May 27 — Jun 31
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to WinnipegExplore the most affordable flight options available from Wisconsin to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
Explore the most affordable flight options available from Wisconsin to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
This Trip.com deal was found by Cheapflights users on 4/23. 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.
Fri 10/93:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Mon 10/127:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/23![WestJet logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 10/82:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Mon 10/127:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/23![WestJet logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 10/92:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Sun 10/117:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/23![WestJet logo]()
$226
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:15 pm
MSP
- YWG
1 stop13h 20m
WestJet
Thu 9/107:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/26![WestJet logo]()
$230
This Trip.com deal was found by Cheapflights users on 4/25. 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.
Tue 10/68:15 pm
MSP
- YWG
1 stop13h 20m
WestJet
Tue 10/137:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/25![WestJet logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 8/132:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Sun 8/167:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/23![WestJet logo]()
$233
This FlightHub deal was found by Cheapflights users on 4/23. 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 7/303:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Tue 8/47:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/23![WestJet logo]()
$237
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Fri 5/296:00 am
YWG
- ORD
1 stop10h 40m
WestJet
Deal found 4/26![WestJet logo]()
$251
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:30 pm
ORD
- YWG
1 stop18h 45m
WestJet
Mon 5/257:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/26![WestJet logo]()
$255
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Tue 6/27:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/26![WestJet logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
Multiple Airlines
Tue 6/29:05 pm
YWG
- ORD
2 stops34h 50m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$299
This FlightHub deal was found by Cheapflights users on 4/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Fri 5/296:00 am
YWG
- ORD
1 stop10h 40m
WestJet
Deal found 4/26![WestJet logo]()
$308
Best flights from Wisconsin to WinnipegDiscover carefully curated flight deals from Wisconsin to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
Discover carefully curated flight deals from Wisconsin to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
This oojo deal was found by Cheapflights users on 4/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Wed 10/217:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/26![WestJet logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 9/26:55 am
ORD
- YWG
2 stops15h 15m
Multiple Airlines
Sat 9/57:00 am
YWG
- ORD
1 stop9h 40m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 4/23. 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 10/96:35 pm
MSP
- YWG
Nonstop1h 41m
Delta
Sun 10/116:35 am
YWG
- MSP
Nonstop1h 40m
Delta
Deal found 4/23![Delta logo]()
$582
This Porter Airlines deal was found by Cheapflights users on 4/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/32:47 pm
ORD
- YWG
1 stop24h 32m
Porter Airlines
Fri 6/59:20 am
YWG
- ORD
1 stop6h 55m
Porter Airlines
Deal found 4/22![Porter Airlines logo]()
$599
This oojo deal was found by Cheapflights users on 4/24. 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.
Fri 6/123:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sat 6/207:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/24![WestJet logo]()
$303
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/205:15 am
MKE
- YWG
1 stop6h 37m
United Airlines
Sat 5/232:00 pm
YWG
- MKE
1 stop6h 56m
United Airlines
Deal found 4/23![United Airlines logo]()
$622
This oojo deal was found by Cheapflights users on 4/23. 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.
Sun 6/78:15 pm
MSP
- YWG
2 stops16h 00m
WestJet
Sun 6/146:00 am
YWG
- MSP
2 stops8h 05m
WestJet
Deal found 4/23![WestJet logo]()
$327
This Air Canada deal was found by Cheapflights users on 4/22. 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 7/89:50 am
ORD
- YWG
1 stop6h 30m
Air Canada
Tue 7/147:00 am
YWG
- ORD
Nonstop2h 34m
Air Canada
Deal found 4/22![Air Canada logo]()
$749
This oojo deal was found by Cheapflights users on 4/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/202:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Sun 6/2110:30 pm
YWG
- MSP
1 stop14h 55m
WestJet
Deal found 4/27![WestJet logo]()
$329
This Mytrip deal was found by Cheapflights users on 4/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/182:55 pm
MSP
- YWG
2 stops21h 20m
Multiple Airlines
Sun 10/2512:40 pm
YWG
- MSP
3 stops34h 58m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$455
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:55 pm
MSP
- YWG
3 stops20h 15m
Multiple Airlines
Sun 6/149:05 pm
YWG
- MSP
2 stops17h 00m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$463
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/203:50 pm
MSP
- YWG
2 stops20h 25m
Multiple Airlines
Sun 6/2110:30 pm
YWG
- MSP
3 stops30h 34m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$475
This Justfly.com deal was found by Cheapflights users on 4/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2512:15 pm
MKE
- YWG
2 stops9h 25m
WestJet
Tue 5/265:41 pm
YWG
- MKE
1 stop17h 39m
WestJet
Deal found 4/26![WestJet logo]()
$434
This Delta deal was found by Cheapflights users on 4/25. 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.
