$69+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Jun 1 — Jun 81
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 May 2, 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 May 2, 2026.
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/264:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
Tue 6/27:13 pm
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 4/28![Delta logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:30 pm
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Thu 9/248:12 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:35 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Mon 10/2611:41 am
ORD
- MSP
Nonstop1h 36m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:20 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Thu 10/17:45 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$143
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/263:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Wed 5/274:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 4/28![Southwest logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/84:20 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 6/196:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:20 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Sun 9/138:12 pm
ORD
- MSP
Nonstop1h 40m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$148
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/107:55 am
MSP
- MDW
1 stop9h 10m
Southwest
Wed 6/177:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/29![Southwest logo]()
$153
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
Sat 5/309:23 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 4/28![Delta logo]()
$157
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:38 pm
MSP
- ORD
Nonstop1h 42m
Delta
Sat 5/3012:30 pm
ORD
- MSP
Nonstop1h 38m
Delta
Deal found 4/26![Delta logo]()
$157
This Super.com deal was found by Cheapflights users on 4/30. 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.
Sat 7/183:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Tue 7/2111:55 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$158
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/207:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Wed 5/272:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$162
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 May 2, 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 May 2, 2026.
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/205:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Tue 5/267:55 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/29![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 5/277:00 am
MSP
- ORD
Nonstop1h 36m
Delta
Sat 5/309:25 am
ORD
- MSP
1 stop4h 10m
Delta
Deal found 4/30![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/208:00 am
MSP
- ORD
Nonstop1h 38m
United Airlines
Wed 5/2012:40 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 4/27![United Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:40 am
ATW
- ORD
Nonstop1h 27m
American Airlines
Wed 5/272:06 pm
ORD
- ATW
Nonstop1h 14m
American Airlines
Deal found 4/26![American Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/179:36 am
ATW
- ORD
1 stop26h 49m
Multiple Airlines
Sun 7/197:07 pm
ORD
- ATW
1 stop13h 39m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/15:20 am
MSP
- STL
1 stop3h 45m
Southwest
Wed 6/38:25 am
STL
- MSP
Nonstop1h 35m
Southwest
Deal found 4/29![Southwest logo]()
$174
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:00 am
MSP
- ORD
Nonstop1h 35m
Delta
Tue 6/168:52 am
ORD
- MSP
1 stop4h 22m
Delta
Deal found 5/1![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:15 pm
MKE
- STL
1 stop3h 35m
United Airlines
Mon 5/257:22 am
STL
- MKE
1 stop3h 57m
United Airlines
Deal found 4/27![United Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 5/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:25 am
MSP
- STL
2 stops9h 20m
Southwest
Wed 6/249:15 pm
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 5/1![Southwest logo]()
$203
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:20 pm
MSP
- ORD
Nonstop1h 37m
Delta
Thu 5/216:24 am
ORD
- MSP
Nonstop1h 41m
Delta
Deal found 4/29![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/208:00 am
MKE
- STL
Nonstop1h 20m
Southwest
Thu 5/218:35 am
STL
- MKE
Nonstop1h 15m
Southwest
Deal found 4/29![Southwest logo]()
$205
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Wed 8/129:52 am
MSP
- ORD
Nonstop1h 42m
United Airlines
Sun 8/162:20 pm
ORD
- MSP
Nonstop1h 42m
United Airlines
Deal found 5/1![United Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/164:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Wed 6/179:17 am
MDW
- MSP
1 stop3h 57m
Delta
Deal found 4/27![Delta logo]()
$216
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 6/261:08 pm
MSP
- ORD
Nonstop1h 42m
United Airlines
Wed 7/110:25 am
ORD
- MSP
Nonstop1h 47m
United Airlines
Deal found 5/1![United Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 9/117:00 am
MSP
- ORD
Nonstop1h 34m
Delta
Tue 9/226:00 am
ORD
- MSP
Nonstop1h 30m
Delta
Deal found 4/29![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:30 am
CWA
- ORD
Nonstop1h 30m
United Airlines
Tue 6/238:05 pm
ORD
- CWA
Nonstop1h 22m
United Airlines
Deal found 4/27![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:50 am
MSP
- STL
Nonstop1h 30m
Southwest
Thu 6/46:30 pm
STL
- MSP
1 stop4h 45m
Southwest
Deal found 4/27![Southwest logo]()
$244
This KAYAK deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/1810:25 am
ORD
- STL
Nonstop1h 22m
American Airlines
Wed 5/205:51 am
STL
- ORD
Nonstop1h 30m
American Airlines
Deal found 4/29![American Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:35 pm
CWA
- ORD
Nonstop1h 30m
United Airlines
Fri 6/268:50 am
ORD
- CWA
Nonstop1h 30m
United Airlines
Deal found 4/27![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
MSP
- ORD
Nonstop1h 36m
Delta
Tue 5/2612:30 pm
ORD
- MSP
Nonstop1h 38m
Delta
Deal found 5/1![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 4/30. 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.
