$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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Apr 2 — Apr 91
1 adult, Economy
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Cheapest flights from Wisconsin to IllinoisExplore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 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 March 3, 2026.
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 3/246:20 am
MSP
- MDW
1 stop7h 25m
Southwest
Tue 3/244:45 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 3/2![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 3/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:24 pm
MSP
- ORD
Nonstop1h 36m
Delta
Tue 3/318:30 pm
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 3/3![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 3/246:40 am
MSP
- ORD
1 stop6h 10m
Southwest
Wed 3/252:40 pm
ORD
- MSP
1 stop8h 50m
Southwest
Deal found 3/2![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 3/2. 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 3/234:25 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Wed 3/257:55 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 3/2![Southwest logo]()
$127
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 3/243:21 pm
MSP
- ORD
Nonstop1h 41m
United Airlines
Sat 3/282:15 pm
ORD
- MSP
Nonstop1h 35m
United Airlines
Deal found 3/2![United Airlines logo]()
$127
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Sat 4/116:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Sat 4/118:28 pm
ORD
- MSP
Nonstop1h 40m
United Airlines
Deal found 3/1![United Airlines logo]()
$131
This Jettzy deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy 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
Fri 4/177:27 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/27![Sun Country Air logo]()
$136
This Southwest deal was found by Cheapflights users on 3/2. 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 3/235:45 pm
MSP
- MDW
1 stop6h 20m
Southwest
Tue 3/317:55 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 3/2![Southwest logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Fri 4/104:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/1311:54 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/3![Sun Country Air logo]()
$137
This Booking.com deal was found by Cheapflights users on 3/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:24 am
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Fri 4/247:35 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/3![Sun Country Air logo]()
$138
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Thu 5/148:05 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 2/26![Southwest logo]()
$139
This Mytrip deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:12 am
MSP
- ORD
Nonstop1h 37m
Sun Country Air
Mon 4/207:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/26![Sun Country Air logo]()
$139
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 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 March 3, 2026.
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 4/217:50 am
MSP
- MDW
1 stop3h 45m
Southwest
Thu 4/234:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/2![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:50 am
MSP
- MDW
Nonstop1h 42m
Delta
Tue 5/129:23 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/27![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 3/246:00 am
MSP
- ORD
Nonstop1h 41m
United Airlines
Tue 3/246:08 pm
ORD
- MSP
Nonstop1h 32m
United Airlines
Deal found 3/2![United Airlines logo]()
$157
This Sun Country Air deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Thu 7/306:31 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/28![Sun Country Air logo]()
$164
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 am
ATW
- ORD
Nonstop1h 29m
American Airlines
Fri 4/1711:50 am
ORD
- ATW
Nonstop1h 10m
American Airlines
Deal found 2/28![American Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Sat 4/119:30 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/27![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Mon 3/236:00 am
MSP
- ORD
Nonstop1h 41m
United Airlines
Thu 3/2612:45 pm
ORD
- MSP
Nonstop1h 34m
United Airlines
Deal found 3/1![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
MSP
- ORD
Nonstop1h 36m
Delta
Mon 5/188:05 pm
ORD
- MSP
Nonstop1h 46m
Delta
Deal found 2/27![Delta logo]()
$157
This American Airlines deal was found by Cheapflights users on 3/1. 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.
Sat 4/115:37 pm
MSN
- ORD
Nonstop1h 28m
American Airlines
Sat 4/1812:36 pm
ORD
- MSN
Nonstop1h 12m
American Airlines
Deal found 3/1![American Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 3/1. 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 4/156:55 am
MSP
- ORD
1 stop8h 05m
Southwest
Wed 4/222:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 3/1![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:00 am
MSP
- ORD
Nonstop1h 38m
Delta
Wed 4/228:50 am
ORD
- MSP
Nonstop1h 40m
Delta
Deal found 3/1![Delta logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Sat 4/114:30 pm
MSP
- RFD
1 stop17h 17m
Multiple Airlines
Mon 4/138:35 pm
RFD
- MSP
1 stop17h 21m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:43 pm
DLH
- ORD
Nonstop1h 49m
United Airlines
Fri 4/38:50 am
ORD
- DLH
Nonstop1h 49m
United Airlines
Deal found 2/27![United Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:24 pm
MSN
- ORD
Nonstop1h 16m
American Airlines
Sun 4/197:39 am
ORD
- MSN
Nonstop1h 06m
American Airlines
Deal found 2/26![American Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 3/2. 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 5/163:48 pm
GRB
- ORD
Nonstop1h 17m
United Airlines
Fri 6/512:45 pm
ORD
- GRB
Nonstop1h 15m
United Airlines
Deal found 3/2![United Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/198:24 pm
MSN
- ORD
Nonstop1h 07m
American Airlines
Sun 3/228:02 am
ORD
- MSN
Nonstop1h 06m
American Airlines
Deal found 2/26![American Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 3/1. 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.
