$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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
may. 18 — may. 251
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to IllinoisExplore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 18, 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 abril 18, 2026.
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:05 am
MSP
- MDW
Nonstop1h 30m
Southwest
mar. 5/194:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 4/13![Southwest logo]()
$107
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/126:55 am
MSP
- MDW
2 stops9h 40m
Southwest
mar. 5/129:05 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 4/16![Southwest logo]()
$112
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/65:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
mié. 5/61:55 pm
MDW
- MSP
1 stop8h 35m
Southwest
Deal found 4/14![Southwest logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
sáb. 10/101:25 pm
MSP
- ORD
Nonstop1h 38m
Sun Country Air
jue. 11/197:32 pm
ORD
- MSP
Nonstop1h 41m
Sun Country Air
Deal found 4/17![Sun Country Air logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/185:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
lun. 5/188:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$115
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1911:17 am
MSP
- ORD
Nonstop1h 40m
United Airlines
mar. 5/267:05 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Deal found 4/16![United Airlines logo]()
$116
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/93:10 pm
MSP
- MDW
1 stop6h 00m
Southwest
mié. 6/105:20 pm
MDW
- MSP
1 stop6h 35m
Southwest
Deal found 4/13![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/25:38 pm
MSP
- ORD
Nonstop1h 42m
Delta
mar. 6/912:27 pm
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 4/16![Delta logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:55 am
MSP
- ORD
Nonstop1h 36m
Multiple Airlines
mar. 5/199:37 pm
ORD
- MSP
1 stop11h 42m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$121
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/127:10 am
MSP
- ORD
1 stop5h 40m
Southwest
mar. 5/122:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 4/16![Southwest logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/204:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
jue. 6/118:19 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/285:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
lun. 6/18:06 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 4/16![Sun Country Air logo]()
$125
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 abril 18, 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 abril 18, 2026.
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/145:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
jue. 5/218:05 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 4/14![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/287:00 am
MSP
- MDW
Nonstop1h 42m
Delta
sáb. 5/307:13 pm
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 4/15![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/87:01 am
MKE
- ORD
Nonstop1h 19m
American Airlines
lun. 5/1810:42 pm
ORD
- MKE
Nonstop0h 58m
American Airlines
Deal found 4/15![American Airlines logo]()
$210
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
jue. 6/2510:39 am
MKE
- ORD
Nonstop1h 10m
United Airlines
dom. 7/58:50 am
ORD
- MKE
Nonstop1h 08m
United Airlines
Deal found 4/17![United Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
jue. 6/46:25 am
MSP
- STL
1 stop8h 06m
Multiple Airlines
mar. 6/98:08 pm
STL
- MSP
1 stop13h 15m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/268:46 am
MKE
- ORD
1 stop14h 27m
Frontier
lun. 6/11:50 pm
ORD
- MKE
2 stops18h 11m
Frontier
Deal found 4/14![Frontier logo]()
$258
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
sáb. 5/163:15 pm
MSP
- ORD
Nonstop1h 36m
Delta
lun. 5/188:05 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 4/17![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
jue. 6/47:05 am
MSP
- STL
Nonstop1h 41m
Delta
lun. 6/86:21 am
STL
- MSP
Nonstop1h 36m
Delta
Deal found 4/17![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/162:55 pm
MKE
- STL
Nonstop1h 20m
Southwest
sáb. 5/235:35 pm
STL
- MKE
1 stop5h 20m
Southwest
Deal found 4/16![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/116:10 am
MSP
- ORD
1 stop6h 51m
Delta
mar. 5/128:05 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 4/13![Delta logo]()
$192
This American Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/315:00 am
MKE
- ORD
Nonstop1h 14m
American Airlines
dom. 5/3112:14 pm
ORD
- MKE
Nonstop0h 59m
American Airlines
Deal found 4/15![American Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/226:10 pm
DLH
- ORD
Nonstop1h 57m
United Airlines
lun. 5/257:50 pm
ORD
- DLH
Nonstop1h 56m
United Airlines
Deal found 4/14![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/136:05 pm
MSP
- STL
1 stop3h 40m
Southwest
mié. 6/178:55 am
STL
- MSP
Nonstop1h 30m
Southwest
Deal found 4/13![Southwest logo]()
$228
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/156:44 pm
DLH
- ORD
Nonstop1h 56m
United Airlines
sáb. 5/168:45 am
ORD
- DLH
Nonstop1h 49m
United Airlines
Deal found 4/15![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/174:15 pm
MSP
- STL
1 stop6h 45m
