$59+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
May 3 — May 101
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 April 3, 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 April 3, 2026.
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/287:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Tue 5/57:16 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 3/31![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/286:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Tue 5/512:40 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 3/31![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/283:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Tue 5/54:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 3/31![Southwest logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 3/31![Sun Country Air logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/85:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 5/188:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/15:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Fri 5/88:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/2![Sun Country Air logo]()
$139
This Expedia deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:30 am
MSP
- MDW
1 stop8h 01m
Frontier
Fri 4/246:49 pm
MDW
- MSP
1 stop15h 01m
Frontier
Deal found 3/29![Frontier logo]()
$140
This Expedia deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:36 pm
MSP
- ORD
1 stop10h 03m
Frontier
Tue 5/59:42 pm
ORD
- MSP
1 stop11h 37m
Frontier
Deal found 3/30![Frontier logo]()
$140
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/287:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 5/52:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/31![Southwest logo]()
$142
This lastminute.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.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
Sun 4/197:20 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/29![Sun Country Air logo]()
$143
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/47:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Wed 5/67:16 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 3/31![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/271:04 pm
MSP
- ORD
Nonstop1h 44m
United Airlines
Wed 4/292:30 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 3/31![United Airlines logo]()
$147
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 April 3, 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 April 3, 2026.
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/45:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Wed 5/67:55 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/2![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/47:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Wed 5/67:16 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 3/31![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:57 am
MSP
- ORD
Nonstop1h 36m
United Airlines
Thu 5/712:40 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 3/30![United Airlines logo]()
$177
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1911:52 am
LSE
- ORD
Nonstop1h 22m
American Airlines
Thu 6/2510:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/1![American Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:46 am
MKE
- ORD
1 stop13h 27m
Frontier
Sat 5/165:30 pm
ORD
- MKE
1 stop15h 31m
Frontier
Deal found 4/3![Frontier logo]()
$338
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/238:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Thu 4/234:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/2![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/285:37 pm
MKE
- ORD
Nonstop1h 09m
United Airlines
Tue 5/56:45 am
ORD
- MKE
Nonstop1h 04m
United Airlines
Deal found 3/31![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:20 am
MSP
- STL
2 stops7h 30m
Southwest
Sat 4/256:05 am
STL
- MSP
1 stop9h 05m
Southwest
Deal found 4/1![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/45:48 pm
MKE
- STL
1 stop5h 25m
Delta
Wed 5/61:46 pm
STL
- MKE
1 stop4h 12m
Delta
Deal found 4/2![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:24 pm
LSE
- ORD
Nonstop1h 26m
American Airlines
Wed 9/304:40 pm
ORD
- LSE
Nonstop1h 09m
American Airlines
Deal found 4/1![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:20 pm
MSP
- ORD
Nonstop1h 37m
Delta
Wed 6/38:42 am
ORD
- MSP
Nonstop1h 36m
Delta
Deal found 3/30![Delta logo]()
$216
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:49 am
MKE
- ORD
Nonstop1h 09m
United Airlines
Sun 5/1711:00 pm
ORD
- MKE
Nonstop0h 59m
United Airlines
Deal found 3/29![United Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:20 am
MSP
- STL
1 stop4h 10m
Southwest
Tue 5/58:25 am
STL
- MSP
Nonstop1h 35m
Southwest
Deal found 3/29![Southwest logo]()
$201
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Mon 4/2710:33 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/1![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 6/115:45 pm
MSP
- ORD
Nonstop1h 46m
Delta
Tue 6/1612:27 pm
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 4/2![Delta logo]()
$216
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:30 am
MKE
- ORD
Nonstop1h 10m
United Airlines
