$130+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
May 8 — May 151
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 8, 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 8, 2026.
This Trip.com deal was found by Cheapflights users on 4/7. 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 10/143:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Wed 10/217:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/7![WestJet logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.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 stop7h 05m
WestJet
Deal found 4/5![WestJet logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 9/272:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Sun 10/47:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/7![WestJet logo]()
$284
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/1012:15 pm
YWG
- MSP
1 stop6h 15m
WestJet
Deal found 4/5![WestJet logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/303:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Fri 5/16:00 am
YWG
- MSP
1 stop8h 05m
WestJet
Deal found 4/6![WestJet logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/63:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/107:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/7![WestJet logo]()
$294
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:50 pm
MSP
- YWG
1 stop23h 55m
WestJet
Sat 5/97:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/5![WestJet logo]()
$298
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/53:50 pm
MSP
- YWG
1 stop23h 55m
WestJet
Tue 5/127:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/7![WestJet logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 10/225:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Sun 10/256:15 am
YWG
- ORD
1 stop7h 20m
WestJet
Deal found 4/3![WestJet logo]()
$361
This Trip.com deal was found by Cheapflights users on 4/7. 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.
Thu 9/105:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Mon 9/147:00 am
YWG
- ORD
1 stop9h 40m
WestJet
Deal found 4/7![WestJet logo]()
$369
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/15:30 pm
ORD
- YWG
1 stop18h 45m
WestJet
Sat 5/24:55 pm
YWG
- ORD
1 stop23h 45m
WestJet
Deal found 4/7![WestJet logo]()
$393
This Mytrip deal was found by Cheapflights users on 4/6. 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.
Thu 5/219:55 am
ORD
- YWG
1 stop6h 30m
Multiple Airlines
Thu 5/286:15 am
YWG
- ORD
2 stops17h 00m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$403
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 8, 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 8, 2026.
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/1012:15 pm
YWG
- MSP
1 stop6h 15m
WestJet
Deal found 4/5![WestJet logo]()
$290
This Trip.com deal was found by Cheapflights users on 4/8. 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 5/2310:30 am
MSP
- YWG
1 stop7h 43m
Multiple Airlines
Sat 5/307:00 am
YWG
- MSP
1 stop6h 25m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Sat 4/186:30 am
MSN
- YWG
1 stop5h 22m
United Airlines
Sat 4/252:00 pm
YWG
- MSN
1 stop7h 21m
United Airlines
Deal found 4/3![United Airlines logo]()
$426
This Delta deal was found by Cheapflights users on 4/6. 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 5/216:30 am
MSN
- YWG
1 stop8h 25m
Delta
Thu 5/286:40 am
YWG
- MSN
1 stop4h 28m
Delta
Deal found 4/6![Delta logo]()
$434
This Mytrip deal was found by Cheapflights users on 4/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:00 am
MSN
- YWG
1 stop6h 52m
Air Canada
Sat 4/257:05 am
YWG
- MSN
2 stops14h 16m
Air Canada
Deal found 4/3![Air Canada logo]()
$529
This Porter Airlines deal was found by Cheapflights users on 4/3. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:06 am
ORD
- YWG
1 stop7h 13m
Porter Airlines
Tue 5/59:20 am
YWG
- ORD
1 stop6h 58m
Porter Airlines
Deal found 4/3![Porter Airlines logo]()
$614
This oojo deal was found by Cheapflights users on 4/7. 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 5/303:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Sun 5/316:00 am
YWG
- MSP
2 stops8h 05m
