$49+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Apr 10 — Apr 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Wisconsin to Illinois with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Illinois
Cheapest
Best
Last-minute
One-way
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 March 11, 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 March 11, 2026.
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:55 am
MSP
- MDW
2 stops9h 40m
Southwest
Tue 4/147:55 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/10![Southwest logo]()
$112
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/1510:05 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 4/1810:35 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/8![Southwest logo]()
$114
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/214:57 pm
MSP
- MDW
Nonstop1h 39m
Delta
Wed 4/292:12 pm
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 3/10![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:10 pm
MSP
- ORD
Nonstop1h 39m
Delta
Tue 4/217:09 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/11![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:55 am
MSP
- MDW
2 stops9h 40m
Southwest
Wed 4/84:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 3/10![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 4/142:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/10![Southwest logo]()
$122
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/94:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
Tue 5/129:23 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 3/9![Delta logo]()
$127
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/56:15 pm
MSP
- ORD
Nonstop1h 37m
Delta
Thu 5/146:24 am
ORD
- MSP
Nonstop1h 41m
Delta
Deal found 3/9![Delta logo]()
$127
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/1812:50 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 4/257:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/8![Southwest logo]()
$131
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/186:15 pm
MSP
- ORD
Nonstop1h 37m
Delta
Sat 4/257:07 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/9![Delta logo]()
$131
This Super.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:18 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/207:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$136
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:20 pm
MSP
- MDW
1 stop6h 30m
Southwest
Thu 4/27:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/10![Southwest logo]()
$137
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 March 11, 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 March 11, 2026.
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/77:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 4/142:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/8![Southwest logo]()
$122
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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
Mon 4/68:30 pm
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 3/9![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 3/285:00 am
MKE
- ORD
Nonstop1h 06m
United Airlines
Mon 3/308:10 pm
ORD
- MKE
Nonstop1h 08m
United Airlines
Deal found 3/7![United Airlines logo]()
$170
This Sun Country Air deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 7/289:30 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Thu 7/306:31 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/8![Sun Country Air logo]()
$194
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/510:32 am
GRB
- ORD
Nonstop1h 15m
American Airlines
Sun 4/128:39 pm
ORD
- GRB
Nonstop1h 19m
American Airlines
Deal found 3/8![American Airlines logo]()
$199
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/157:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Wed 4/152:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/9![Southwest logo]()
$122
This Delta deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/227:00 am
MSP
- ORD
Nonstop1h 38m
Delta
Wed 4/297:09 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/7![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:50 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Mon 4/278:05 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 3/10![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/612:13 pm
MKE
- ORD
Nonstop1h 09m
United Airlines
Mon 4/138:41 pm
ORD
- MKE
Nonstop1h 08m
United Airlines
Deal found 3/9![United Airlines logo]()
$185
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 5/2012:52 pm
MSP
- STL
Nonstop1h 39m
Delta
Thu 6/46:21 am
STL
- MSP
Nonstop1h 38m
Delta
Deal found 3/6![Delta logo]()
$171
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/175:40 am
GRB
- ORD
Nonstop1h 29m
American Airlines
Sun 4/198:39 pm
ORD
- GRB
Nonstop1h 19m
American Airlines
Deal found 3/6![American Airlines logo]()
$199
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/259:50 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 5/29:10 am
MDW
- MSP
1 stop5h 00m
Southwest
Deal found 3/6![Southwest logo]()
$167
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/15:10 am
MKE
- ORD
Nonstop1h 09m
United Airlines
Wed 4/812:45 pm
ORD
- MKE
Nonstop1h 02m
United Airlines
Deal found 3/6![United Airlines logo]()
$185
This Sun Country Air deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/223:35 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Sun 5/318:06 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$204
