$55+ Cheap flights from Wisconsin to Illinois
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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to IllinoisExplore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
Explore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/111:30 am
MSP
- MDW
Nonstop1h 39m
Delta
Sat 7/49:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 6/11![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 6/303:20 pm
MSP
- ORD
Nonstop1h 42m
Delta
Fri 7/312:27 pm
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 6/10![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 6/13. 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 9/19:05 am
MSP
- MDW
2 stops6h 55m
Southwest
Sat 9/56:10 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 6/13![Southwest logo]()
$138
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Wed 7/153:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/156:39 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$138
This Southwest deal was found by Cheapflights users on 6/13. 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 7/47:05 am
MSP
- MDW
1 stop7h 20m
Southwest
Tue 7/75:10 pm
MDW
- MSP
1 stop5h 40m
Southwest
Deal found 6/13![Southwest logo]()
$143
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 7/157:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Wed 7/226:30 am
ORD
- MSP
Nonstop1h 34m
Delta
Deal found 6/14![Delta logo]()
$143
This Southwest deal was found by Cheapflights users on 6/13. 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 8/65:45 am
MSP
- MDW
Nonstop1h 25m
Southwest
Tue 8/118:30 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 6/13![Southwest logo]()
$145
This United Airlines deal was found by Cheapflights users on 6/13. 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 8/256:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Sat 8/294:00 pm
ORD
- MSP
Nonstop1h 59m
United Airlines
Deal found 6/13![United Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/15:25 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 7/411:10 am
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 6/10![Southwest logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/33:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Thu 8/69:00 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Mon 10/59:00 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Thu 10/87:45 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$148
This Delta deal was found by Cheapflights users on 6/12. 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 9/2111:27 am
MSP
- MDW
Nonstop1h 40m
Delta
Wed 9/239:49 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 6/12![Delta logo]()
$149
Best flights from Wisconsin to IllinoisDiscover carefully curated flight deals from Wisconsin to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
Discover carefully curated flight deals from Wisconsin to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
This Sun Country Air deal was found by Cheapflights users on 6/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:30 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Mon 9/287:33 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Deal found 6/12![Sun Country Air logo]()
$168
This Southwest deal was found by Cheapflights users on 6/14. 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 8/206:20 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Mon 8/245:50 pm
MDW
- MSP
1 stop4h 35m
Southwest
Deal found 6/14![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Sun 9/66:25 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 6/10![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/47:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Tue 8/118:28 am
ORD
- MSP
Nonstop1h 35m
Delta
Deal found 6/10![Delta logo]()
$207
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Fri 7/35:04 pm
ORD
- MLI
Nonstop1h 12m
American Airlines
Sun 7/56:08 am
MLI
- ORD
Nonstop1h 22m
American Airlines
Deal found 6/13![American Airlines logo]()
$255
This Frontier deal was found by Cheapflights users on 6/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:59 pm
ORD
- STL
1 stop6h 50m
Frontier
Mon 7/67:10 pm
STL
- ORD
1 stop10h 27m
Frontier
Deal found 6/14![Frontier logo]()
$289
This Southwest deal was found by Cheapflights users on 6/12. 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.
Fri 7/35:50 am
MSP
- MDW
2 stops6h 30m
Southwest
Sat 7/47:50 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 6/12![Southwest logo]()
$192
This Sun Country Air deal was found by Cheapflights users on 6/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/243:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sun 7/267:30 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/12![Sun Country Air logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Wed 7/82:40 pm
MSP
- RFD
1 stop17h 49m
Multiple Airlines
Sat 7/1110:05 am
RFD
- MSP
1 stop12h 16m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/259:00 am
MSP
- ORD
1 stop4h 08m
Delta
Sat 8/296:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Deal found 6/10![Delta logo]()
$225
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/102:05 pm
MSP
- MDW
1 stop6h 05m
Southwest
Wed 8/128:30 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 6/11![Southwest logo]()
$206
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/117:03 am
DLH
- ORD
Nonstop1h 57m
United Airlines
Fri 7/179:30 pm
ORD
- DLH
Nonstop1h 53m
United Airlines
Deal found 6/11![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/296:04 am
MSP
- ORD
1 stop4h 38m
Delta
Mon 8/317:00 am
ORD
- MSP
1 stop6h 20m
Delta
Deal found 6/11![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 7/117:25 am
ORD
- MLI
Nonstop1h 15m
United Airlines
Sat 7/186:30 pm
MLI
- ORD
Nonstop1h 21m
United Airlines
Deal found 6/14![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/255:35 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Fri 8/288:00 am
MDW
- MSP
Nonstop1h 45m
Southwest
Deal found 6/11![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 6/13. 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.
