$57+ Cheap flights from Wisconsin to Illinois
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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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
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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
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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 September 17, 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 September 17, 2026.
This Sun Country Air deal was found by Cheapflights users on 9/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:20 am -
Nonstop1h 48m
Wed 12/3011:40 am -
Nonstop1h 46m
Deal found 9/16![Sun Country Air logo]()
$118
This Sun Country Air deal was found by Cheapflights users on 9/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:20 am -
Nonstop1h 48m
Thu 12/3111:53 am -
Nonstop1h 46m
Deal found 9/16![Sun Country Air logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 12/139:05 am -
Nonstop1h 41m
Mon 12/287:40 pm -
Nonstop1h 46m
Deal found 9/15![Sun Country Air logo]()
$134
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:25 pm -
Nonstop1h 38m
Tue 10/135:25 pm -
Nonstop1h 36m
Deal found 9/17![Sun Country Air logo]()
$137
This Sun Country Air deal was found by Cheapflights users on 9/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/205:10 pm -
Nonstop1h 40m
Fri 12/2511:25 am -
Nonstop1h 46m
Deal found 9/16![Sun Country Air logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/219:33 am -
1 stop8h 07m
Mon 10/266:35 pm -
1 stop19h 31m
Deal found 9/14![Frontier logo]()
$139
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:32 pm -
1 stop9h 49m
Thu 10/297:18 pm -
Nonstop1h 40m
Deal found 9/15![Multiple Airlines logo]()
$140
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:33 pm -
1 stop9h 48m
Sat 10/316:30 am -
1 stop17h 34m
Deal found 9/15![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:00 pm -
Nonstop1h 35m
Thu 12/1711:45 am -
Nonstop1h 46m
Deal found 9/13![Sun Country Air logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 12/126:00 am -
1 stop13h 22m
Wed 12/3011:40 am -
Nonstop1h 46m
Deal found 9/15![Multiple Airlines logo]()
$146
This Flightnetwork deal was found by Cheapflights users on 9/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:40 pm -
Nonstop1h 38m
Sun 11/17:30 am -
Nonstop1h 41m
Deal found 9/16![Sun Country Air logo]()
$148
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:33 pm -
1 stop9h 48m
Tue 11/36:30 am -
1 stop7h 08m
Deal found 9/16![Frontier logo]()
$150
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 September 17, 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 September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:00 am -
Nonstop1h 42m
Sat 12/122:10 pm -
Nonstop1h 47m
Deal found 9/15![United Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 9/16. 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.
Mon 10/56:05 am -
1 stop6h 54m
Wed 10/216:20 am -
Nonstop1h 34m
Deal found 9/16![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 9/17. 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.
Tue 10/132:30 pm -
1 stop8h 00m
Wed 10/144:30 pm -
1 stop6h 15m
Deal found 9/17![Southwest logo]()
$245
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:20 am -
1 stop10h 38m
Sun 10/185:53 pm -
1 stop6h 33m
Deal found 9/12![Frontier logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 pm -
Nonstop1h 25m
Wed 10/2112:48 pm -
Nonstop1h 14m
Deal found 9/16![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/74:50 pm -
1 stop19h 32m
Sun 10/119:33 pm -
1 stop13h 42m
Deal found 9/15![Multiple Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/149:45 am -
Nonstop1h 44m
Wed 10/216:27 pm -
Nonstop1h 35m
Deal found 9/15![United Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop6h 59m
Sat 10/311:55 pm -
1 stop6h 45m
Deal found 9/15![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/218:05 am -
Nonstop1h 30m
Sat 10/248:25 am -
Nonstop1h 30m
Deal found 9/14![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/17. 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.
Tue 12/158:10 am -
1 stop7h 55m
Tue 12/158:15 pm -
Nonstop1h 10m
Deal found 9/17![Southwest logo]()
$249
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
Nonstop1h 27m
Sun 10/184:59 pm -
Nonstop1h 18m
Deal found 9/16![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 10/2011:19 am -
1 stop6h 00m
Wed 10/2112:28 pm -
1 stop4h 12m
Deal found 9/16![Delta logo]()
$263
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/83:10 pm -
Nonstop1h 55m
Tue 10/139:30 pm -
Nonstop1h 52m
Deal found 9/14![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:00 am -
Nonstop1h 25m
Fri 10/166:59 am -
Nonstop1h 12m
Deal found 9/12![American Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/217:15 am -
1 stop3h 35m
Mon 10/269:50 pm -
Nonstop1h 35m
Deal found 9/14![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:10 am -
Nonstop1h 43m
Tue 10/209:59 am -
Nonstop1h 40m
Deal found 9/13![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 12/35:54 am -
Nonstop2h 06m
Sun 12/68:00 pm -
Nonstop1h 47m
Deal found 9/14![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/242:19 pm -
Nonstop1h 23m
Fri 1/89:33 am -
Nonstop1h 27m
Deal found 9/15![American Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 10/95:50 pm -
Nonstop1h 15m
Mon 10/129:50 pm -
Nonstop1h 20m
Deal found 9/16![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/136:35 pm -
Nonstop1h 20m
Tue 10/209:30 pm -
Nonstop1h 05m
Deal found 9/15![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/17. 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.