Southwest
mié. 5/208:25 am
STL
- MSP
Nonstop1h 35m
Southwest
Deal found 4/14![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
sáb. 5/95:19 pm
ORD
- STL
1 stop3h 50m
Delta
lun. 5/115:36 pm
STL
- ORD
1 stop3h 44m
Delta
Deal found 4/17![Delta logo]()
$211
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/283:47 pm
ATW
- ORD
Nonstop1h 29m
United Airlines
dom. 8/303:35 pm
ORD
- ATW
Nonstop1h 17m
United Airlines
Deal found 4/13![United Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/3010:15 pm
MSP
- RFD
2 stops34h 14m
Multiple Airlines
jue. 7/99:19 am
RFD
- MSP
1 stop10h 19m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/1610:30 am
MKE
- STL
1 stop7h 35m
Southwest
mar. 5/192:30 pm
STL
- MKE
2 stops7h 15m
Southwest
Deal found 4/15![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
jue. 6/44:20 pm
MSP
- MDW
Nonstop1h 36m
Delta
sáb. 6/67:13 pm
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 4/17![Delta logo]()
$212
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/79:57 am
MSP
- ORD
Nonstop1h 36m
United Airlines
sáb. 5/95:55 pm
ORD
- MSP
Nonstop1h 38m
United Airlines
Deal found 4/15![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/197:00 am
MSP
- MDW
Nonstop1h 42m
Delta
vie. 5/227:13 pm
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 4/15![Delta logo]()
$216
This Southwest deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
vie. 6/57:45 am
MSP
- STL
Nonstop1h 30m
Southwest
mar. 6/93:45 pm
STL
- MSP
1 stop7h 15m
Southwest
Deal found 4/17![Southwest logo]()
$239
This American Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/77:00 am
MKE
- ORD
1 stop8h 21m
American Airlines
lun. 5/113:26 pm
ORD
- MKE
1 stop7h 21m
American Airlines
Deal found 4/13![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/59:37 am
MKE
- ORD
Nonstop1h 08m
United Airlines
mié. 5/68:57 pm
ORD
- MKE
Nonstop1h 06m
United Airlines
Deal found 4/13![United Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
dom. 5/106:15 am
ORD
- STL
1 stop8h 33m
Multiple Airlines
dom. 5/108:08 pm
STL
- ORD
2 stops11h 47m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/137:00 am
MSP
- ORD
Nonstop1h 36m
Delta
vie. 5/228:42 am
ORD
- MSP
Nonstop1h 36m
Delta
Deal found 4/15![Delta logo]()
$216
This Southwest deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
mié. 5/137:10 am
MSP
- MDW
2 stops8h 35m
Southwest
jue. 5/145:55 pm
MDW
- MSP
1 stop6h 25m
Southwest
Deal found 4/17![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/2912:46 pm
DLH
- ORD
1 stop6h 34m
Delta
dom. 5/318:42 am
ORD
- DLH
1 stop3h 22m
Delta
Deal found 4/13![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/85:56 pm
MKE
- STL
1 stop3h 17m
United Airlines
lun. 5/118:30 pm
STL
- MKE
1 stop3h 29m
United Airlines
Deal found 4/13![United Airlines logo]()
$265
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated abril 18, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated abril 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/204:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
jue. 6/118:19 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$124
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/65:20 am
MSP
- MDW
Nonstop1h 30m
Southwest
mié. 5/61:55 pm
MDW
- MSP
1 stop8h 35m
Southwest
Deal found 4/14![Southwest logo]()
$113
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:05 am
MSP
- MDW
Nonstop1h 30m
Southwest
mar. 5/194:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 4/13![Southwest logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:55 am
MSP
- ORD
Nonstop1h 36m
Sun Country Air
dom. 5/177:30 am
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$114
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
mar. 5/127:00 am
MSP
- ORD
Nonstop1h 36m
Delta
mar. 5/128:05 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 4/17![Delta logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:55 am
MSP
- ORD
Nonstop1h 36m
Multiple Airlines
mar. 5/199:37 pm
ORD
- MSP
1 stop11h 42m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$121
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/127:10 am
MSP
- MDW
2 stops8h 35m
Southwest
mié. 5/204:40 pm
MDW
- MSP
1 stop5h 50m
Southwest
Deal found 4/12![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/137:10 am
MSP
- ORD
1 stop5h 40m
Southwest
mié. 5/202:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 4/13![Southwest logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/185:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
lun. 5/188:06 pm
ORD
- MSP
Nonstop1h 44m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$115
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1911:17 am
MSP
- ORD
Nonstop1h 40m
United Airlines
mar. 5/267:05 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Deal found 4/16![United Airlines logo]()
$116
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/197:00 am
MSP
- MDW
Nonstop1h 42m
Delta
mié. 5/271:59 pm
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 4/13![Delta logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/285:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
lun. 6/18:06 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 4/16![Sun Country Air logo]()
$125
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 abril 18, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated abril 18, 2026.