Fri 4/248:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Mon 4/274:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 3/1![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:00 am
GRB
- ORD
1 stop6h 17m
Delta
Fri 4/176:25 am
ORD
- GRB
1 stop4h 53m
Delta
Deal found 2/27![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:25 pm
MSN
- ORD
Nonstop1h 17m
United Airlines
Sun 5/319:38 pm
ORD
- MSN
Nonstop1h 12m
United Airlines
Deal found 2/27![United Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:38 pm
GRB
- ORD
Nonstop1h 21m
American Airlines
Tue 3/246:40 pm
ORD
- GRB
Nonstop1h 02m
American Airlines
Deal found 2/28![American Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 3/2. 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.
Sat 5/1611:06 am
GRB
- ORD
1 stop5h 23m
Delta
Fri 6/52:00 pm
ORD
- GRB
1 stop6h 34m
Delta
Deal found 3/2![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Mon 3/237:25 pm
MSN
- ORD
Nonstop1h 10m
United Airlines
Tue 3/318:45 am
ORD
- MSN
Nonstop1h 12m
United Airlines
Deal found 3/1![United Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sun 5/177:35 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/28![Southwest logo]()
$225
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:40 pm
MSN
- ORD
Nonstop1h 16m
United Airlines
Mon 5/49:35 pm
ORD
- MSN
Nonstop1h 04m
United Airlines
Deal found 2/26![United Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:50 pm
MKE
- STL
2 stops7h 25m
Southwest
Thu 4/164:30 pm
STL
- MKE
2 stops6h 55m
Southwest
Deal found 2/26![Southwest logo]()
$226
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:30 am
MSN
- ORD
Nonstop1h 12m
United Airlines
Sun 3/298:10 pm
ORD
- MSN
Nonstop1h 06m
United Airlines
Deal found 3/1![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:24 pm
ATW
- ORD
1 stop5h 02m
Delta
Wed 4/156:25 am
ORD
- ATW
1 stop4h 57m
Delta
Deal found 2/26![Delta logo]()
$199
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:38 pm
GRB
- ORD
Nonstop1h 21m
American Airlines
Sat 3/148:11 am
ORD
- GRB
Nonstop1h 06m
American Airlines
Deal found 2/28![American Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:15 pm
MSP
- MDW
Nonstop1h 35m
Southwest
Sun 4/199:55 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/26![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 5/225:00 am
MSN
- ORD
Nonstop1h 17m
United Airlines
Mon 5/2510:45 pm
ORD
- MSN
Nonstop1h 12m
United Airlines
Deal found 3/2![United Airlines logo]()
$179
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated March 3, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/2. 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 3/234:25 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Wed 3/257:55 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 3/2![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 3/246:20 am
MSP
- MDW
1 stop7h 25m
Southwest
Tue 3/244:45 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 3/2![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 3/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:24 pm
MSP
- ORD
Nonstop1h 36m
Delta
Wed 3/258:30 pm
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 3/3![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 3/246:40 am
MSP
- ORD
1 stop6h 10m
Southwest
Wed 3/252:40 pm
ORD
- MSP
1 stop8h 50m
Southwest
Deal found 3/2![Southwest logo]()
$122
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 3/243:21 pm
MSP
- ORD
Nonstop1h 41m
United Airlines
Sat 3/282:15 pm
ORD
- MSP
Nonstop1h 35m
United Airlines
Deal found 3/2![United Airlines logo]()
$127
This Trip.com deal was found by Cheapflights users on 3/1. 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 Trip.com 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 46m
Sun Country Air
Deal found 3/1![Sun Country Air logo]()
$142
This Jettzy deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy 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
Fri 4/177:27 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/27![Sun Country Air logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Fri 4/104:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/1311:54 am
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/3![Sun Country Air logo]()
$137
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Sat 4/116:00 am
MSP
- ORD
Nonstop1h 37m
United Airlines
Sat 4/118:28 pm
ORD
- MSP
Nonstop1h 40m
United Airlines
Deal found 3/1![United Airlines logo]()
$131
This Mytrip deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:12 am
MSP
- ORD
Nonstop1h 37m
Sun Country Air
Mon 4/207:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/26![Sun Country Air logo]()
$139
This Southwest deal was found by Cheapflights users on 3/2. 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 4/135:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
Tue 4/147:50 am
MDW
- MSP
2 stops6h 45m
Southwest
Deal found 3/2![Southwest logo]()
$142
This Booking.com deal was found by Cheapflights users on 3/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:24 am
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Fri 4/247:35 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/3![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 March 3, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:00 am
ORD
- STL
Nonstop1h 25m
United Airlines
Deal found 2/26![United Airlines logo]()
$49
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Deal found 2/26![Delta logo]()
$58
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:19 am
MSP
- ORD
Nonstop1h 48m
American Airlines
Deal found 2/26![American Airlines logo]()
$58
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 4/212:15 pm
MSP
- MDW
1 stop5h 45m
Southwest
Deal found 3/2![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 3/2. 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.
