$59+ Cheap flights from Illinois 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Aug 16 — Aug 231
Round-trip
1 adult, Economy
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Cheapest flights from Illinois to WisconsinExplore the most affordable flight options available from Illinois to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 17, 2026.
Explore the most affordable flight options available from Illinois to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 17, 2026.
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Tue 8/115:20 pm
MDW
- MSP
1 stop5h 30m
Southwest
Tue 8/1810:35 am
MSP
- MDW
Nonstop1h 25m
Southwest
Deal found 7/14![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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
MDW
- MSP
Nonstop1h 45m
Southwest
Sat 8/296:00 am
MSP
- MDW
2 stops7h 20m
Southwest
Deal found 7/13![Southwest logo]()
$132
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/86:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Sat 8/88:10 pm
MSP
- ORD
Nonstop1h 37m
Delta
Deal found 7/16![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Thu 8/135:55 am
MDW
- MSP
1 stop4h 20m
Southwest
Wed 8/198:00 am
MSP
- MDW
1 stop5h 55m
Southwest
Deal found 7/13![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/66:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Mon 8/108:10 pm
MSP
- ORD
Nonstop1h 37m
Delta
Deal found 7/15![Delta logo]()
$138
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/296:35 am
MDW
- MSP
1 stop5h 15m
Southwest
Sat 9/56:00 am
MSP
- MDW
2 stops7h 20m
Southwest
Deal found 7/15![Southwest logo]()
$142
This Kissandfly.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/69:00 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Mon 8/106:00 am
MSP
- ORD
Nonstop1h 44m
Sun Country Air
Deal found 7/16![Sun Country Air logo]()
$145
This Super.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/17:45 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Sun 10/42:55 pm
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Deal found 7/15![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 10/87:45 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Sun 10/113:05 pm
MSP
- ORD
Nonstop1h 39m
Sun Country Air
Deal found 7/13![Sun Country Air logo]()
$148
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/267:55 am
MDW
- MSP
2 stops12h 10m
Southwest
Mon 9/284:40 pm
MSP
- MDW
1 stop5h 15m
Southwest
Deal found 7/13![Southwest logo]()
$148
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/66:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Wed 9/93:55 pm
MSP
- ORD
Nonstop1h 38m
Delta
Deal found 7/17![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/317:25 pm
MDW
- MSP
Nonstop1h 45m
Delta
Sat 9/52:20 pm
MSP
- MDW
Nonstop1h 37m
Delta
Deal found 7/17![Delta logo]()
$149
Best flights from Illinois to WisconsinDiscover carefully curated flight deals from Illinois to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 17, 2026.
Discover carefully curated flight deals from Illinois to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 17, 2026.
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Tue 9/1510:15 am
MDW
- MSP
Nonstop1h 30m
Southwest
Wed 9/168:00 am
MSP
- MDW
1 stop3h 50m
Southwest
Deal found 7/15![Southwest logo]()
$127
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/152:40 pm
ORD
- MKE
Nonstop1h 07m
United Airlines
Sat 8/223:15 pm
MKE
- ORD
Nonstop1h 11m
United Airlines
Deal found 7/16![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/226:20 am
STL
- MSP
Nonstop1h 35m
Delta
Tue 8/256:04 am
MSP
- STL
1 stop7h 10m
Delta
Deal found 7/16![Delta logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 8/246:17 pm
STL
- ORD
2 stops18h 33m
Frontier
Mon 8/317:05 am
ORD
- STL
1 stop10h 17m
Frontier
Deal found 7/12![Frontier logo]()
$208
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/176:00 am
PIA
- ORD
Nonstop1h 19m
American Airlines
Thu 9/2411:00 pm
ORD
- PIA
Nonstop1h 08m
American Airlines
Deal found 7/14![American Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Thu 8/138:00 am
MDW
- MSP
Nonstop1h 45m
Southwest
Thu 8/207:55 am
MSP
- MDW
1 stop4h 20m
Southwest
Deal found 7/14![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Tue 8/42:00 pm
MDW
- MSP
1 stop8h 25m
Southwest
Mon 8/105:45 am
MSP
- MDW
Nonstop1h 25m
Southwest
Deal found 7/13![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/176:35 am
MDW
- MSP
1 stop3h 20m
Southwest
Sat 10/242:35 pm
MSP
- MDW
1 stop3h 10m
