$43+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Mar 18 — Mar 251
1 adult, Economy
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Find cheap flights from Wisconsin to Illinois with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 February 16, 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 February 16, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:05 am
ORD
- STL
Nonstop1h 36m
United Airlines
Sat 5/301:13 pm
STL
- ORD
Nonstop1h 30m
United Airlines
Deal found 2/15![United Airlines logo]()
$85
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:59 am
ORD
- STL
Nonstop1h 25m
American Airlines
Sat 4/117:05 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$91
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/287:46 pm
ORD
- STL
Nonstop1h 25m
American Airlines
Tue 3/318:00 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$94
This Southwest deal was found by Cheapflights users on 2/13. 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 3/177:25 am
MSP
- STL
Nonstop1h 40m
Southwest
Tue 3/249:05 pm
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 2/13![Southwest logo]()
$97
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:30 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Mon 4/207:05 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/16![American Airlines logo]()
$97
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:18 am
ORD
- STL
Nonstop1h 23m
American Airlines
Sun 3/86:00 am
STL
- ORD
Nonstop1h 28m
American Airlines
Deal found 2/12![American Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:34 pm
ORD
- STL
Nonstop1h 17m
American Airlines
Sun 8/97:23 am
STL
- ORD
Nonstop1h 25m
American Airlines
Deal found 2/15![American Airlines logo]()
$111
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am
ORD
- STL
Nonstop1h 20m
American Airlines
Sun 9/67:23 am
STL
- ORD
Nonstop1h 25m
American Airlines
Deal found 2/15![American Airlines logo]()
$112
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/174:15 pm
ORD
- STL
1 stop5h 10m
Southwest
Tue 3/247:30 am
STL
- ORD
1 stop5h 20m
Southwest
Deal found 2/15![Southwest logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 pm
ORD
- STL
1 stop15h 19m
Frontier
Sat 3/78:12 pm
STL
- ORD
1 stop12h 31m
Frontier
Deal found 2/15![Frontier logo]()
$128
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Sat 4/185:45 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 2/15![United Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:25 pm
MSP
- MDW
Nonstop1h 25m
Southwest
Sat 4/116:25 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/15![Southwest logo]()
$131
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 February 16, 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 February 16, 2026.
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:59 am
ORD
- STL
Nonstop1h 25m
American Airlines
Mon 5/47:05 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$91
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:15 am
MSP
- STL
2 stops9h 15m
Southwest
Tue 3/249:05 pm
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 2/15![Southwest logo]()
$112
This Delta deal was found by Cheapflights users on 2/12. 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.
Tue 3/179:50 pm
MSP
- STL
Nonstop1h 35m
Delta
Tue 3/245:25 pm
STL
- MSP
Nonstop1h 38m
Delta
Deal found 2/12![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Thu 4/238:13 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Sat 4/2510:37 am
ORD
- MSP
Nonstop1h 44m
United Airlines
Deal found 2/13![United Airlines logo]()
$128
This Frontier deal was found by Cheapflights users on 2/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:55 am
ORD
- STL
1 stop8h 17m
Frontier
Sat 4/184:16 pm
STL
- ORD
1 stop14h 31m
Frontier
Deal found 2/15![Frontier logo]()
$160
This Sun Country Air deal was found by Cheapflights users on 2/12. 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.
Thu 4/94:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/1311:54 am
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 2/12![Sun Country Air logo]()
$164
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:30 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Sat 4/115:46 am
STL
- ORD
Nonstop1h 30m
American Airlines
Deal found 2/12![American Airlines logo]()
$97
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:30 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Sun 5/37:05 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$111
This United Airlines deal was found by Cheapflights users on 2/14. 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 3/79:33 pm
ORD
- STL
Nonstop1h 26m
United Airlines
Mon 3/97:00 pm
STL
- ORD
Nonstop1h 35m
United Airlines
Deal found 2/14![United Airlines logo]()
$128
This Delta deal was found by Cheapflights users on 2/15. 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 3/317:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Thu 4/29:30 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/15![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:50 am
MSP
- STL
Nonstop1h 30m
Southwest
Thu 4/235:40 am
STL
- MSP
1 stop6h 10m
Southwest
Deal found 2/15![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 2/12. 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 3/167:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Wed 3/189:30 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/12![Delta logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Tue 3/316:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Sat 4/118:23 pm
ORD
- MSP
Nonstop1h 40m
United Airlines
Deal found 2/12![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 2/15. 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.
Wed 3/117:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Thu 3/197:20 pm
MDW
- MSP
Nonstop1h 40m
Delta
Deal found 2/15![Delta logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 4/19:30 pm
ORD
- STL
Nonstop1h 26m
United Airlines
Sat 4/46:30 am
STL
- ORD
Nonstop1h 29m
United Airlines
Deal found 2/12![United Airlines logo]()
$134
This Southwest deal was found by Cheapflights users on 2/12. 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.
Wed 5/137:10 am
MSP
- MDW
2 stops8h 35m
Southwest
Sat 5/167:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/12![Southwest logo]()
$149
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
ORD
- STL
1 stop15h 19m
Frontier
Sun 4/2611:21 am
STL
- ORD
1 stop11h 18m
Frontier
Deal found 2/12![Frontier logo]()
$171
This Sun Country Air deal was found by Cheapflights users on 2/12. 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.
