$59+ Cheap flights from Chicago (CHI) to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Wisconsin with Cheapflights
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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 Chicago to WisconsinExplore the most affordable flight options available from Chicago to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
Explore the most affordable flight options available from Chicago to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
This Kissandfly.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:10 pm -
1 stop11h 53m
Mon 8/247:02 am -
Nonstop1h 52m
Deal found 7/30![Frontier logo]()
$123
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:05 am -
1 stop7h 38m
Sat 8/292:38 pm -
1 stop8h 09m
Deal found 7/30![Frontier logo]()
$124
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:25 pm -
1 stop5h 45m
Sun 9/66:30 am -
Nonstop1h 25m
Deal found 8/4![Southwest logo]()
$127
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:26 pm -
1 stop11h 37m
Mon 8/242:38 pm -
1 stop8h 09m
Deal found 7/30![Frontier logo]()
$130
This Kissandfly.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:11 am -
1 stop6h 32m
Sun 9/68:10 am -
Nonstop1h 50m
Deal found 8/1![Frontier logo]()
$131
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Mon 8/317:17 pm -
1 stop27h 51m
Deal found 7/30![Frontier logo]()
$133
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am -
Nonstop1h 45m
Sat 8/298:05 am -
1 stop8h 00m
Deal found 7/30![Southwest logo]()
$133
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:45 am -
Nonstop1h 40m
Sat 9/56:00 am -
Nonstop1h 44m
Deal found 8/2![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:51 pm -
Nonstop1h 44m
Sat 9/52:20 pm -
Nonstop1h 37m
Deal found 7/31![Delta logo]()
$134
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:40 pm -
1 stop11h 18m
Thu 11/52:22 pm -
1 stop15h 13m
Deal found 7/30![Frontier logo]()
$135
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Thu 9/37:10 pm -
1 stop18h 10m
Deal found 7/30![Frontier logo]()
$136
This Justfly.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Mon 8/318:05 am -
Nonstop1h 38m
Deal found 7/30![Multiple Airlines logo]()
$137
Best flights from Chicago to WisconsinDiscover carefully curated flight deals from Chicago to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Chicago to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:14 pm -
Nonstop1h 38m
Tue 9/86:00 am -
Nonstop1h 44m
Deal found 7/31![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:25 am -
Nonstop1h 39m
Sat 9/193:25 pm -
Nonstop1h 34m
Deal found 8/2![Delta logo]()
$151
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:55 am -
1 stop6h 15m
Tue 9/1512:25 pm -
Nonstop1h 25m
Deal found 7/31![Southwest logo]()
$161
This KAYAK deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:40 pm -
Nonstop1h 44m
Tue 8/258:10 am -
Nonstop1h 50m
Deal found 7/30![American Airlines logo]()
$187
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:59 am -
Nonstop1h 40m
Thu 8/278:00 am -
Nonstop1h 44m
Deal found 8/3![United Airlines logo]()
$151
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:30 am -
Nonstop1h 40m
Wed 9/239:05 am -
2 stops7h 00m
Deal found 8/2![Southwest logo]()
$166
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:45 am -
Nonstop1h 40m
Thu 8/273:21 pm -
Nonstop1h 44m
Deal found 8/3![United Airlines logo]()
$151
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:24 pm -
Nonstop1h 51m
Sat 9/54:00 pm -
Nonstop1h 41m
Deal found 7/30![Delta logo]()
$172
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:29 pm -
Nonstop1h 43m
Tue 9/18:00 am -
Nonstop1h 44m
Deal found 8/1![United Airlines logo]()
$151
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:27 pm -
Nonstop1h 03m
Fri 9/118:31 am -
Nonstop1h 30m
Deal found 8/2![American Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:51 pm -
Nonstop1h 44m
Sat 9/52:20 pm -
Nonstop1h 37m
Deal found 7/30![Delta logo]()
$172
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:56 am -
Nonstop1h 05m
Sat 9/121:18 pm -
Nonstop1h 21m
Deal found 8/2![American Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:01 am -
Nonstop1h 41m
Mon 10/123:08 pm -
Nonstop1h 39m
Deal found 8/3![Delta logo]()
$195
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:55 am -
1 stop4h 20m
Mon 9/214:40 pm -
1 stop5h 20m
Deal found 7/31![Southwest logo]()
$215
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:20 pm -
Nonstop1h 10m
Tue 9/158:30 am -
Nonstop1h 11m
Deal found 7/30![United Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:50 am -
Nonstop0h 59m
Sat 8/298:20 am -
Nonstop1h 21m
Deal found 8/4![American Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:01 am -
Nonstop1h 41m
Tue 10/133:08 pm -
Nonstop1h 39m
Deal found 8/3![Delta logo]()
$195
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:20 am -
Nonstop1h 36m
Sun 9/65:00 am -
Nonstop1h 30m
Deal found 7/31![United Airlines logo]()
$180
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:55 pm -
Nonstop1h 08m
Wed 9/238:14 pm -
Nonstop1h 16m
Deal found 8/2![American Airlines logo]()
$200
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:40 pm -
Nonstop1h 35m
Wed 9/304:30 pm -
1 stop5h 25m