Southwest
Deal found 7/15![Southwest logo]()
$137
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/48:45 am
ORD
- MKE
Nonstop1h 08m
United Airlines
Sat 8/87:23 pm
MKE
- ORD
Nonstop1h 06m
United Airlines
Deal found 7/14![United Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/296:35 am
MDW
- MSP
1 stop5h 15m
Southwest
Sat 9/512:30 pm
MSP
- MDW
1 stop8h 15m
Southwest
Deal found 7/14![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Tue 9/157:05 am
ORD
- MSP
1 stop6h 24m
Delta
Wed 9/168:00 pm
MSP
- ORD
Nonstop1h 33m
Delta
Deal found 7/15![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:45 pm
ORD
- MKE
Nonstop1h 03m
United Airlines
Mon 8/108:50 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Deal found 7/14![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/179:59 am
ORD
- MSP
Nonstop1h 40m
Delta
Sat 10/246:00 am
MSP
- ORD
1 stop4h 39m
Delta
Deal found 7/15![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:30 pm
ORD
- MKE
Nonstop1h 06m
United Airlines
Thu 8/131:19 pm
MKE
- ORD
Nonstop1h 11m
United Airlines
Deal found 7/14![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Tue 8/188:28 am
ORD
- MSP
Nonstop1h 35m
Delta
Tue 8/183:56 pm
MSP
- ORD
1 stop4h 34m
Delta
Deal found 7/14![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:40 pm
ORD
- MSP
Nonstop1h 37m
United Airlines
Thu 9/106:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Deal found 7/17![United Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/61:59 pm
ORD
- MSP
1 stop6h 47m
Delta
Mon 8/108:10 pm
MSP
- ORD
Nonstop1h 37m
Delta
Deal found 7/15![Delta logo]()
$187
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/128:28 am
ORD
- MSP
Nonstop1h 35m
Delta
Wed 8/196:04 am
MSP
- ORD
1 stop7h 04m
Delta
Deal found 7/13![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:00 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Mon 8/105:13 pm
MSP
- ORD
Nonstop1h 47m
United Airlines
Deal found 7/16![United Airlines logo]()
$189
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Thu 8/68:35 am
STL
- MSP
Nonstop1h 30m
Southwest
Mon 8/1010:25 am
MSP
- STL
2 stops9h 30m
Southwest
Deal found 7/14![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 12/36:45 am
STL
- ORD
1 stop5h 52m
Delta
Sat 12/58:55 am
ORD
- STL
1 stop4h 25m
Delta
Deal found 7/15![Delta logo]()
$188
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/108:00 am
STL
- ORD
Nonstop1h 35m
United Airlines
Wed 8/127:05 am
ORD
- STL
Nonstop1h 34m
United Airlines
Deal found 7/17![United Airlines logo]()
$195
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/296:35 am
MDW
- MSP
1 stop5h 15m
Southwest
Sat 8/293:05 pm
MSP
- MDW
1 stop5h 25m
Southwest
Deal found 7/17![Southwest logo]()
$201
This American Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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.
Sun 8/99:21 am
STL
- ORD
1 stop7h 22m
American Airlines
Mon 8/1011:00 pm
ORD
- STL
Nonstop1h 14m
American Airlines
Deal found 7/12![American Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/811:15 am
STL
- ORD
Nonstop1h 36m
United Airlines
Wed 9/96:30 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Deal found 7/17![United Airlines logo]()
$195
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/156:35 am
MDW
- MSP
1 stop5h 15m
Southwest
Sat 8/226:00 am
MSP
- MDW
2 stops7h 20m
Southwest
Deal found 7/14![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/122:00 pm
STL
- MSP
1 stop6h 40m
Delta
Sat 10/178:50 am
MSP
- STL
Nonstop1h 39m
Delta
Deal found 7/16![Delta logo]()
$206
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/26:30 am
MDW
- MSP
1 stop7h 05m
Southwest
Thu 9/106:45 am
MSP
- MDW
2 stops8h 10m
Southwest
Deal found 7/17![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/178:24 pm
ORD
- MSP
Nonstop1h 51m
Delta
Sun 8/2310:05 am
MSP
- ORD
Nonstop1h 32m
Delta
Deal found 7/15![Delta logo]()
$216
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:59 am
ORD
- MSP
Nonstop1h 40m
United Airlines
Fri 9/189:45 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Deal found 7/14![United Airlines logo]()
$216
Last-minute flights from Illinois to WisconsinDiscover last-minute flight deals from Illinois to Wisconsin. Data last updated July 17, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Wisconsin. Data last updated July 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/66:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Mon 8/108:10 pm
MSP
- ORD
Nonstop1h 37m
Delta
Deal found 7/15![Delta logo]()
$138
