$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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Jun 28 — Jul 51
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 29, 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 29, 2026.
This Delta deal was found by Cheapflights users on 5/28. 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 9/307:07 am
MSP
- MDW
Nonstop1h 43m
Delta
Wed 9/301:47 pm
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 5/28![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 5/28. 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 6/235:45 pm
MSP
- ORD
Nonstop1h 46m
Delta
Tue 7/78:21 pm
ORD
- MSP
Nonstop1h 51m
Delta
Deal found 5/28![Delta logo]()
$137
This Sun Country Air deal was found by Cheapflights users on 5/28. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/116:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$138
This Trip.com deal was found by Cheapflights users on 5/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/2212:24 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$142
This Southwest deal was found by Cheapflights users on 5/28. 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 7/77:55 am
MSP
- MDW
1 stop4h 30m
Southwest
Wed 7/152:50 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/28![Southwest logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Thu 7/96:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 5/27. 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.
Sat 7/113:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/156:39 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$148
This eDestinos deal was found by Cheapflights users on 5/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:40 pm
MSP
- ORD
Nonstop1h 35m
Sun Country Air
Mon 11/2311:38 am
ORD
- MSP
Nonstop1h 41m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$150
This Southwest deal was found by Cheapflights users on 5/27. 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 9/309:05 am
MSP
- MDW
2 stops6h 55m
Southwest
Wed 10/72:40 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/27![Southwest logo]()
$152
This Trip.com deal was found by Cheapflights users on 5/26. 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 Trip.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
Tue 7/2812:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$153
This Trip.com deal was found by Cheapflights users on 5/27. 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.
Fri 8/2110:45 am
MSP
- ORD
Nonstop1h 38m
Sun Country Air
Mon 8/2410:14 am
ORD
- MSP
Nonstop1h 36m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$155
This Super.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/153:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/186:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/25![Sun Country Air logo]()
$156
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 29, 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 29, 2026.
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 9/306:55 am
MSP
- ORD
Nonstop1h 35m
Delta
Wed 10/149:30 am
ORD
- MSP
Nonstop1h 34m
Delta
Deal found 5/25![Delta logo]()
$137
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/246:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Wed 7/17:00 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Deal found 5/27![United Airlines logo]()
$137
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/118:00 am
MSP
- MDW
1 stop3h 50m
Southwest
Tue 8/185:20 pm
MDW
- MSP
1 stop5h 30m
Southwest
Deal found 5/25![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/147:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Tue 7/145:54 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 5/25![Delta logo]()
$137
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1511:45 am
ORD
- STL
Nonstop1h 27m
American Airlines
Wed 6/177:03 am
STL
- ORD
Nonstop1h 27m
American Airlines
Deal found 5/27![American Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 5/27. 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 8/2512:25 pm
MSP
- STL
2 stops9h 45m
Southwest
Wed 8/268:25 am
STL
- MSP
1 stop6h 25m
Southwest
Deal found 5/27![Southwest logo]()
$162
This Delta deal was found by Cheapflights users on 5/26. 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.
Sat 10/103:15 pm
MSP
- ORD
Nonstop1h 34m
Delta
Tue 10/1312:15 pm
ORD
- MSP
Nonstop1h 30m
Delta
Deal found 5/26![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/262:34 pm
EAU
- ORD
Nonstop1h 27m
United Airlines
Sun 6/289:55 pm
ORD
- EAU
Nonstop1h 33m
United Airlines
Deal found 5/26![United Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 5/27. 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 9/293:05 pm
MSP
- STL
2 stops7h 05m
Southwest
Tue 10/61:45 pm
STL
- MSP
2 stops8h 15m
Southwest
Deal found 5/27![Southwest logo]()
$167
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 9/252:45 pm
EAU
- ORD
Nonstop1h 33m
United Airlines
Fri 10/29:30 pm
ORD
- EAU
Nonstop1h 22m
United Airlines
Deal found 5/25![United Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:30 pm
MSP
- RFD
1 stop17h 59m
Multiple Airlines
Sun 7/269:19 am
RFD
- MSP
1 stop10h 28m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:00 pm
ORD
- STL
2 stops36h 52m
Frontier
Thu 7/26:31 pm
STL
- ORD
1 stop13h 32m
Frontier
Deal found 5/28![Frontier logo]()
$403
This Southwest deal was found by Cheapflights users on 5/28. 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 8/188:00 am
MSP
- STL
Nonstop1h 30m
Southwest
Thu 8/206:40 pm
STL
- MSP
1 stop5h 15m
Southwest
Deal found 5/28![Southwest logo]()
$174
This Delta deal was found by Cheapflights users on 5/27. 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 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Tue 7/77:06 pm
MDW
- MSP
Nonstop1h 45m
Delta
Deal found 5/27![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:00 am
EAU
- ORD
Nonstop1h 27m
United Airlines
Sun 6/219:55 pm
ORD
- EAU
Nonstop1h 33m
United Airlines
Deal found 5/26![United Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 5/28. 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.