Wed 4/14:30 pm
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 3/2![Southwest logo]()
$59
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:30 pm
ORD
- STL
Nonstop1h 16m
American Airlines
Deal found 2/26![American Airlines logo]()
$59
This Southwest deal was found by Cheapflights users on 3/2. 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.
Tue 5/127:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Deal found 3/2![Southwest logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:50 pm
MSP
- STL
1 stop29h 22m
Frontier
Deal found 2/27![Frontier logo]()
$65
This Southwest deal was found by Cheapflights users on 3/1. 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.
Sat 5/25:15 am
MSP
- MDW
Nonstop1h 30m
Southwest
Deal found 3/1![Southwest logo]()
$66
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Sat 4/115:19 pm
MSP
- ORD
Nonstop1h 39m
United Airlines
Deal found 3/1![United Airlines logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/264:12 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 2/26![Sun Country Air logo]()
$68
This Cheapflightsfares deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:42 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 2/26![Sun Country Air logo]()
$69
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 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Southwest) |
One-way from | $49 (United Airlines) |
Popular in | April |
Cheapest in | January |
Average price | $249 |
Good round-trip deal | $328 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 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
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 4/21
7:50 am-11:35 am
1 stop3h 45m
Chicago Midway
Thu 4/23
4:05 pm-5:35 pm
Nonstop1h 30m
$137
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Wed 5/6
11:50 am-1:32 pm
Nonstop1h 42m
Chicago Midway
Tue 5/12
9:23 am-11:00 am
Nonstop1h 37m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Tue 3/24
6:00 am-7:41 am
Nonstop1h 41m
Chicago O'Hare Intl
Tue 3/24
6:08 pm-7:40 pm
Nonstop1h 32m
$157
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 4/7
7:00 am-8:50 am
Nonstop1h 50m
Chicago Midway
Sat 4/11
9:30 am-11:07 am
Nonstop1h 37m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Mon 3/23
6:00 am-7:41 am
Nonstop1h 41m
Chicago O'Hare Intl
Thu 3/26
12:45 pm-2:19 pm
Nonstop1h 34m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 5/16
7:00 am-8:36 am
Nonstop1h 36m
Chicago O'Hare Intl
Mon 5/18
8:05 pm-9:51 pm
Nonstop1h 46m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 4/15
7:00 am-8:38 am
Nonstop1h 38m
Chicago O'Hare Intl
Wed 4/22
8:50 am-10:30 am
Nonstop1h 40m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Wed 7/29
5:30 pm-7:19 pm
Nonstop1h 49m
Chicago O'Hare Intl
Thu 7/30
6:31 pm-8:17 pm
Nonstop1h 46m
$164
Green BayChicago
GRB - ORD
GRBORD
Green Bay Austin-Straubel
Wed 4/8
7:00 am-1:17 pm
1 stop6h 17m
Chicago O'Hare Intl
Fri 4/17
6:25 am-11:18 am
1 stop4h 53m
$177
Green BayChicago
GRB - ORD
GRBORD
Green Bay Austin-Straubel
Sat 5/16
11:06 am-4:29 pm
1 stop5h 23m
Chicago O'Hare Intl
Fri 6/5
2:00 pm-8:34 pm
1 stop6h 34m
$177
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Wisconsin with our price prediction graph.
MSP-MDW
MSP-ORD
ATW-ORD
MSN-ORD
MSP-RFD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Wisconsin to Illinois
USWI-USIL
MSP-MDW
MSP-ORD
ATW-ORD
MSN-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 March 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 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.
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 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
Comfort
7.3
Entertainment
7.1
Crew
8.1
Overall
7.4
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Overall
7.4
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Overall
7.4
Food
6.6
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.
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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 March 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 March 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$284 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$249 | FlexibilityNo cancel fee | On-time69% |