Sat 10/106:20 am -
1 stop4h 18m
Mon 10/122:38 pm -
1 stop3h 51m
Deal found 9/17![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
Nonstop1h 30m
Sat 10/317:00 am -
2 stops7h 25m
Deal found 9/15![Southwest logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/1512:39 pm -
Nonstop1h 19m
Sun 10/189:30 pm -
Nonstop1h 05m
Deal found 9/16![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:18 pm -
1 stop3h 57m
Sun 11/156:00 am -
1 stop4h 53m
Deal found 9/12![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/307:10 am -
Nonstop1h 43m
Mon 11/25:35 pm -
Nonstop1h 40m
Deal found 9/15![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/159:45 pm -
1 stop13h 42m
Thu 10/221:12 pm -
1 stop8h 38m
Deal found 9/15![Multiple Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 11/75:05 am -
Nonstop1h 50m
Sun 11/88:00 am -
Nonstop1h 35m
Deal found 9/15![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 10/128:17 am -
Nonstop1h 13m
Mon 10/197:52 pm -
Nonstop1h 08m
Deal found 9/13![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 10/306:14 pm -
1 stop6h 05m
Sun 11/18:15 pm -
1 stop3h 52m
Deal found 9/13![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:56 pm -
1 stop3h 55m
Sat 10/176:21 am -
1 stop3h 48m
Deal found 9/14![Delta logo]()
$309
Last-minute flights from Wisconsin to IllinoisDiscover last-minute flight deals from Wisconsin to Illinois. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Illinois. Data last updated September 17, 2026 and is based on user searches.
This deal was found by Cheapflights users on 9/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:25 pm -
Nonstop1h 38m
Tue 10/135:25 pm -
Nonstop1h 36m
Deal found 9/16![Sun Country Air logo]()
$128
This Bravofly deal was found by Cheapflights users on 9/17. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:00 am -
Nonstop1h 38m
Tue 10/135:25 pm -
Nonstop1h 36m
Deal found 9/17![Sun Country Air logo]()
$135
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop11h 40m
Wed 10/216:35 pm -
1 stop14h 46m
Deal found 9/16![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/207:44 pm -
1 stop21h 56m
Mon 10/266:35 pm -
1 stop18h 16m
Deal found 9/15![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/219:33 am -
1 stop8h 07m
Mon 10/266:35 pm -
1 stop19h 31m
Deal found 9/14![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/216:00 am -
1 stop11h 40m
Fri 10/236:35 pm -
1 stop16h 57m
Deal found 9/15![Frontier logo]()
$178
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:33 pm -
1 stop9h 48m
Sat 10/316:30 am -
1 stop17h 34m
Deal found 9/15![Frontier logo]()
$141
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:32 pm -
1 stop9h 49m
Thu 10/297:18 pm -
Nonstop1h 40m
Deal found 9/17![Multiple Airlines logo]()
$140
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:00 am -
1 stop17h 21m
Wed 11/46:30 am -
1 stop7h 07m
Deal found 9/14![Frontier logo]()
$154
This Flightnetwork deal was found by Cheapflights users on 9/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:40 pm -
Nonstop1h 38m
Sun 11/17:30 am -
Nonstop1h 41m
Deal found 9/16![Sun Country Air logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:45 am -
Nonstop1h 38m
Sun 11/17:30 am -
Nonstop1h 41m
Deal found 9/15![Sun Country Air logo]()
$157
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:33 pm -
1 stop9h 48m
Tue 11/36:30 am -
1 stop7h 08m
Deal found 9/16![Frontier logo]()
$150
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 September 17, 2026.
Search for one-way flight options from Wisconsin to Illinois. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:33 am -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$57
This Sun Country Air deal was found by Cheapflights users on 9/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:00 pm -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Sun Country Air logo]()
$59
This Sun Country Air deal was found by Cheapflights users on 9/13. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:00 am -
Nonstop1h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Sun Country Air logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:01 pm -
1 stop26h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$68
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:20 am -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 11/103:01 pm -
1 stop26h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Sun 11/89:00 am -
Nonstop1h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Sun Country Air logo]()
$69
This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:25 pm -
Nonstop1h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Sun Country Air logo]()
$70
This Super.com deal was found by Cheapflights users on 9/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop11h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 12/64:52 pm -
1 stop14h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 9/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:00 am -
1 stop17h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:32 pm -
1 stop9h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$76
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $128 |
One-way from | $57 (Super.com) |
Good round-trip deal | $336 or less |
Good one-way deal | $200 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 7,457,451 searches. Data last updated September 17, 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 Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 11/7
3:00 pm-4:35 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sun 11/15
3:30 pm-5:05 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$89
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Fri 11/13
4:50 pm-6:25 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$89
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Tue 10/20
3:08 pm-4:47 pm
Nonstop1h 39m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 10/24
4:50 pm-6:36 pm
Nonstop1h 46m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Sat 10/17
3:08 pm-4:47 pm
Nonstop1h 39m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 10/31
11:14 am-1:00 pm
Nonstop1h 46m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Tue 10/27
8:00 am-9:45 am
Nonstop1h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Sat 10/24
2:35 pm-5:45 pm
1 stop3h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$114
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Wed 12/16
6:00 am-1:01 pm
1 stop7h 01m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$114
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-ORD
MSP-STL
ORD-STL
MSP-MDW
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-ORD
MSP-STL
ORD-STL
MSP-MDW
What is the cheapest month to book a flight from Wisconsin to Illinois?
Currently, November is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $239). Flying from Wisconsin to Illinois in August is currently the most expensive (average of $379). 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 September 17, 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 34% on airfare.
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 September 17, 2026.
The most flights from USWI to USIL are scheduled on a Wednesday (58 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (39 on average).
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 September 12, 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. Sunday at noon 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 September 17, 2026.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - 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.
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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
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Wisconsin and Illinois flights
Browse other Wisconsin and Illinois flight options. Last updated on September 17, 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$171 | Average$261 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$304 | FlexibilityNo cancel fee | On-time71% |