This Kissandfly.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/69:00 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Mon 8/106:00 am
MSP
- ORD
Nonstop1h 44m
Sun Country Air
Deal found 7/16![Sun Country Air logo]()
$145
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/86:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Sat 8/88:10 pm
MSP
- ORD
Nonstop1h 37m
Delta
Deal found 7/16![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/82:25 pm
MDW
- MSP
1 stop5h 40m
Southwest
Mon 8/105:45 am
MSP
- MDW
Nonstop1h 25m
Southwest
Deal found 7/13![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Tue 8/115:20 pm
MDW
- MSP
1 stop5h 30m
Southwest
Tue 8/1810:35 am
MSP
- MDW
Nonstop1h 25m
Southwest
Deal found 7/14![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Thu 8/135:55 am
MDW
- MSP
1 stop4h 20m
Southwest
Wed 8/198:00 am
MSP
- MDW
1 stop5h 55m
Southwest
Deal found 7/13![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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
MDW
- MSP
Nonstop1h 45m
Southwest
Sat 8/296:00 am
MSP
- MDW
2 stops7h 20m
Southwest
Deal found 7/13![Southwest logo]()
$132
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/228:06 pm
STL
- MSP
1 stop4h 18m
American Airlines
Tue 8/257:02 am
MSP
- STL
1 stop5h 52m
American Airlines
Deal found 7/13![American Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/276:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Mon 8/317:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Deal found 7/14![Delta logo]()
$147
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Thu 8/278:00 am
MDW
- MSP
Nonstop1h 45m
Southwest
Thu 9/37:40 am
MSP
- MDW
Nonstop1h 30m
Southwest
Deal found 7/13![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/296:35 am
MDW
- MSP
1 stop5h 15m
Southwest
Sat 9/56:00 am
MSP
- MDW
2 stops7h 20m
Southwest
Deal found 7/14![Southwest logo]()
$142
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/317:25 pm
MDW
- MSP
Nonstop1h 45m
Delta
Sat 9/52:20 pm
MSP
- MDW
Nonstop1h 37m
Delta
Deal found 7/17![Delta logo]()
$149
One-way flights from Illinois to WisconsinSearch for one-way flight options from Illinois to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 17, 2026.
Search for one-way flight options from Illinois to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 17, 2026.
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 8/315:34 pm
STL
- MSP
Nonstop1h 41m
Delta
Deal found 7/12![Delta logo]()
$59
This American Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 10/15:00 am
STL
- ORD
Nonstop1h 29m
American Airlines
Deal found 7/12![American Airlines logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/116:34 pm
STL
- ORD
1 stop13h 28m
Frontier
Deal found 7/17![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/1610:35 am
STL
- ORD
1 stop25h 27m
Frontier
Deal found 7/15![Frontier logo]()
$64
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/26:30 am
STL
- MSP
1 stop3h 40m
Southwest
Deal found 7/13![Southwest logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Sun 11/17:30 am
ORD
- MSP
Nonstop1h 41m
Sun Country Air
Deal found 7/13![Sun Country Air logo]()
$69
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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.
Tue 10/64:30 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 7/12![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Tue 8/42:00 pm
MDW
- MSP
1 stop8h 25m
Southwest
Deal found 7/14![Southwest logo]()
$74
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/47:00 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Deal found 7/13![United Airlines logo]()
$75
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/276:20 am
STL
- MSP
Nonstop1h 35m
Delta
Deal found 7/13![Delta logo]()
$79
This Sun Country Air deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Sun 11/86:08 pm
ORD
- MSP
Nonstop1h 41m
Sun Country Air
Deal found 7/13![Sun Country Air logo]()
$79
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/129:59 am
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 7/15![Delta logo]()
$79
Find flight deals from Illinois to Wisconsin
Keep the following information in mind while searching for Illinois to Wisconsin flight deals. Data was last updated July 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Southwest) |
One-way from | $59 (Delta) |
Good round-trip deal | $349 or less |
Good one-way deal | $98 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 July 17, 2026.