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/45:00 am
MSN
- ORD
Nonstop1h 08m
American Airlines
Sat 4/111:24 pm
ORD
- MSN
Nonstop1h 07m
American Airlines
Deal found 3/7![American Airlines logo]()
$199
This United Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 7/35:00 am
MSN
- ORD
Nonstop1h 17m
United Airlines
Fri 7/38:45 am
ORD
- MSN
Nonstop1h 14m
United Airlines
Deal found 3/8![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:00 am
GRB
- ORD
1 stop6h 01m
Delta
Sun 5/317:00 am
ORD
- GRB
1 stop3h 31m
Delta
Deal found 3/8![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:30 am
MSP
- ORD
1 stop7h 50m
Southwest
Mon 4/202:40 pm
ORD
- MSP
1 stop9h 40m
Southwest
Deal found 3/10![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/812:00 pm
GRB
- ORD
1 stop6h 02m
Delta
Fri 4/175:04 pm
ORD
- GRB
1 stop3h 34m
Delta
Deal found 3/7![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/175:00 am
DLH
- ORD
Nonstop1h 55m
United Airlines
Sun 4/1910:50 pm
ORD
- DLH
Nonstop1h 39m
United Airlines
Deal found 3/6![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:40 am
GRB
- ORD
Nonstop1h 29m
American Airlines
Sat 5/23:40 pm
ORD
- GRB
Nonstop1h 14m
American Airlines
Deal found 3/10![American Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:30 am
MSP
- ORD
1 stop7h 50m
Southwest
Mon 4/272:40 pm
ORD
- MSP
1 stop9h 40m
Southwest
Deal found 3/10![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 5/2211:53 am
GRB
- ORD
1 stop4h 58m
Delta
Mon 5/257:00 am
ORD
- GRB
1 stop3h 31m
Delta
Deal found 3/8![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 5/285:00 am
GRB
- ORD
Nonstop1h 20m
United Airlines
Sun 5/318:40 am
ORD
- GRB
Nonstop1h 21m
United Airlines
Deal found 3/8![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/210:02 am
GRB
- ORD
Nonstop1h 15m
American Airlines
Sun 4/58:50 am
ORD
- GRB
Nonstop1h 06m
American Airlines
Deal found 3/11![American Airlines logo]()
$220
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:30 am
MSP
- ORD
1 stop7h 50m
Southwest
Sat 5/21:55 pm
ORD
- MSP
1 stop8h 40m
Southwest
Deal found 3/10![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/2510:00 am
MSP
- ORD
Nonstop1h 34m
Delta
Sat 5/25:04 pm
ORD
- MSP
1 stop3h 45m
Delta
Deal found 3/6![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 7/36:30 am
MSN
- ORD
Nonstop1h 10m
United Airlines
Sat 7/412:53 pm
ORD
- MSN
Nonstop1h 07m
United Airlines
Deal found 3/7![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:24 pm
MSN
- ORD
Nonstop1h 07m
American Airlines
Mon 4/68:02 am
ORD
- MSN
Nonstop1h 06m
American Airlines
Deal found 3/11![American Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:20 pm
MSP
- STL
Nonstop1h 30m
Southwest
Sat 4/255:40 am
STL
- MSP
2 stops8h 30m
Southwest
Deal found 3/10![Southwest logo]()
$186
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated March 11, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated March 11, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:20 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Thu 4/27:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/10![Southwest logo]()
$127
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/316:10 pm
MSP
- ORD
Nonstop1h 39m
Delta
Sat 4/119:35 am
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/9![Delta logo]()
$127
This Delta deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:10 pm
MSP
- ORD
Nonstop1h 39m
Delta
Tue 4/217:09 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/11![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:10 am
MSP
- MDW
2 stops8h 35m
Southwest
Wed 4/810:45 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 3/10![Southwest logo]()
$112
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 4/142:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/10![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/1510:05 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 4/1810:35 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/8![Southwest logo]()
$114
This Super.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:18 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/207:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$136
This Cheapflightsfares deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 4/174:48 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Sun 4/197:20 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/7![Sun Country Air logo]()
$138
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 4/1812:50 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 4/257:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/8![Southwest logo]()
$131
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/186:15 pm
MSP
- ORD
Nonstop1h 37m
Delta
Sat 4/257:07 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 3/9![Delta logo]()
$131
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Tue 4/282:12 pm
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 3/10![Delta logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/234:42 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Fri 4/247:35 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/6![Sun Country Air logo]()
$137
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 March 11, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated March 11, 2026.