Deal found 7/31![Southwest logo]()
$231
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:50 pm -
Nonstop1h 29m
Mon 9/145:00 am -
Nonstop1h 29m
Deal found 8/2![United Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:59 am -
1 stop6h 22m
Sat 9/58:10 pm -
Nonstop1h 37m
Deal found 7/31![Delta logo]()
$205
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:50 pm -
1 stop4h 35m
Sun 8/305:05 am -
Nonstop1h 25m
Deal found 7/30![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:38 pm -
Nonstop1h 21m
Wed 11/45:11 am -
Nonstop1h 39m
Deal found 7/31![United Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:24 pm -
Nonstop1h 51m
Tue 9/153:56 pm -
1 stop4h 34m
Deal found 8/3![Delta logo]()
$205
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:15 am -
Nonstop1h 12m
Mon 10/198:15 pm -
Nonstop1h 25m
Deal found 7/30![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:30 pm -
Nonstop1h 06m
Fri 9/112:20 pm -
Nonstop1h 11m
Deal found 8/1![United Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:00 am -
Nonstop1h 30m
Mon 9/76:04 am -
1 stop7h 04m
Deal found 7/31![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:50 am -
1 stop6h 20m
Sun 9/68:55 am -
2 stops7h 30m
Deal found 8/3![Southwest logo]()
$259
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:10 am -
Nonstop1h 12m
Mon 10/128:15 pm -
Nonstop1h 25m
Deal found 7/31![American Airlines logo]()
$249
Last-minute flights from Chicago to WisconsinDiscover last-minute flight deals from Chicago to Wisconsin. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Wisconsin. Data last updated August 4, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:10 pm -
1 stop11h 53m
Mon 8/247:02 am -
Nonstop1h 52m
Deal found 7/30![Frontier logo]()
$123
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:26 pm -
1 stop11h 37m
Mon 8/242:38 pm -
1 stop8h 09m
Deal found 7/30![Frontier logo]()
$129
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:05 am -
1 stop7h 38m
Sat 8/292:38 pm -
1 stop8h 09m
Deal found 7/30![Frontier logo]()
$124
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am -
Nonstop1h 45m
Sat 8/298:05 am -
1 stop8h 00m
Deal found 7/30![Southwest logo]()
$133
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Mon 8/317:17 pm -
1 stop27h 51m
Deal found 7/30![Frontier logo]()
$133
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Thu 9/37:10 pm -
1 stop18h 10m
Deal found 7/30![Frontier logo]()
$136
This Justfly.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Mon 8/318:05 am -
Nonstop1h 38m
Deal found 7/30![Multiple Airlines logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:12 pm -
Nonstop1h 36m
Mon 8/318:05 am -
Nonstop1h 38m
Deal found 7/31![Sun Country Air logo]()
$138
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:45 am -
Nonstop1h 40m
Sat 9/56:00 am -
Nonstop1h 44m
Deal found 8/2![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:51 pm -
Nonstop1h 44m
Sat 9/52:20 pm -
Nonstop1h 37m
Deal found 7/31![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:25 pm -
1 stop5h 45m
Sun 9/66:30 am -
Nonstop1h 25m
Deal found 7/31![Southwest logo]()
$127
This Kissandfly.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:11 am -
1 stop6h 32m
Sun 9/68:10 am -
Nonstop1h 50m
Deal found 8/1![Frontier logo]()
$131
One-way flights from Chicago to WisconsinSearch for one-way flight options from Chicago to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Chicago to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am -
Nonstop1h 30m
Deal found 8/4![Delta logo]()
$59
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:52 pm -
Nonstop1h 44m
Deal found 7/31![Delta logo]()
$59
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:05 am -
1 stop6h 38m
Deal found 7/30![Frontier logo]()
$60
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:05 am -
1 stop7h 38m
Deal found 7/30![Frontier logo]()
$60
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop11h 53m
Deal found 7/30![Frontier logo]()
$64
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:26 pm -
1 stop11h 37m
Deal found 7/30![Frontier logo]()
$64
This Expedia deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:10 pm -
1 stop11h 53m
Deal found 7/30![Frontier logo]()
$65
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:26 pm -
1 stop11h 37m
Deal found 7/30![Frontier logo]()
$65
This Sun Country Air deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:43 am -
Nonstop1h 36m
Deal found 7/30![Sun Country Air logo]()
$69
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:20 pm -
1 stop6h 05m
Deal found 7/31![Southwest logo]()
$69
This Super.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:05 am -
1 stop6h 38m
Deal found 8/3![Frontier logo]()
$70
This Super.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:05 am -
1 stop7h 38m
Deal found 8/3![Frontier logo]()
$70
Find flight deals from Chicago to Wisconsin
Keep the following information in mind while searching for Chicago to Wisconsin flight deals. Data was last updated August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $123 (Kissandfly.com) |
One-way from | $59 (Delta) |
Good round-trip deal | $179 or less |
Good one-way deal | $98 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 4, 2026.