Sun 10/1810:10 am
MSP
- YWG
Nonstop1h 40m
Delta
Sun 10/258:00 am
YWG
- MSP
Nonstop1h 37m
Delta
Deal found 4/25![Delta logo]()
$582
This Justfly.com deal was found by Cheapflights users on 4/24. 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 5/206:30 am
MKE
- YWG
2 stops15h 40m
WestJet
Sat 5/2311:55 am
YWG
- MKE
1 stop7h 52m
WestJet
Deal found 4/24![WestJet logo]()
$434
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Sun 9/63:49 pm
MSN
- YWG
1 stop6h 44m
United Airlines
Fri 9/187:00 am
YWG
- MSN
1 stop14h 05m
United Airlines
Deal found 4/27![United Airlines logo]()
$640
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 6/71:29 pm
MSP
- YWG
Nonstop1h 35m
Delta
Sun 6/146:40 am
YWG
- MSP
Nonstop1h 36m
Delta
Deal found 4/23![Delta logo]()
$582
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:15 am
MSN
- YWG
2 stops15h 55m
WestJet
Fri 9/1812:40 pm
YWG
- MSN
1 stop9h 17m
WestJet
Deal found 4/27![WestJet logo]()
$434
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/255:00 am
MSN
- YWG
1 stop15h 57m
United Airlines
Fri 5/297:00 am
YWG
- MSN
1 stop4h 38m
United Airlines
Deal found 4/23![United Airlines logo]()
$641
This Delta deal was found by Cheapflights users on 4/25. 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 6/109:02 am
MSN
- YWG
1 stop7h 49m
Delta
Wed 6/175:41 pm
YWG
- MSN
1 stop5h 21m
Delta
Deal found 4/25![Delta logo]()
$640
This FlightHub deal was found by Cheapflights users on 4/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:00 am
MKE
- YWG
2 stops15h 40m
WestJet
Fri 7/247:00 am
YWG
- MKE
2 stops11h 16m
WestJet
Deal found 4/26![WestJet logo]()
$440
This FlightHub deal was found by Cheapflights users on 4/23. 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 5/257:00 am
MSN
- YWG
2 stops17h 55m
WestJet
Fri 5/296:00 am
YWG
- MSN
2 stops11h 49m
WestJet
Deal found 4/23![WestJet logo]()
$440
This United Airlines deal was found by Cheapflights users on 4/22. 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 6/299:14 am
ORD
- YWG
Nonstop2h 38m
United Airlines
Wed 7/12:00 pm
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/22![United Airlines logo]()
$787
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:30 am
MSN
- YWG
1 stop4h 24m
WestJet
Thu 5/286:40 am
YWG
- MSN
1 stop7h 13m
WestJet
Deal found 4/24![WestJet logo]()
$446
This United Airlines deal was found by Cheapflights users on 4/23. 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 7/19:14 am
ORD
- YWG
Nonstop2h 38m
United Airlines
Fri 7/317:00 am
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/23![United Airlines logo]()
$787
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:57 am
MKE
- YWG
2 stops11h 43m
WestJet
Mon 6/155:42 pm
YWG
- MKE
1 stop4h 01m
WestJet
Deal found 4/24![WestJet logo]()
$451
This Priceline deal was found by Cheapflights users on 4/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:31 pm
MSN
- YWG
2 stops11h 24m
WestJet
Mon 6/155:42 pm
YWG
- MSN
1 stop5h 20m
WestJet
Deal found 4/24![WestJet logo]()
$451
This United Airlines deal was found by Cheapflights users on 4/24. 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 6/59:14 am
ORD
- YWG
Nonstop2h 38m
United Airlines
Sun 6/77:00 am
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/24![United Airlines logo]()
$801
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:30 am
MSN
- YWG
1 stop8h 25m
Delta
Wed 5/136:40 am
YWG
- MSN
2 stops6h 01m
Delta
Deal found 4/27![Delta logo]()
$966
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Wed 7/227:55 pm
ORD
- YWG
Nonstop2h 38m
United Airlines
Mon 7/272:00 pm
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/27![United Airlines logo]()
$801
Last-minute flights from Wisconsin to WinnipegDiscover last-minute flight deals from Wisconsin to Winnipeg. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Winnipeg. Data last updated April 27, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:30 pm
ORD
- YWG
1 stop17h 40m
WestJet
Mon 6/17:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/27![WestJet logo]()