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/127:50 am
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 3/9![Southwest logo]()
$49
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/317:40 pm
ORD
- STL
Nonstop1h 28m
United Airlines
Deal found 3/9![United Airlines logo]()
$49
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/87:50 am
MSP
- MDW
1 stop3h 45m
Southwest
Deal found 3/9![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Deal found 3/10![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/312:40 pm
ORD
- STL
1 stop5h 15m
Southwest
Deal found 3/9![Southwest logo]()
$59
This eDestinos deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/23:54 pm
MSP
- ORD
Nonstop1h 32m
Sun Country Air
Deal found 3/6![Sun Country Air logo]()
$63
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:40 am
MSP
- MDW
2 stops7h 55m
Southwest
Deal found 3/10![Southwest logo]()
$64
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:40 pm
ORD
- STL
1 stop7h 20m
Southwest
Deal found 3/10![Southwest logo]()
$64
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” 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 5/911:40 am
MSP
- MDW
Nonstop1h 39m
Delta
Deal found 3/8![Delta logo]()
$66
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” 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 4/118:19 am
MSP
- ORD
Nonstop1h 48m
American Airlines
Deal found 3/6![American Airlines logo]()
$66
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:55 pm
ORD
- STL
Nonstop1h 24m
American Airlines
Deal found 3/10![American Airlines logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/104:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 3/9![Sun Country Air logo]()
$68
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 March 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $112 (Southwest) |
One-way from | $49 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $199 |
Good round-trip deal | $273 or less |
Good one-way deal | $178 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 March 11, 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
Tue 4/7
7:10 am-12:50 pm
1 stop5h 40m
Chicago O'Hare Intl
Tue 4/14
2:40 pm-11:05 pm
1 stop8h 25m
$122
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 4/15
7:10 am-12:50 pm
1 stop5h 40m
Chicago O'Hare Intl
Wed 4/15
2:40 pm-11:05 pm
1 stop8h 25m
$122
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 4/1
6:10 pm-7:49 pm
Nonstop1h 39m
Chicago O'Hare Intl
Mon 4/6
8:30 pm-10:09 pm
Nonstop1h 39m
$147
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 4/22
7:00 am-8:38 am
Nonstop1h 38m
Chicago O'Hare Intl
Wed 4/29
7:09 pm-8:46 pm
Nonstop1h 37m
$157
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Sat 4/25
12:50 pm-2:20 pm
Nonstop1h 30m
Chicago Midway
Mon 4/27
8:05 am-9:40 am
Nonstop1h 35m
$157
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Sat 4/25
9:50 am-11:20 am
Nonstop1h 30m
Chicago Midway
Sat 5/2
9:10 am-2:10 pm
1 stop5h 00m
$167
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Sat 3/28
5:00 am-6:06 am
Nonstop1h 06m
Chicago O'Hare Intl
Mon 3/30
8:10 pm-9:18 pm
Nonstop1h 08m
$170
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Wed 5/20
12:52 pm-2:31 pm
Nonstop1h 39m
Lambert-St Louis
Thu 6/4
6:21 am-7:59 am
Nonstop1h 38m
$171
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 4/18
6:30 am-2:20 pm
1 stop7h 50m
Chicago O'Hare Intl
Mon 4/20
2:40 pm-12:20 am
1 stop9h 40m
$182
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 4/25
6:30 am-2:20 pm
1 stop7h 50m
Chicago O'Hare Intl
Mon 4/27
2:40 pm-12:20 am
1 stop9h 40m
$182
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
ORD-STL
MSP-STL
GRB-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
ORD-STL
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 September is currently the most expensive (average of $182). 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 March 11, 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 18% 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 21, 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 March 11, 2026.
The most flights from USWI to USIL are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 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 March 11, 2026.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Overall
7.4
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 March 11, 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 March 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$288 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$250 | FlexibilityNo cancel fee | On-time69% |