Wed 6/175:45 pm
ORD
- MKE
Nonstop1h 06m
United Airlines
Deal found 3/30![United Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:15 am
MSP
- ORD
1 stop6h 35m
Southwest
Sat 4/251:55 pm
ORD
- MSP
1 stop8h 40m
Southwest
Deal found 3/30![Southwest logo]()
$202
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/215:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Fri 6/1210:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/2![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:45 pm
MSP
- ORD
Nonstop1h 46m
Delta
Tue 6/1612:27 pm
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 4/2![Delta logo]()
$216
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:40 pm
MKE
- STL
Nonstop1h 20m
Southwest
Sat 5/210:35 am
STL
- MKE
Nonstop1h 15m
Southwest
Deal found 3/30![Southwest logo]()
$205
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:42 am
LSE
- ORD
Nonstop1h 24m
United Airlines
Sat 5/1611:52 am
ORD
- LSE
Nonstop1h 22m
United Airlines
Deal found 3/30![United Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/75:40 am
ATW
- ORD
Nonstop1h 27m
American Airlines
Sun 5/1010:32 pm
ORD
- ATW
Nonstop1h 08m
American Airlines
Deal found 4/2![American Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:10 am
MSP
- ORD
1 stop4h 19m
Delta
Mon 5/118:05 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 3/29![Delta logo]()
$222
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:15 am
LSE
- ORD
Nonstop1h 23m
United Airlines
Mon 5/254:45 pm
ORD
- LSE
Nonstop1h 25m
United Airlines
Deal found 3/30![United Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:20 am
MSP
- STL
1 stop3h 45m
Southwest
Mon 4/275:40 am
STL
- MSP
1 stop4h 00m
Southwest
Deal found 3/29![Southwest logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:46 am
MKE
- ORD
1 stop13h 27m
Frontier
Mon 5/188:30 am
ORD
- MKE
2 stops24h 31m
Frontier
Deal found 4/1![Frontier logo]()
$340
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2212:45 pm
MSP
- ORD
1 stop6h 07m
Delta
Thu 4/238:50 am
ORD
- MSP
Nonstop1h 40m
Delta
Deal found 3/31![Delta logo]()
$222
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:08 am
MKE
- ORD
Nonstop1h 19m
American Airlines
Sun 6/146:58 pm
ORD
- MKE
Nonstop0h 59m
American Airlines
Deal found 3/29![American Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/166:00 am
LSE
- ORD
Nonstop1h 19m
United Airlines
Sun 5/3111:55 am
ORD
- LSE
Nonstop1h 22m
United Airlines
Deal found 4/2![United Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:20 pm
MKE
- STL
Nonstop1h 20m
Southwest
Thu 5/79:45 pm
STL
- MKE
Nonstop1h 15m
Southwest
Deal found 4/1![Southwest logo]()
$213
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated April 3, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated April 3, 2026 and is based on user searches.
This lastminute.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.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
Sun 4/197:20 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/29![Sun Country Air logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/204:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Thu 4/237:13 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$137
This Expedia deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:30 am
MSP
- MDW
1 stop8h 01m
Frontier
Fri 4/246:49 pm
MDW
- MSP
1 stop15h 01m
Frontier
Deal found 3/29![Frontier logo]()
$140
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/271:04 pm
MSP
- ORD
Nonstop1h 44m
United Airlines
Wed 4/292:30 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 3/31![United Airlines logo]()
$147
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/287:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Tue 5/57:16 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 3/31![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/286:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Tue 5/512:40 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 3/31![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/283:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Tue 5/54:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 3/31![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/287:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 5/52:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/31![Southwest logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 5/15:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Fri 5/88:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/2![Sun Country Air logo]()
$139
This Expedia deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:36 pm
MSP
- ORD
1 stop10h 03m
Frontier
Tue 5/59:42 pm
ORD
- MSP
1 stop11h 37m
Frontier
Deal found 3/30![Frontier logo]()
$140
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/47:00 am
MSP
- MDW
Nonstop1h 46m
Delta
Wed 5/67:16 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 3/31![Delta logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/85:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 5/188:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$138
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 April 3, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated April 3, 2026.