Sun 7/56:04 am
MSP
- MDW
1 stop6h 42m
Delta
Wed 7/81:49 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 6/13![Delta logo]()
$239
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/196:00 am
ATW
- ORD
Nonstop1h 30m
United Airlines
Wed 8/263:40 pm
ORD
- ATW
Nonstop1h 18m
United Airlines
Deal found 6/11![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/217:25 am
MKE
- STL
1 stop9h 15m
American Airlines
Sun 7/261:26 pm
STL
- MKE
1 stop6h 34m
American Airlines
Deal found 6/14![American Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 6/13. 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 7/227:55 am
MSP
- STL
Nonstop1h 35m
Southwest
Sun 7/268:25 am
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 6/13![Southwest logo]()
$235
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/912:30 pm
MSN
- ORD
Nonstop1h 12m
United Airlines
Wed 7/225:45 pm
ORD
- MSN
Nonstop1h 12m
United Airlines
Deal found 6/10![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 6/15. 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 8/47:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Fri 8/76:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Deal found 6/15![Delta logo]()
$242
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:10 am
MSN
- ORD
Nonstop1h 10m
United Airlines
Mon 7/1310:00 pm
ORD
- MSN
Nonstop1h 12m
United Airlines
Deal found 6/12![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/74:24 pm
MSP
- MDW
Nonstop1h 37m
Delta
Tue 8/119:24 am
MDW
- MSP
1 stop3h 56m
Delta
Deal found 6/10![Delta logo]()
$243
This Expedia deal was found by Cheapflights users on 6/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/269:48 pm
ORD
- STL
1 stop21h 05m
Frontier
Sun 6/287:38 pm
STL
- ORD
1 stop25h 05m
Frontier
Deal found 6/14![Frontier logo]()
$370
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/76:04 am
MSP
- ORD
1 stop7h 04m
Delta
Mon 8/108:28 am
ORD
- MSP
Nonstop1h 35m
Delta
Deal found 6/11![Delta logo]()
$243
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/252:05 pm
MSP
- MDW
1 stop6h 05m
Southwest
Mon 9/283:20 pm
MDW
- MSP
1 stop6h 00m
Southwest
Deal found 6/10![Southwest logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/317:25 am
MSP
- RFD
1 stop11h 35m
Multiple Airlines
Mon 8/37:50 pm
RFD
- MSP
1 stop19h 12m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/3011:18 am
DLH
- ORD
Nonstop1h 57m
United Airlines
Sat 7/49:30 pm
ORD
- DLH
Nonstop1h 53m
United Airlines
Deal found 6/11![United Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/105:45 am
MSP
- STL
1 stop3h 30m
Southwest
Mon 9/148:35 am
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 6/10![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 6/12. 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.
Fri 9/187:07 am
MSP
- MDW
Nonstop1h 43m
Delta
Sat 9/199:49 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 6/12![Delta logo]()
$248
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated June 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 6/303:20 pm
MSP
- ORD
Nonstop1h 42m
Delta
Fri 7/312:27 pm
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 6/10![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/306:55 am
MSP
- MDW
Nonstop1h 42m
Delta
Tue 8/49:59 am
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 6/11![Delta logo]()
$157
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/111:30 am
MSP
- MDW
Nonstop1h 39m
Delta
Sat 7/49:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 6/11![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/15:25 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 7/411:10 am
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 6/10![Southwest logo]()
$147
This Trip.com deal was found by Cheapflights users on 6/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/46:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/13![Sun Country Air logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/33:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 8/76:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$147
This Southwest deal was found by Cheapflights users on 6/13. 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 7/47:05 am
MSP
- MDW
1 stop7h 20m
Southwest
Tue 7/75:10 pm
MDW
- MSP
1 stop5h 40m
Southwest
Deal found 6/13![Southwest logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Wed 7/153:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/187:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$138
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 7/157:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Wed 7/226:30 am
ORD
- MSP
Nonstop1h 34m
Delta
Deal found 6/14![Delta logo]()
$143
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/153:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Tue 7/2111:55 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/15![Sun Country Air logo]()
$149
This Sun Country Air deal was found by Cheapflights users on 6/13. 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.