WestJet
Deal found 4/7![WestJet logo]()
$323
This WestJet deal was found by Cheapflights users on 4/6. 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 4/302:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Mon 5/47:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/6![WestJet logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Mon 5/42:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Mon 5/113:50 pm
YWG
- MSP
Nonstop1h 31m
WestJet
Deal found 4/4![WestJet logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Fri 5/223:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/2411:55 am
YWG
- MSP
Nonstop1h 33m
WestJet
Deal found 4/3![WestJet logo]()
$384
This Delta deal was found by Cheapflights users on 4/6. 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 4/186:00 am
MSN
- YWG
1 stop4h 56m
Delta
Sat 4/255:20 pm
YWG
- MSN
1 stop5h 31m
Delta
Deal found 4/6![Delta logo]()
$520
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Tue 6/93:53 pm
MSN
- YWG
1 stop6h 40m
United Airlines
Wed 6/102:00 pm
YWG
- MSN
1 stop8h 50m
United Airlines
Deal found 4/7![United Airlines logo]()
$542
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/28:06 am
ORD
- YWG
1 stop8h 19m
Multiple Airlines
Sat 5/99:20 am
YWG
- ORD
1 stop6h 58m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$575
This WestJet deal was found by Cheapflights users on 4/3. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:15 pm
MSP
- YWG
1 stop13h 20m
WestJet
Mon 5/186:00 am
YWG
- MSP
2 stops8h 05m
WestJet
Deal found 4/3![WestJet logo]()
$400
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/209:15 am
MSP
- YWG
Nonstop1h 39m
Delta
Wed 5/275:41 pm
YWG
- MSP
Nonstop1h 34m
Delta
Deal found 4/5![Delta logo]()
$538
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/218:10 am
MSN
- YWG
1 stop14h 23m
United Airlines
Thu 5/282:00 pm
YWG
- MSN
2 stops9h 57m
United Airlines
Deal found 4/6![United Airlines logo]()
$545
This Porter Airlines deal was found by Cheapflights users on 4/5. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:48 am
ORD
- YWG
1 stop8h 01m
Porter Airlines
Wed 5/69:20 am
YWG
- ORD
1 stop6h 58m
Porter Airlines
Deal found 4/5![Porter Airlines logo]()
$614
This Delta deal was found by Cheapflights users on 4/6. 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 6/49:54 pm
MSP
- YWG
Nonstop1h 32m
Delta
Tue 6/93:54 pm
YWG
- MSP
Nonstop1h 31m
Delta
Deal found 4/6![Delta logo]()
$538
This Justfly.com deal was found by Cheapflights users on 4/7. 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 10/512:00 pm
MKE
- YWG
2 stops10h 10m
WestJet
Fri 10/168:00 am
YWG
- MKE
1 stop3h 27m
WestJet
Deal found 4/7![WestJet logo]()
$430
This Delta deal was found by Cheapflights users on 4/3. 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.
Wed 5/209:15 am
MSP
- YWG
Nonstop1h 39m
Delta
Sun 5/246:40 am
YWG
- MSP
Nonstop1h 31m
Delta
Deal found 4/3![Delta logo]()
$538
This FlightHub deal was found by Cheapflights users on 4/6. 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 7/2012:07 pm
MKE
- YWG
2 stops11h 33m
WestJet
Fri 7/246:00 am
YWG
- MKE
2 stops12h 17m
WestJet
Deal found 4/6![WestJet logo]()
$437
This Delta deal was found by Cheapflights users on 4/7. 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 5/309:15 am
MSP
- YWG
Nonstop1h 39m
Delta
Sun 5/313:50 pm
YWG
- MSP
Nonstop1h 31m
Delta
Deal found 4/7![Delta logo]()
$560
This FlightHub deal was found by Cheapflights users on 4/7. 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 5/66:38 pm
MKE
- YWG
2 stops19h 47m
WestJet
Wed 5/135:41 pm
YWG
- MKE
1 stop5h 14m
WestJet
Deal found 4/7![WestJet logo]()
$438
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 5/119:18 am
ORD
- YWG
Nonstop2h 34m
United Airlines
Mon 6/17:00 am
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/3![United Airlines logo]()
$743
This FlightHub deal was found by Cheapflights users on 4/7. 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 9/107:00 am
MKE
- YWG
2 stops13h 20m
WestJet
Thu 9/1010:30 pm
YWG
- MKE
2 stops18h 12m
WestJet
Deal found 4/7![WestJet logo]()
$466
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Wed 5/202:57 pm
DLH