Use the filters below to find and compare flights from Illinois to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Tue 9/15
10:15 am-11:45 am
Nonstop1h 30m
Minneapolis St Paul
Wed 9/16
8:00 am-11:50 am
1 stop3h 50m
$127
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Thu 8/13
8:00 am-9:45 am
Nonstop1h 45m
Minneapolis St Paul
Thu 8/20
7:55 am-12:15 pm
1 stop4h 20m
$127
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Tue 8/4
2:00 pm-10:25 pm
1 stop8h 25m
Minneapolis St Paul
Mon 8/10
5:45 am-7:10 am
Nonstop1h 25m
$133
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Sat 10/17
6:35 am-9:55 am
1 stop3h 20m
Minneapolis St Paul
Sat 10/24
2:35 pm-5:45 pm
1 stop3h 10m
$137
ChicagoMinneapolis
MDW - MSP
MDWMSP
Chicago Midway
Sat 8/29
6:35 am-11:50 am
1 stop5h 15m
Minneapolis St Paul
Sat 9/5
12:30 pm-8:45 pm
1 stop8h 15m
$137
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Sat 8/15
2:40 pm-3:47 pm
Nonstop1h 07m
Milwaukee-Mitchell
Sat 8/22
3:15 pm-4:26 pm
Nonstop1h 11m
$171
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Tue 8/4
8:45 am-9:53 am
Nonstop1h 08m
Milwaukee-Mitchell
Sat 8/8
7:23 pm-8:29 pm
Nonstop1h 06m
$171
Quickest round-trip
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Thu 8/6
5:45 pm-6:48 pm
Nonstop1h 03m
Milwaukee-Mitchell
Mon 8/10
8:50 am-10:00 am
Nonstop1h 10m
$171
ChicagoMilwaukee
ORD - MKE
ORDMKE
Chicago O'Hare Intl
Thu 8/6
1:30 pm-2:36 pm
Nonstop1h 06m
Milwaukee-Mitchell
Thu 8/13
1:19 pm-2:30 pm
Nonstop1h 11m
$171
ChicagoMinneapolis
ORD - MSP
ORDMSP
Chicago O'Hare Intl
Wed 9/2
12:40 pm-2:17 pm
Nonstop1h 37m
Minneapolis St Paul
Thu 9/10
6:00 am-7:44 am
Nonstop1h 44m
$181
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Illinois with our price prediction graph.
MDW-MSP
ORD-MSP
STL-MSP
STL-ORD
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 Illinois to Wisconsin
USIL-USWI
MDW-MSP
ORD-MSP
STL-MSP
STL-ORD
What is the cheapest month to book a flight from Illinois to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Illinois to Wisconsin (average of $194). Flying from Illinois 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 IL to WI?
Find hourly flight availability from Illinois 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 July 17, 2026.
One of the essential ways to save on airfare from Illinois 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 Illinois to Wisconsin
Explore weekly flight availability from Illinois 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 July 17, 2026.
The most flights from USIL to USWI are scheduled on a Wednesday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).
What is the cheapest day to fly from Illinois to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Wisconsin. Price data was last updated on July 11, 2026.
Travelers seeking maximum savings on their Illinois 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 July 17, 2026.
Read through reviews of airlines operating flights from Illinois to Wisconsin, such as United Airlines and American Airlines. 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.
Comfort
7.3
Crew
8.1
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Reviews
1 / 20
10.0
ExcellentMichelle,Dec 2025
DEN - MKE
Comfort
7.3
Crew
8.1
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Reviews
1 / 20
10.0
ExcellentMichelle,Dec 2025
DEN - MKE
Comfort
7.3
Crew
8.1
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Reviews
1 / 20
10.0
ExcellentMichelle,Dec 2025
DEN - MKE
Related info for your journey
Find useful and relevant information for your journey from Illinois to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Illinois 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 Illinois to Wisconsin by cabin class
Find flights from Illinois to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Wisconsin flights
Browse other Illinois and Wisconsin flight options. Last updated on July 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Illinois after your stay in Wisconsin
Illinois to Wisconsin flights
Consider these flights traveling from Illinois to Wisconsin.
Top 2 airlines flying from Illinois to Wisconsin
Discover the top 2 airlines that operate flights from Illinois 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 July 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$342 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$369 | FlexibilityNo cancel fee | On-time69% |