Tue 7/219:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/256:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/13![Sun Country Air logo]()
$148
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Wed 7/229:35 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 7/246:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$157
One-way flights from Wisconsin to IllinoisSearch for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/28:00 am
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 6/11![Southwest logo]()
$55
This United Airlines deal was found by Cheapflights users on 6/13. 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 7/212:20 pm
ORD
- STL
Nonstop1h 26m
United Airlines
Deal found 6/13![United Airlines logo]()
$55
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Wed 7/811:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 6/13![American Airlines logo]()
$60
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/58:05 am
MSP
- STL
Nonstop1h 25m
Southwest
Deal found 6/11![Southwest logo]()
$64
This United Airlines deal was found by Cheapflights users on 6/13. 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 10/2710:15 am
MSP
- STL
1 stop5h 23m
United Airlines
Deal found 6/13![United Airlines logo]()
$74
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/85:45 am
MSP
- STL
2 stops12h 40m
Southwest
Deal found 6/11![Southwest logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/103:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$78
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/305:25 am
MSP
- STL
1 stop4h 10m
Southwest
Deal found 6/11![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 6/13. 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 7/87:05 am
ORD
- STL
1 stop6h 00m
Delta
Deal found 6/13![Delta logo]()
$79
This Cheapflightsfares deal was found by Cheapflights users on 6/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:50 pm
MSP
- ORD
Nonstop1h 39m
Sun Country Air
Deal found 6/14![Sun Country Air logo]()
$79
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 10/207:48 pm
MSP
- STL
1 stop3h 37m
American Airlines
Deal found 6/14![American Airlines logo]()
$80
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 6/15![Sun Country Air logo]()
$82
Find flight deals from Wisconsin to Illinois
Keep the following information in mind while searching for Wisconsin to Illinois flight deals. Data was last updated June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Southwest) |
One-way from | $55 (Southwest) |
Good round-trip deal | $323 or less |
Good one-way deal | $143 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Illinois 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 June 15, 2026.
Use the filters below to find and compare flights from Wisconsin to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Fri 9/25
10:30 am-12:08 pm
Nonstop1h 38m
Chicago O'Hare Intl
Mon 9/28
7:33 pm-9:13 pm
Nonstop1h 40m
$168
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Thu 8/20
6:20 pm-7:50 pm
Nonstop1h 30m
Chicago Midway
Mon 8/24
5:50 pm-10:25 pm
1 stop4h 35m
$191
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Fri 7/3
5:50 am-12:20 pm
2 stops6h 30m
Chicago Midway
Sat 7/4
7:50 am-9:20 am
Nonstop1h 30m
$192
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Fri 7/24
3:30 pm-5:19 pm
Nonstop1h 49m
Chicago O'Hare Intl
Sun 7/26
7:30 am-9:16 am
Nonstop1h 46m
$198
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 8/10
2:05 pm-8:10 pm
1 stop6h 05m
Chicago Midway
Wed 8/12
8:30 pm-10:00 pm
Nonstop1h 30m
$206
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sun 9/6
6:00 am-7:44 am
Nonstop1h 44m
Chicago O'Hare Intl
Sun 9/6
6:25 pm-8:03 pm
Nonstop1h 38m
$207
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 8/4
7:00 am-8:30 am
Nonstop1h 30m
Chicago O'Hare Intl
Tue 8/11
8:28 am-10:03 am
Nonstop1h 35m
$207
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 8/25
9:00 am-1:08 pm
1 stop4h 08m
Chicago O'Hare Intl
Sat 8/29
6:00 am-7:30 am
Nonstop1h 30m
$225
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 8/25
5:35 pm-7:05 pm
Nonstop1h 30m
Chicago Midway
Fri 8/28
8:00 am-9:45 am
Nonstop1h 45m
$232
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 8/29
6:04 am-10:42 am
1 stop4h 38m
Chicago O'Hare Intl
Mon 8/31
7:00 am-1:20 pm
1 stop6h 20m
$235
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Wisconsin with our price prediction graph.
MSP-MDW
MSP-ORD
MSP-STL
ORD-STL
MSP-RFD
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 Illinois
USWI-USIL
MSP-MDW
MSP-ORD
MSP-STL
ORD-STL
What is the cheapest month to book a flight from Wisconsin to Illinois?
Currently, January is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in July is currently the most expensive (average of $180). 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 WI to IL?
Find hourly flight availability from Wisconsin to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 15, 2026.
One of the essential ways to save on airfare from Wisconsin to Illinois is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 41% on airfare.
Weekly flight availability from Wisconsin to Illinois
Explore weekly flight availability from Wisconsin to Illinois. 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 June 15, 2026.
The most flights from USWI to USIL are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 on average).
How much does it cost to fly round-trip from Wisconsin to Illinois?
What is the cheapest day to fly from Wisconsin to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Illinois. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Wisconsin to Illinois flight should consider departing on Thursday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated June 15, 2026.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.6
Entertainment
7.1
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.6
Entertainment
7.1
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Overall
7.4
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.6
Entertainment
7.1
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Illinois. 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 Wisconsin to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Illinois by cabin class
Find flights from Wisconsin to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Illinois flights
Browse other Wisconsin and Illinois flight options. Last updated on June 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Wisconsin after your stay in Illinois
Wisconsin to Illinois flights
Consider these flights traveling from Wisconsin to Illinois.
Top 2 airlines flying from Wisconsin to Illinois
Discover the top 2 airlines that operate flights from Wisconsin to Illinois. 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 June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$296 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$251 | FlexibilityNo cancel fee | On-time69% |