- YWG
2 stops20h 11m
United Airlines
Wed 5/272:00 pm
YWG
- DLH
1 stop9h 08m
United Airlines
Deal found 4/5![United Airlines logo]()
$752
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Wed 7/227:55 pm
ORD
- YWG
Nonstop2h 38m
United Airlines
Sun 7/267:00 am
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/5![United Airlines logo]()
$757
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:15 am
DLH
- YWG
1 stop5h 39m
Delta
Wed 5/273:50 pm
YWG
- DLH
1 stop3h 41m
Delta
Deal found 4/5![Delta logo]()
$690
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:15 am
MSP
- YWG
Nonstop1h 41m
WestJet
Sat 5/95:41 pm
YWG
- MSP
Nonstop1h 34m
WestJet
Deal found 4/5![WestJet logo]()
$476
This United Airlines deal was found by Cheapflights users on 4/6. 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 7/89:14 am
ORD
- YWG
Nonstop2h 38m
United Airlines
Tue 7/147:00 am
YWG
- ORD
Nonstop2h 34m
United Airlines
Deal found 4/6![United Airlines logo]()
$757
Last-minute flights from Wisconsin to WinnipegDiscover last-minute flight deals from Wisconsin to Winnipeg. Data last updated April 8, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Winnipeg. Data last updated April 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 4/242:20 pm
ORD
- YWG
1 stop10h 20m
WestJet
Sun 4/269:05 pm
YWG
- ORD
1 stop19h 35m
WestJet
Deal found 4/7![WestJet logo]()
$406
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 4/265:30 pm
ORD
- YWG
1 stop17h 40m
Multiple Airlines
Tue 4/289:05 pm
YWG
- ORD
2 stops13h 18m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/303:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Fri 5/16:00 am
YWG
- MSP
1 stop8h 05m
WestJet
Deal found 4/6![WestJet logo]()
$293
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/15:30 pm
ORD
- YWG
1 stop18h 45m
WestJet
Sat 5/24:55 pm
YWG
- ORD
1 stop23h 45m
WestJet
Deal found 4/7![WestJet logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/32:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Sun 5/1012:15 pm
YWG
- MSP
1 stop6h 15m
WestJet
Deal found 4/5![WestJet logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 pm
ORD
- YWG
1 stop17h 40m
Multiple Airlines
Sun 5/107:10 pm
YWG
- ORD
2 stops36h 45m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$417
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/53:50 pm
MSP
- YWG
1 stop23h 55m
WestJet
Tue 5/127:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/7![WestJet logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/63:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/107:00 am
YWG
- MSP
1 stop7h 05m
WestJet
Deal found 4/7![WestJet logo]()
$294
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:50 pm
MSP
- YWG
1 stop23h 55m
WestJet
Sat 5/97:00 am
YWG
- MSP
1 stop6h 25m
WestJet
Deal found 4/5![WestJet logo]()
$298
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/1012:15 pm
YWG
- MSP
1 stop6h 15m
WestJet
Deal found 4/5![WestJet logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 5/213:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Sun 5/2412:15 pm
YWG
- MSP
1 stop6h 15m
WestJet
Deal found 4/3![WestJet logo]()
$310
This Mytrip deal was found by Cheapflights users on 4/6. 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.
Thu 5/219:55 am
ORD
- YWG
1 stop6h 30m
Multiple Airlines
Thu 5/286:15 am
YWG
- ORD
2 stops17h 00m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$403
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 8, 2026.
Search for one-way flight options from Wisconsin to Winnipeg. Find affordable one-way fares based on user searches. Data last updated April 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 10/43:05 pm
MSP
- YWG
1 stop7h 05m
WestJet
Deal found 4/6![WestJet logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 4/303:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/3![WestJet logo]()
$131
This Trip.com deal was found by Cheapflights users on 4/6. 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 10/53:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/6![WestJet logo]()
$132
This Trip.com deal was found by Cheapflights users on 4/8. 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.