Sun 5/173:50 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 6/18:06 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 2/12![Sun Country Air logo]()
$174
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:07 pm
MSP
- MDW
Nonstop1h 33m
Delta
Tue 3/177:20 pm
MDW
- MSP
Nonstop1h 40m
Delta
Deal found 2/15![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 2/13. 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.
Mon 3/235:45 pm
MSP
- STL
1 stop6h 20m
Southwest
Wed 3/256:20 am
STL
- MSP
1 stop5h 05m
Southwest
Deal found 2/13![Southwest logo]()
$154
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Mon 3/1612:14 pm
MKE
- ORD
Nonstop1h 05m
American Airlines
Sat 3/218:05 am
ORD
- MKE
Nonstop0h 55m
American Airlines
Deal found 2/14![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 2/14. 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 5/64:36 pm
MSP
- ORD
Nonstop1h 37m
Delta
Mon 5/188:05 pm
ORD
- MSP
Nonstop1h 46m
Delta
Deal found 2/14![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 2/13. 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 5/72:40 pm
ORD
- STL
1 stop6h 15m
Southwest
Wed 5/135:45 am
STL
- ORD
1 stop5h 25m
Southwest
Deal found 2/13![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 2/13. 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 4/16:10 pm
MSP
- ORD
Nonstop1h 39m
Delta
Sat 4/49:35 am
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 2/13![Delta logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:33 am
MKE
- ORD
Nonstop1h 09m
United Airlines
Sat 7/44:47 pm
ORD
- MKE
Nonstop1h 06m
United Airlines
Deal found 2/15![United Airlines logo]()
$169
This Southwest deal was found by Cheapflights users on 2/13. 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.
Mon 4/272:40 pm
ORD
- STL
1 stop8h 35m
Southwest
Wed 4/297:35 am
STL
- ORD
1 stop5h 15m
Southwest
Deal found 2/13![Southwest logo]()
$159
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:41 pm
MKE
- ORD
Nonstop1h 21m
American Airlines
Sat 7/48:05 am
ORD
- MKE
Nonstop1h 02m
American Airlines
Deal found 2/15![American Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 2/13. 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.
Fri 4/249:39 pm
MSP
- STL
Nonstop1h 34m
Delta
Tue 4/2812:23 pm
STL
- MSP
Nonstop1h 36m
Delta
Deal found 2/13![Delta logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Wed 6/35:00 am
DLH
- ORD
Nonstop1h 57m
United Airlines
Sat 6/68:48 am
ORD
- DLH
Nonstop1h 55m
United Airlines
Deal found 2/14![United Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Fri 3/206:38 pm
GRB
- ORD
Nonstop1h 21m
American Airlines
Sun 3/228:50 am
ORD
- GRB
Nonstop1h 06m
American Airlines
Deal found 2/14![American Airlines logo]()
$179
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated February 16, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated February 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:18 am
ORD
- STL
Nonstop1h 23m
American Airlines
Sun 3/86:00 am
STL
- ORD
Nonstop1h 28m
American Airlines
Deal found 2/12![American Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 pm
ORD
- STL
1 stop15h 19m
Frontier
Sat 3/78:12 pm
STL
- ORD
1 stop12h 31m
Frontier
Deal found 2/15![Frontier logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Sun 3/87:15 am
ORD
- STL
Nonstop1h 23m
American Airlines
Tue 3/106:00 am
STL
- ORD
Nonstop1h 28m
American Airlines
Deal found 2/13![American Airlines logo]()
$97
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:07 pm
MSP
- MDW
Nonstop1h 33m
Delta
Sat 3/149:30 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/15![Delta logo]()
$134
This Delta deal was found by Cheapflights users on 2/12. 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 3/94:24 pm
MSP
- ORD
Nonstop1h 36m
Delta
Wed 3/188:30 pm
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 2/12![Delta logo]()
$134
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
MSP
- ORD
Nonstop1h 45m
American Airlines
Tue 3/3110:40 pm
ORD
- MSP
Nonstop1h 33m
American Airlines
Deal found 2/15![American Airlines logo]()
$137
This Southwest deal was found by Cheapflights users on 2/13. 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 3/177:25 am
MSP
- STL
Nonstop1h 40m
Southwest
Tue 3/249:05 pm
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 2/13![Southwest logo]()
$97
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 3/173:30 pm
MSP
- STL
Nonstop1h 35m
Delta
Tue 3/245:25 pm
STL
- MSP
Nonstop1h 38m
Delta
Deal found 2/13![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/174:15 pm
ORD
- STL
1 stop5h 10m
Southwest
Tue 3/247:30 am
STL
- ORD
1 stop5h 20m
Southwest
Deal found 2/15![Southwest logo]()
$117
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/287:46 pm
ORD
- STL
Nonstop1h 25m
American Airlines
Tue 3/318:00 am
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 2/15![American Airlines logo]()
$94
This American Airlines deal was found by Cheapflights users on 2/14. 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 3/3110:30 pm
ORD
- STL
Nonstop1h 14m
American Airlines
Thu 4/26:00 am
STL
- ORD
Nonstop1h 28m
American Airlines
Deal found 2/14![American Airlines logo]()
$91
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:14 pm
MSP
- ORD
Nonstop1h 48m
American Airlines
Sat 4/113:50 pm
ORD
- MSP
Nonstop1h 44m
American Airlines
Deal found 2/15![American Airlines logo]()
$131
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 February 16, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated February 16, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:45 pm
ORD
- STL
Nonstop1h 31m
United Airlines
Deal found 2/15![United Airlines logo]()
$43
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:30 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 2/15![American Airlines logo]()
$46
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1810:40 pm
ORD
- STL
Nonstop1h 14m
American Airlines
Deal found 2/15![American Airlines logo]()
$47
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:30 pm
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 2/12![Southwest logo]()
$49
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/177:42 pm
ORD
- STL
Nonstop1h 25m
United Airlines
Deal found 2/13![United Airlines logo]()
$49
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2410:15 am
MSP
- STL
1 stop7h 40m
Southwest
Deal found 2/12![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 2/13. 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 3/172:40 pm
ORD
- STL
1 stop5h 15m
Southwest
Deal found 2/13![Southwest logo]()
$59
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:52 am
MKE
- ORD
Nonstop1h 11m
American Airlines
Deal found 2/15![American Airlines logo]()
$59
This Southwest deal was found by Cheapflights users on 2/12. 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.