Thu 5/285:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sun 5/317:35 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/30![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 5/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:55 pm
MSP
- MDW
1 stop5h 40m
Southwest
Fri 1/13:55 pm
MDW
- MSP
1 stop5h 55m
Southwest
Deal found 5/1![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/182:35 pm
CWA
- ORD
Nonstop1h 30m
United Airlines
Fri 7/318:50 am
ORD
- CWA
Nonstop1h 30m
United Airlines
Deal found 4/27![United Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:30 am
ORD
- STL
1 stop7h 04m
Delta
Thu 6/1110:51 am
STL
- ORD
1 stop6h 13m
Delta
Deal found 4/27![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/315:10 am
MSP
- MDW
Nonstop1h 30m
Southwest
Mon 6/14:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/26![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 4/30. 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 6/126:35 am
ORD
- STL
1 stop5h 59m
Delta
Tue 6/167:08 am
STL
- ORD
1 stop5h 28m
Delta
Deal found 4/30![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:05 am
ORD
- STL
Nonstop1h 36m
United Airlines
Mon 6/156:00 am
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 4/27![United Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 4/30. 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 5/235:15 am
MSP
- STL
2 stops8h 20m
Southwest
Mon 5/255:40 am
STL
- MSP
1 stop4h 00m
Southwest
Deal found 4/30![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/97:50 am
DLH
- MDW
1 stop5h 19m
Delta
Sat 6/139:54 am
MDW
- DLH
1 stop5h 55m
Delta
Deal found 4/28![Delta logo]()
$258
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:23 pm
MSP
- STL
1 stop5h 34m
United Airlines
Wed 5/276:00 am
STL
- MSP
1 stop6h 12m
United Airlines
Deal found 4/27![United Airlines logo]()
$267
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated May 2, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated May 2, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:55 am
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Thu 5/148:00 am
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/27![Sun Country Air logo]()
$158
This Trip.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/185:30 pm
MSP
- ORD
Nonstop1h 36m
Multiple Airlines
Tue 5/199:37 pm
ORD
- MSP
1 stop11h 42m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/194:30 pm
MSP
- MDW
1 stop5h 20m
Southwest
Thu 5/214:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/27![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/207:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Wed 5/272:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$162
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/264:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
Tue 6/27:13 pm
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 4/28![Delta logo]()
$137
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/265:14 pm
MSP
- ORD
Nonstop1h 46m
United Airlines
Tue 6/26:00 pm
ORD
- MSP
Nonstop1h 42m
United Airlines
Deal found 4/28![United Airlines logo]()
$137
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/263:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Wed 5/274:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 4/28![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
Sat 5/309:23 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 4/28![Delta logo]()
$157
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:38 pm
MSP
- ORD
Nonstop1h 42m
Delta
Sat 5/3012:30 pm
ORD
- MSP
Nonstop1h 38m
Delta
Deal found 4/26![Delta logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 6/18:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 5/1![Sun Country Air logo]()
$147
This Super.com deal was found by Cheapflights users on 4/30. 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 5/285:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Thu 6/46:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$167
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Sun 5/315:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 6/18:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$163
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 May 2, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated May 2, 2026.