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/127:50 am
MSP
- STL
Nonstop1h 30m
Southwest
Deal found 4/13![Southwest logo]()
$49
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/177:04 pm
ORD
- STL
Nonstop1h 22m
American Airlines
Deal found 4/14![American Airlines logo]()
$49
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/137:00 am
MSP
- MDW
Nonstop1h 42m
Delta
Deal found 4/13![Delta logo]()
$59
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/126:55 am
MSP
- ORD
1 stop8h 05m
Southwest
Deal found 4/13![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1211:55 am
ORD
- STL
1 stop6h 00m
Southwest
Deal found 4/13![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/137:10 am
MSP
- MDW
2 stops8h 35m
Southwest
Deal found 4/13![Southwest logo]()
$64
This Southwest deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
mié. 5/132:40 pm
ORD
- STL
1 stop7h 20m
Southwest
Deal found 4/17![Southwest logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/229:35 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$68
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/162:22 pm
MSP
- MDW
1 stop7h 40m
Frontier
Deal found 4/14![Frontier logo]()
$69
This Frontier deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/92:22 pm
MSP
- MDW
1 stop7h 40m
Frontier
Deal found 4/13![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/75:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Deal found 4/15![Sun Country Air logo]()
$70
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/85:30 pm
ORD
- STL
1 stop6h 51m
Frontier
Deal found 4/14![Frontier logo]()
$70
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 abril 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $107 (Southwest) |
One-way from | $49 (Southwest) |
Good round-trip deal | $352 or less |
Good one-way deal | $202 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 abril 18, 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
jue. 5/14
5:20 am-6:50 am
Nonstop1h 30m
Chicago Midway
jue. 5/21
8:05 am-9:40 am
Nonstop1h 35m
$177
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
jue. 5/28
7:00 am-8:42 am
Nonstop1h 42m
Chicago Midway
sáb. 5/30
7:13 pm-8:55 pm
Nonstop1h 42m
$177
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
sáb. 5/16
3:15 pm-4:51 pm
Nonstop1h 36m
Chicago O'Hare Intl
lun. 5/18
8:05 pm-9:50 pm
Nonstop1h 45m
$177
MinneapolisSt. Louis
MSP - STL
MSPSTL
Minneapolis St Paul
jue. 6/4
7:05 am-8:46 am
Nonstop1h 41m
Lambert-St Louis
lun. 6/8
6:21 am-7:57 am
Nonstop1h 36m
$191
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
lun. 5/11
6:10 am-1:01 pm
1 stop6h 51m
Chicago O'Hare Intl
mar. 5/12
8:05 pm-9:50 pm
Nonstop1h 45m
$192
MilwaukeeChicago
MKE - ORD
MKEORD
Milwaukee-Mitchell
vie. 5/8
7:01 am-8:20 am
Nonstop1h 19m
Chicago O'Hare Intl
lun. 5/18
10:42 pm-11:40 pm
Nonstop0h 58m
$210
ChicagoSt. Louis
ORD - STL
ORDSTL
Chicago O'Hare Intl
sáb. 5/9
5:19 pm-9:09 pm
1 stop3h 50m
Lambert-St Louis
lun. 5/11
5:36 pm-9:20 pm
1 stop3h 44m
$211
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
jue. 6/4
4:20 pm-5:56 pm
Nonstop1h 36m
Chicago Midway
sáb. 6/6
7:13 pm-8:55 pm
Nonstop1h 42m
$212
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
mar. 5/19
7:00 am-8:42 am
Nonstop1h 42m
Chicago Midway
vie. 5/22
7:13 pm-8:55 pm
Nonstop1h 42m
$216
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
mié. 5/13
7:00 am-8:36 am
Nonstop1h 36m
Chicago O'Hare Intl
vie. 5/22
8:42 am-10:18 am
Nonstop1h 36m
$216
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
DLH-MDW
MKE-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Wisconsin to Illinois
USWI-USIL
MSP-MDW
MSP-ORD
ORD-STL
DLH-MDW
What is the cheapest month to book a flight from Wisconsin to Illinois?
Currently, January is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in January is currently the most expensive (average of $179). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from WI to IL?
Find hourly flight availability from Wisconsin to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 18, 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 43% 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 April 11, 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 abril 18, 2026.
The most flights from USWI to USIL are scheduled on a Friday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (50 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 abril 18, 2026.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Crew
8.1
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Comfort
7.3
Crew
8.1
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Comfort
7.3
Crew
8.1
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
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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 abril 18, 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 abril 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$276 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$255 | FlexibilityNo cancel fee | On-time69% |