Mon 8/174:24 pm
MSP
- MDW
Nonstop1h 37m
Delta
Sat 8/227:25 pm
MDW
- MSP
Nonstop1h 45m
Delta
Deal found 5/28![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Fri 9/182:35 pm
EAU
- ORD
Nonstop1h 30m
United Airlines
Sun 9/2012:20 pm
ORD
- EAU
Nonstop1h 25m
United Airlines
Deal found 5/28![United Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/233:50 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Tue 6/309:20 pm
MDW
- MSP
Nonstop1h 25m
Southwest
Deal found 5/24![Southwest logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Thu 7/95:00 am
EAU
- ORD
Nonstop1h 27m
United Airlines
Thu 7/912:30 pm
ORD
- EAU
Nonstop1h 30m
United Airlines
Deal found 5/28![United Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 5/27. 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 7/87:05 am
MSP
- STL
Nonstop1h 41m
Delta
Sun 7/126:21 am
STL
- MSP
Nonstop1h 35m
Delta
Deal found 5/27![Delta logo]()
$198
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/233:12 pm
MKE
- ORD
Nonstop1h 11m
United Airlines
Tue 6/308:45 am
ORD
- MKE
Nonstop1h 08m
United Airlines
Deal found 5/27![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 5/27. 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.
Sat 9/128:05 am
MSP
- STL
Nonstop1h 25m
Southwest
Mon 9/144:15 pm
STL
- MSP
1 stop5h 50m
Southwest
Deal found 5/27![Southwest logo]()
$201
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/169:50 pm
MSP
- STL
Nonstop1h 33m
Delta
Sun 6/216:21 am
STL
- MSP
Nonstop1h 36m
Delta
Deal found 5/26![Delta logo]()
$198
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/248:50 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Wed 7/19:20 pm
ORD
- MKE
Nonstop1h 09m
United Airlines
Deal found 5/27![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 5/27. 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 7/79:50 am
MSP
- MDW
Nonstop1h 30m
Southwest
Wed 7/89:20 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/27![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:50 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Tue 7/286:15 pm
ORD
- MKE
Nonstop1h 11m
United Airlines
Deal found 5/26![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 5/27. 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 7/75:25 am
MSP
- STL
1 stop5h 50m
Southwest
Thu 7/99:45 pm
STL
- MSP
Nonstop1h 35m
Southwest
Deal found 5/27![Southwest logo]()
$208
This Delta deal was found by Cheapflights users on 5/26. 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.
Fri 7/106:04 am
MSP
- STL
1 stop7h 01m
Delta
Tue 7/146:21 am
STL
- MSP
Nonstop1h 35m
Delta
Deal found 5/26![Delta logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/78:00 am
MSP
- RFD
1 stop12h 34m
Multiple Airlines
Mon 8/109:24 pm
RFD
- MSP
1 stop17h 50m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$405
This KAYAK deal was found by Cheapflights users on 5/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1011:45 am
ORD
- STL
Nonstop1h 27m
American Airlines
Thu 6/1112:39 pm
STL
- ORD
1 stop5h 03m
American Airlines
Deal found 5/26![American Airlines logo]()
$409
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated May 29, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated May 29, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/27. 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.
Mon 6/153:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Mon 6/296:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$168
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/167:05 am
MSP
- MDW
2 stops6h 30m
Southwest
Tue 6/232:50 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/24![Southwest logo]()
$152
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Wed 6/249:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 5/26![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 5/27. 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 6/237:45 pm
MSP
- ORD
Nonstop1h 40m
Delta
Wed 6/246:30 am
ORD
- MSP
Nonstop1h 36m
Delta
Deal found 5/27![Delta logo]()
$137
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/237:44 pm
MSP
- ORD
Nonstop1h 47m
American Airlines
Tue 6/3011:45 am
ORD
- MSP
Nonstop1h 42m
American Airlines
Deal found 5/25![American Airlines logo]()
$165
This Southwest deal was found by Cheapflights users on 5/27. 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 6/245:25 am
MSP
- MDW
Nonstop1h 30m
Southwest
Wed 7/15:20 pm
MDW
- MSP
1 stop6h 35m
Southwest
Deal found 5/27![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 5/28. 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 6/245:25 am
MSP
- STL
2 stops9h 20m
Southwest
Wed 7/15:40 am
STL
- MSP
1 stop3h 30m
Southwest
Deal found 5/28![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 5/28. 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 6/245:25 am
MSP
- STL
2 stops9h 20m
Southwest
Tue 6/304:25 pm
STL
- MSP
2 stops7h 30m
Southwest
Deal found 5/28![Southwest logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/285:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 7/36:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/24![Sun Country Air logo]()
$167
This Cheapflightsfares deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/293:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 7/36:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/24![Sun Country Air logo]()
$138
This Super.com deal was found by Cheapflights users on 5/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/16:24 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/293:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/46:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/24![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 May 29, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated May 29, 2026.