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/277:50 am
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 4/29![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 6/1711:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 4/30![American Airlines logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:55 am
ORD
- STL
1 stop26h 00m
Frontier
Deal found 4/29![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/209:37 pm
ORD
- STL
1 stop21h 46m
Frontier
Deal found 4/29![Frontier logo]()
$75
This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Tue 5/196:55 am
ORD
- STL
1 stop10h 38m
Frontier
Deal found 4/28![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$78
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/277:50 am
MSP
- MDW
1 stop3h 45m
Southwest
Deal found 4/28![Southwest logo]()
$79
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/276:55 am
MSP
- ORD
1 stop8h 05m
Southwest
Deal found 4/28![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/178:08 am
ORD
- STL
1 stop4h 26m
Delta
Deal found 4/28![Delta logo]()
$79
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:03 am
MSP
- STL
1 stop7h 00m
American Airlines
Deal found 4/27![American Airlines logo]()
$80
This Gotogate deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 4/28![Sun Country Air logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:14 am
MSP
- STL
1 stop9h 09m
Frontier
Deal found 4/30![Frontier 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 May 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Delta) |
One-way from | $69 (Southwest) |
Good round-trip deal | $344 or less |
Good one-way deal | $201 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 May 2, 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 - MDW
MSPMDW
Minneapolis St Paul
Wed 5/20
5:20 am-6:50 am
Nonstop1h 30m
Chicago Midway
Tue 5/26
7:55 am-9:25 am
Nonstop1h 30m
$137
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Mon 6/1
5:20 am-9:05 am
1 stop3h 45m
Lambert-St Louis
Wed 6/3
8:25 am-10:00 am
Nonstop1h 35m
$174
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 5/27
7:00 am-8:36 am
Nonstop1h 36m
Chicago O'Hare Intl
Sat 5/30
9:25 am-1:35 pm
1 stop4h 10m
$197
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 6/9
7:00 am-8:35 am
Nonstop1h 35m
Chicago O'Hare Intl
Tue 6/16
8:52 am-1:14 pm
1 stop4h 22m
$197
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 5/20
8:00 am-9:38 am
Nonstop1h 38m
Chicago O'Hare Intl
Wed 5/20
12:40 pm-2:18 pm
Nonstop1h 38m
$202
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Wed 6/24
5:25 am-2:45 pm
2 stops9h 20m
Lambert-St Louis
Wed 6/24
9:15 pm-10:45 pm
Nonstop1h 30m
$203
Quickest round-trip
MilwaukeeSt. Louis
MKE - STL
MKESTL
Milwaukee-Mitchell
Wed 5/20
8:00 am-9:20 am
Nonstop1h 20m
Lambert-St Louis
Thu 5/21
8:35 am-9:50 am
Nonstop1h 15m
$205
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 5/20
1:20 pm-2:57 pm
Nonstop1h 37m
Chicago O'Hare Intl
Thu 5/21
6:24 am-8:05 am
Nonstop1h 41m
$207
MilwaukeeSt. Louis
MKE - STL
MKESTL
Milwaukee-Mitchell
Sat 5/23
7:15 pm-10:50 pm
1 stop3h 35m
Lambert-St Louis
Mon 5/25
7:22 am-11:19 am
1 stop3h 57m
$211
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 6/16
4:38 pm-6:18 pm
Nonstop1h 40m
Chicago Midway
Wed 6/17
9:17 am-1:14 pm
1 stop3h 57m
$216
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
ATW-ORD
MSP-STL
MKE-STL
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
ATW-ORD
MSP-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 January is currently the most expensive (average of $179). 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 May 2, 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 43% on airfare.
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 April 25, 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.
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 May 2, 2026.
The most flights from USWI to USIL are scheduled on a Friday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 on average).
How much does it cost to fly round-trip from Wisconsin to Illinois?
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 May 2, 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.
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.6
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.6
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.6
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - 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.
Browse thousands of different options on Cheapflights for your next trip
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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 May 2, 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 May 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$276 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$256 | FlexibilityNo cancel fee | On-time69% |