Thu 5/73:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/8![WestJet logo]()
$133
This FlightHub deal was found by Cheapflights users on 4/6. 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 5/63:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/6![WestJet logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/153:50 pm
MSP
- YWG
2 stops9h 05m
WestJet
Deal found 4/7![WestJet logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 6/42:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/6![WestJet logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/42:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/8![WestJet logo]()
$147
This FlightHub deal was found by Cheapflights users on 4/4. 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.
Sat 10/32:55 pm
MSP
- YWG
2 stops10h 00m
WestJet
Deal found 4/4![WestJet logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/32:55 pm
MSP
- YWG
1 stop6h 45m
WestJet
Deal found 4/6![WestJet logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:15 am
MKE
- YWG
1 stop24h 39m
WestJet
Deal found 4/5![WestJet logo]()
$209
This FlightHub deal was found by Cheapflights users on 4/5. 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 8/315:30 pm
ORD
- YWG
1 stop7h 25m
WestJet
Deal found 4/5![WestJet logo]()
$212
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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $284 (Kiwi.com) |
One-way from | $130 (Kiwi.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 8, 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
Thu 5/7
3:50 pm-12:55 am
2 stops9h 05m
Winnipeg
Sun 5/10
12:15 pm-6:30 pm
1 stop6h 15m
$290
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Sat 5/30
3:05 pm-10:10 pm
1 stop7h 05m
Winnipeg
Sun 5/31
6:00 am-2:05 pm
2 stops8h 05m
$323
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Thu 4/30
2:55 pm-12:55 am
2 stops10h 00m
Winnipeg
Mon 5/4
7:00 am-1:25 pm
1 stop6h 25m
$375
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Mon 5/4
2:55 pm-9:40 pm
1 stop6h 45m
Winnipeg
Mon 5/11
3:50 pm-5:21 pm
Nonstop1h 31m
$381
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Fri 5/22
3:50 pm-12:55 am
2 stops9h 05m
Winnipeg
Sun 5/24
11:55 am-1:28 pm
Nonstop1h 33m
$384
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Thu 5/14
8:15 pm-9:35 am
1 stop13h 20m
Winnipeg
Mon 5/18
6:00 am-2:05 pm
2 stops8h 05m
$400
MinneapolisWinnipeg
MSP - YWG
MSPYWG
Minneapolis St Paul
Sat 5/23
10:30 am-6:13 pm
1 stop7h 43m
Winnipeg
Sat 5/30
7:00 am-1:25 pm
1 stop6h 25m
$406
MadisonWinnipeg
MSN - YWG
MSNYWG
Madison Truax Field
Sat 4/18
6:30 am-11:52 am
1 stop5h 22m
Winnipeg
Sat 4/25
2:00 pm-9:21 pm
1 stop7h 21m
$426
MilwaukeeWinnipeg
MKE - YWG
MKEYWG
Milwaukee-Mitchell
Mon 10/5
12:00 pm-10:10 pm
2 stops10h 10m
Winnipeg
Fri 10/16
8:00 am-11:27 am
1 stop3h 27m
$430
MadisonWinnipeg
MSN - YWG
MSNYWG
Madison Truax Field
Thu 5/21
6:30 am-2:55 pm
1 stop8h 25m
Winnipeg
Thu 5/28
6:40 am-11:08 am
1 stop4h 28m
$434
Showing 1-10 of 53 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.
MKE-YWG
ORD-YWG
MSP-YWG
MSN-YWG
DLH-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
MKE-YWG
ORD-YWG
MSP-YWG
MSN-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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Complete your trip
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Search flights from Wisconsin to Winnipeg by cabin class
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Wisconsin and Winnipeg flights
Browse other Wisconsin and Winnipeg flight options. Last updated on April 8, 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 8, 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 8, 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 |