This Southwest deal was found by Cheapflights users on 5/27. 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 7/17:55 am
MSP
- STL
Nonstop1h 35m
Southwest
Deal found 5/27![Southwest logo]()
$69
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:40 am
ORD
- STL
Nonstop1h 31m
United Airlines
Deal found 5/26![United Airlines logo]()
$69
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/1611:00 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 5/25![American Airlines logo]()
$70
This United Airlines deal was found by Cheapflights users on 5/27. 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 9/309:45 am
MSP
- STL
1 stop5h 58m
United Airlines
Deal found 5/27![United Airlines logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:10 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$78
This Southwest deal was found by Cheapflights users on 5/28. 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 6/303:10 pm
MSP
- MDW
1 stop6h 00m
Southwest
Deal found 5/28![Southwest logo]()
$79
This Southwest deal was found by Cheapflights users on 5/28. 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 6/245:25 am
MSP
- STL
1 stop4h 10m
Southwest
Deal found 5/28![Southwest logo]()
$79
This Cheapflightsfares deal was found by Cheapflights users on 5/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/43:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$79
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/162:07 pm
ORD
- STL
1 stop6h 32m
Delta
Deal found 5/26![Delta logo]()
$79
This eDestinos deal was found by Cheapflights users on 5/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$82
This Southwest deal was found by Cheapflights users on 5/28. 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 7/297:05 am
MSP
- MDW
2 stops6h 30m
Southwest
Deal found 5/28![Southwest logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$88
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 29, 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 | $327 or less |
Good one-way deal | $185 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 29, 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
Wed 9/30
6:55 am-8:30 am
Nonstop1h 35m
Chicago O'Hare Intl
Wed 10/14
9:30 am-11:04 am
Nonstop1h 34m
$137
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 6/24
6:00 am-7:44 am
Nonstop1h 44m
Chicago O'Hare Intl
Wed 7/1
7:00 am-8:41 am
Nonstop1h 41m
$137
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 7/14
7:00 am-8:30 am
Nonstop1h 30m
Chicago O'Hare Intl
Tue 7/14
5:54 pm-7:31 pm
Nonstop1h 37m
$137
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 8/11
8:00 am-11:50 am
1 stop3h 50m
Chicago Midway
Tue 8/18
5:20 pm-10:50 pm
1 stop5h 30m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 10/10
3:15 pm-4:49 pm
Nonstop1h 34m
Chicago O'Hare Intl
Tue 10/13
12:15 pm-1:45 pm
Nonstop1h 30m
$157
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 8/25
12:25 pm-10:10 pm
2 stops9h 45m
Lambert-St Louis
Wed 8/26
8:25 am-2:50 pm
1 stop6h 25m
$162
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 9/29
3:05 pm-10:10 pm
2 stops7h 05m
Lambert-St Louis
Tue 10/6
1:45 pm-10:00 pm
2 stops8h 15m
$167
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 8/18
8:00 am-9:30 am
Nonstop1h 30m
Lambert-St Louis
Thu 8/20
6:40 pm-11:55 pm
1 stop5h 15m
$174
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 6/23
4:38 pm-6:18 pm
Nonstop1h 40m
Chicago Midway
Tue 7/7
7:06 pm-8:51 pm
Nonstop1h 45m
$177
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 8/17
4:24 pm-6:01 pm
Nonstop1h 37m
Chicago Midway
Sat 8/22
7:25 pm-9:10 pm
Nonstop1h 45m
$177
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
EAU-ORD
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 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 29, 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 May 29, 2026.
The most flights from USWI to USIL are scheduled on a Thursday (57 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (24 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 May 23, 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 May 29, 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
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
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 May 29, 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$291 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$243 | FlexibilityNo cancel fee | On-time69% |