Use the filters below to find and compare flights from Chicago to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Sat 9/5
8:14 pm-9:52 pm
Nonstop1h 38m
Minneapolis St Paul
Tue 9/8
6:00 am-7:44 am
Nonstop1h 44m
$134
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Mon 9/14
8:25 am-10:04 am
Nonstop1h 39m
Minneapolis St Paul
Sat 9/19
3:25 pm-4:59 pm
Nonstop1h 34m
$151
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Wed 8/26
6:59 am-8:39 am
Nonstop1h 40m
Minneapolis St Paul
Thu 8/27
8:00 am-9:44 am
Nonstop1h 44m
$151
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Tue 8/25
8:45 am-10:25 am
Nonstop1h 40m
Minneapolis St Paul
Thu 8/27
3:21 pm-5:05 pm
Nonstop1h 44m
$151
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Sat 8/22
2:29 pm-4:12 pm
Nonstop1h 43m
Minneapolis St Paul
Tue 9/1
8:00 am-9:44 am
Nonstop1h 44m
$151
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Sat 9/12
9:55 am-4:10 pm
1 stop6h 15m
Minneapolis St Paul
Tue 9/15
12:25 pm-1:50 pm
Nonstop1h 25m
$161
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Wed 9/16
8:30 am-10:10 am
Nonstop1h 40m
Minneapolis St Paul
Wed 9/23
9:05 am-4:05 pm
2 stops7h 00m
$166
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Fri 9/4
8:24 pm-10:15 pm
Nonstop1h 51m
Minneapolis St Paul
Sat 9/5
4:00 pm-5:41 pm
Nonstop1h 41m
$172
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Fri 9/4
1:51 pm-3:35 pm
Nonstop1h 44m
Minneapolis St Paul
Sat 9/5
2:20 pm-3:57 pm
Nonstop1h 37m
$172
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Tue 9/8
4:20 pm-5:30 pm
Nonstop1h 10m
Milwaukee-Mitchell
Tue 9/15
8:30 am-9:41 am
Nonstop1h 11m
$179
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Chicago with our price prediction graph.
ORD-MSP
MDW-MSP
ORD-MSN
ORD-EAU
ORD-MKE
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 Chicago to Wisconsin
CHI-USWI
ORD-MSP
MDW-MSP
ORD-MSN
ORD-EAU
What is the cheapest month to book a flight from Chicago to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Chicago to Wisconsin (average of $194). Flying from Chicago to Wisconsin in April is currently the most expensive (average of $524). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to WI?
Find hourly flight availability from Chicago to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2026.
One of the essential ways to save on airfare from Chicago to Wisconsin is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 25% on airfare.
Weekly flight availability from Chicago to Wisconsin
Explore weekly flight availability from Chicago to Wisconsin. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 4, 2026.
The most flights from CHI to USWI are scheduled on a Sunday (57 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (27 on average).
What is the cheapest day to fly from Chicago to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Wisconsin. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Chicago to Wisconsin flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated August 4, 2026.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Wisconsin by cabin class
Find flights from Chicago to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Wisconsin flights
Browse other Chicago and Wisconsin flight options. Last updated on August 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Wisconsin flights
Consider these flights traveling from Chicago to Wisconsin.
Top 2 airlines flying from Chicago to Wisconsin
Discover the top 2 airlines that operate flights from Chicago to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$315 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$378 | FlexibilityNo cancel fee | On-time69% |