Wed 5/1311:55 am
ORD
- STL
1 stop9h 20m
Southwest
Deal found 2/12![Southwest logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sat 5/27:50 am
MSP
- STL
1 stop11h 22m
Frontier
Deal found 2/12![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:50 am
MSP
- STL
1 stop11h 22m
Frontier
Deal found 2/13![Frontier logo]()
$66
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:05 am
ORD
- STL
Nonstop1h 26m
American Airlines
Deal found 2/15![American Airlines logo]()
$66
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 February 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $85 (United Airlines) |
One-way from | $43 (United Airlines) |
Popular in | April |
Cheapest in | January |
Average price | $193 |
Good round-trip deal | $332 or less |
Good one-way deal | $170 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 February 16, 2026.
Use the filters below to find and compare flights from Wisconsin to Illinois that are best for you.
Fly from
Wisconsin
Fly to
Illinois
Route
Depart
Return
Price
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Fri 5/1
6:59 am-8:24 am
Nonstop1h 25m
Lambert-St Louis
Mon 5/4
7:05 am-8:36 am
Nonstop1h 31m
$91
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Thu 4/9
10:30 pm-11:46 pm
Nonstop1h 16m
Lambert-St Louis
Sat 4/11
5:46 am-7:16 am
Nonstop1h 30m
$97
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Fri 5/1
10:30 pm-11:46 pm
Nonstop1h 16m
Lambert-St Louis
Sun 5/3
7:05 am-8:36 am
Nonstop1h 31m
$111
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 3/17
5:15 am-2:30 pm
2 stops9h 15m
Lambert-St Louis
Tue 3/24
9:05 pm-10:35 pm
Nonstop1h 30m
$112
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 3/17
9:50 pm-11:25 pm
Nonstop1h 35m
Lambert-St Louis
Tue 3/24
5:25 pm-7:03 pm
Nonstop1h 38m
$117
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Thu 4/23
8:13 am-9:50 am
Nonstop1h 37m
Chicago O'Hare Intl
Sat 4/25
10:37 am-12:21 pm
Nonstop1h 44m
$128
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
Sat 3/7
9:33 pm-10:59 pm
Nonstop1h 26m
Lambert-St Louis
Mon 3/9
7:00 pm-8:35 pm
Nonstop1h 35m
$128
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 3/31
7:00 am-8:50 am
Nonstop1h 50m
Chicago Midway
Thu 4/2
9:30 am-11:07 am
Nonstop1h 37m
$134
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 3/16
7:00 am-8:50 am
Nonstop1h 50m
Chicago Midway
Wed 3/18
9:30 am-11:07 am
Nonstop1h 37m
$134
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 3/31
6:00 am-7:37 am
Nonstop1h 37m
Chicago O'Hare Intl
Sat 4/11
8:23 pm-10:03 pm
Nonstop1h 40m
$134
Showing 1-10 of 60 results
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.
ORD-STL
MSP-STL
MSP-ORD
MSP-MDW
MKE-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
ORD-STL
MSP-STL
MSP-ORD
MSP-MDW
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 March is currently the most expensive (average of $183). 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 February 16, 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 19% 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 February 7, 2026.
Travelers seeking maximum savings on their Wisconsin to Illinois flight should consider departing on Saturday 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 February 16, 2026.
The most flights from USWI to USIL are scheduled on a Friday (58 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (41 on average).
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 February 16, 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.
Comfort
7.3
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Comfort
7.3
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Comfort
7.3
Boarding
7.7
Overall
7.4
Food
6.6
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
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 February 16, 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 February 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$294 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$257 | FlexibilityNo cancel fee | On-time69% |