$320
This Justfly.com deal was found by Cheapflights users on 4/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/223:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Mon 5/257:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/26![WestJet logo]()
$323
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:30 pm
ORD
- YWG
1 stop18h 45m
WestJet
Mon 5/257:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/26![WestJet logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/235:30 pm
ORD
- YWG
1 stop26h 50m
Multiple Airlines
Sat 5/307:00 am
YWG
- ORD
1 stop9h 40m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$319
This FlightHub deal was found by Cheapflights users on 4/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Fri 5/296:00 am
YWG
- ORD
1 stop10h 40m
WestJet
Deal found 4/26![WestJet logo]()
$308
This Trip.com deal was found by Cheapflights users on 4/24. 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 5/253:50 pm
MSP
- YWG
1 stop23h 55m
WestJet
Thu 5/287:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/24![WestJet logo]()
$320
This Justfly.com deal was found by Cheapflights users on 4/23. 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.
Mon 5/252:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Fri 5/297:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/23![WestJet logo]()
$322
This Trip.com deal was found by Cheapflights users on 4/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Mon 6/16:00 am
YWG
- ORD
1 stop10h 40m
WestJet
Deal found 4/27![WestJet logo]()
$323
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Fri 5/296:00 am
YWG
- ORD
1 stop10h 40m
WestJet
Deal found 4/26![WestJet logo]()
$251
This Trip.com deal was found by Cheapflights users on 4/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Tue 6/27:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/26![WestJet logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/265:30 pm
ORD
- YWG
1 stop7h 25m
Multiple Airlines
Tue 6/29:05 pm
YWG
- ORD
2 stops34h 50m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$299
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:30 pm
ORD
- YWG
1 stop18h 45m
WestJet
Tue 6/27:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/27![WestJet logo]()
$314
One-way flights from Wisconsin to WinnipegSearch for one-way flight options from Wisconsin to Winnipeg. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
Search for one-way flight options from Wisconsin to Winnipeg. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
This oojo deal was found by Cheapflights users on 4/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Deal found 4/26![WestJet logo]()
$95
This Trip.com deal was found by Cheapflights users on 4/24. 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.
Wed 7/222:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/24![WestJet logo]()
$97
This oojo deal was found by Cheapflights users on 4/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/243:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/27![WestJet logo]()
$101
This FlightHub deal was found by Cheapflights users on 4/23. 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 10/232:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/23![WestJet logo]()
$102
This FlightHub deal was found by Cheapflights users on 4/23. 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 10/222:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Deal found 4/23![WestJet logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 10/192:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/23![WestJet logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sun 7/193:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Deal found 4/24![WestJet logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 7/203:05 pm
MSP
- YWG
1 stop8h 35m
WestJet
Deal found 4/25![WestJet logo]()
$111
This WestJet deal was found by Cheapflights users on 4/25. 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.