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/63:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 6/307:55 am
MSP
- STL
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:06 am
ORD
- STL
Nonstop1h 33m
United Airlines
Deal found 4/1![United Airlines logo]()
$59
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 6/309:52 am
MSP
- ORD
Nonstop1h 43m
United Airlines
Deal found 3/31![United Airlines logo]()
$59
This iWofly deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/185:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 4/3![Sun Country Air logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/15:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$68
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/204:30 pm
MSP
- MDW
1 stop5h 20m
Southwest
Deal found 3/31![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/511:55 am
ORD
- STL
1 stop6h 00m
Southwest
Deal found 3/31![Southwest logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 3/31![Sun Country Air logo]()
$69
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Fri 5/11:30 pm
MSP
- STL
1 stop5h 51m
Frontier
Deal found 3/31![Frontier logo]()
$70
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
ORD
- STL
1 stop6h 51m
Frontier
Deal found 3/30![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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
Deal found 3/31![Sun Country Air logo]()
$71
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 April 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Delta) |
One-way from | $59 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $357 |
Good round-trip deal | $269 or less |
Good one-way deal | $199 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 April 3, 2026.
Use the filters below to find and compare flights from Wisconsin to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 5/4
5:20 am-6:50 am
Nonstop1h 30m
Chicago Midway
Wed 5/6
7:55 am-9:25 am
Nonstop1h 30m
$147
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 5/4
7:00 am-8:46 am
Nonstop1h 46m
Chicago Midway
Wed 5/6
7:16 pm-9:00 pm
Nonstop1h 44m
$147
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Mon 5/4
9:57 am-11:33 am
Nonstop1h 36m
Chicago O'Hare Intl
Thu 5/7
12:40 pm-2:18 pm
Nonstop1h 38m
$177
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Thu 4/23
8:20 am-9:50 am
Nonstop1h 30m
Chicago Midway
Thu 4/23
4:05 pm-5:35 pm
Nonstop1h 30m
$177
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Wed 4/22
5:20 am-12:50 pm
2 stops7h 30m
Lambert-St Louis
Sat 4/25
6:05 am-3:10 pm
1 stop9h 05m
$179
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
Tue 4/28
5:37 pm-6:46 pm
Nonstop1h 09m
Chicago O'Hare Intl
Tue 5/5
6:45 am-7:49 am
Nonstop1h 04m
$181
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Tue 4/28
5:20 am-9:30 am
1 stop4h 10m
Lambert-St Louis
Tue 5/5
8:25 am-10:00 am
Nonstop1h 35m
$201
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Mon 4/20
6:15 am-12:50 pm
1 stop6h 35m
Chicago O'Hare Intl
Sat 4/25
1:55 pm-10:35 pm
1 stop8h 40m
$202
MilwaukeeSt. Louis
MKE - STL
MKESTL
Milwaukee-Mitchell
Wed 4/29
4:40 pm-6:00 pm
Nonstop1h 20m
Lambert-St Louis
Sat 5/2
10:35 am-11:50 am
Nonstop1h 15m
$205
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
Mon 4/20
5:20 am-9:05 am
1 stop3h 45m
Lambert-St Louis
Mon 4/27
5:40 am-9:40 am
1 stop4h 00m
$211
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
LSE-ORD
MKE-ORD
MSP-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
LSE-ORD
MKE-ORD
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 April 3, 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 42% 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 March 28, 2026.
Travelers seeking maximum savings on their Wisconsin to Illinois flight should consider departing on Thursday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Wisconsin to Illinois
Explore weekly flight availability from Wisconsin to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 3, 2026.
The most flights from USWI to USIL are scheduled on a Friday (57 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (33 on average).
How much does it cost to fly round-trip from Wisconsin to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated April 3, 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.
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Food
6.6
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Food
6.6
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Food
6.6
Entertainment
7.1
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 April 3, 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 April 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$278 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$272 | FlexibilityNo cancel fee | On-time69% |