Wed 10/212:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Deal found 4/25![WestJet logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 9/75:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Deal found 4/26![WestJet logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fri 9/45:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Deal found 4/26![WestJet logo]()
$156
This Justfly.com deal was found by Cheapflights users on 4/23. 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.
Mon 8/315:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Deal found 4/23![WestJet logo]()
$172
Find flight deals from Wisconsin to Winnipeg
Keep the following information in mind while searching for Wisconsin to Winnipeg flight deals. Data was last updated April 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $212 (Trip.com) |
One-way from | $97 (Trip.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin 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 April 27, 2026.
Use the filters below to find and compare flights from Wisconsin to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Wed 10/14
2:55 pm-12:55 am
2 stops10h 00m
Winnipeg
Wed 10/21
7:00 am-1:25 pm
1 stop6h 25m
$232
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Fri 6/12
3:50 pm-12:55 am
2 stops9h 05m
Winnipeg
Sat 6/20
7:00 am-1:25 pm
1 stop6h 25m
$303
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Sun 6/7
8:15 pm-12:15 pm
2 stops16h 00m
Winnipeg
Sun 6/14
6:00 am-2:05 pm
2 stops8h 05m
$327
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Sat 6/20
2:55 pm-12:55 am
2 stops10h 00m
Winnipeg
Sun 6/21
10:30 pm-1:25 pm
1 stop14h 55m
$329
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Wed 9/2
6:55 am-10:10 pm
2 stops15h 15m
Winnipeg
Sat 9/5
7:00 am-4:40 pm
1 stop9h 40m
$385
MilwaukeeWinnipeg
MKE - YWG
MKEYWG
Milwaukee-Mitchell
Mon 5/25
12:15 pm-9:40 pm
2 stops9h 25m
Winnipeg
Tue 5/26
5:41 pm-11:20 am
1 stop17h 39m
$434
MilwaukeeWinnipeg
MKE - YWG
MKEYWG
Milwaukee-Mitchell
Wed 5/20
6:30 am-10:10 pm
2 stops15h 40m
Winnipeg
Sat 5/23
11:55 am-7:47 pm
1 stop7h 52m
$434
MadisonWinnipeg
MSN - YWG
MSNYWG
Madison Truax Field
Sun 9/6
6:15 am-10:10 pm
2 stops15h 55m
Winnipeg
Fri 9/18
12:40 pm-9:57 pm
1 stop9h 17m
$434
MilwaukeeWinnipeg
MKE - YWG
MKEYWG
Milwaukee-Mitchell
Mon 7/20
8:00 am-11:40 pm
2 stops15h 40m
Winnipeg
Fri 7/24
7:00 am-6:16 pm
2 stops11h 16m
$440
MadisonWinnipeg
MSN - YWG
MSNYWG
Madison Truax Field
Mon 5/25
7:00 am-12:55 am
2 stops17h 55m
Winnipeg
Fri 5/29
6:00 am-5:49 pm
2 stops11h 49m
$440
Showing 1-10 of 54 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Wisconsin with our price prediction graph.
ORD-YWG
MKE-YWG
MSP-YWG
DLH-YWG
MSN-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 Wisconsin to Winnipeg
USWI-YWG
ORD-YWG
MKE-YWG
MSP-YWG
DLH-YWG
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 Wisconsin to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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Alternative routes for Wisconsin to Winnipeg
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Wisconsin and Winnipeg flights
Browse other Wisconsin and Winnipeg flight options. Last updated on April 27, 2026.
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Wisconsin to Winnipeg flights
Consider these flights traveling from Wisconsin to Winnipeg.
Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2026.
Top 2 airlines flying from Wisconsin to Winnipeg
Discover the top 2 airlines that operate flights from Wisconsin to Winnipeg. 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 April 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$205 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$188 | Average$591 | FlexibilityNo cancel fee | On-timeN/A |