$165+ Cheap flights from Madison (MSN) 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Nov 5 — Nov 121
Round-trip
1 adult, Economy
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Find cheap flights from Madison 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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Cheapest flights from Madison to IllinoisExplore the most affordable flight options available from Madison to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
Explore the most affordable flight options available from Madison to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:43 am -
Nonstop1h 17m
Sun 12/1310:09 pm -
Nonstop1h 10m
Deal found 10/1![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 10/229:53 am -
Nonstop1h 17m
Sun 10/256:59 am -
Nonstop1h 12m
Deal found 10/1![American Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 10/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:00 am -
Nonstop1h 14m
Mon 10/2611:00 pm -
Nonstop1h 12m
Deal found 10/3![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:05 pm -
Nonstop1h 25m
Tue 10/2010:00 pm -
Nonstop1h 12m
Deal found 10/1![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Wed 10/142:49 pm -
Nonstop1h 10m
Sun 10/189:30 pm -
Nonstop1h 05m
Deal found 10/2![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/198:32 pm -
Nonstop1h 28m
Sun 12/277:14 am -
Nonstop1h 13m
Deal found 10/5![American Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/2. 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 10/96:49 am -
1 stop3h 17m
Sat 10/108:30 am -
1 stop5h 07m
Deal found 10/2![United Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/310:30 am -
1 stop30h 37m
Tue 11/106:30 am -
2 stops27h 28m
Deal found 10/5![Multiple Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/1![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/95:00 am -
Nonstop1h 10m
Sun 10/116:10 pm -
Nonstop1h 17m
Deal found 10/4![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/168:17 am -
Nonstop1h 13m
Tue 10/209:30 pm -
Nonstop1h 05m
Deal found 10/1![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/166:49 am -
1 stop3h 17m
Tue 10/206:15 am -
1 stop3h 39m
Deal found 10/1![United Airlines logo]()
$429
Best flights from Madison to IllinoisDiscover carefully curated flight deals from Madison to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
Discover carefully curated flight deals from Madison to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
This American Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 12/119:43 am -
Nonstop1h 17m
Sun 12/1310:09 pm -
Nonstop1h 10m
Deal found 10/4![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/312:33 pm -
Nonstop1h 22m
Tue 11/103:50 pm -
Nonstop1h 12m
Deal found 10/5![United Airlines logo]()
$289
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:25 pm -
1 stop10h 34m
Sun 10/256:30 am -
2 stops30h 56m
Deal found 10/1![Multiple Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 10/229:53 am -
Nonstop1h 17m
Sun 10/256:59 am -
Nonstop1h 12m
Deal found 10/1![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:00 am -
Nonstop1h 14m
Sun 10/189:40 am -
Nonstop1h 12m
Deal found 10/2![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/1![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/168:17 am -
Nonstop1h 13m
Tue 10/209:30 pm -
Nonstop1h 05m
Deal found 10/1![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/2. 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 10/175:00 am -
Nonstop1h 10m
Wed 10/2112:40 pm -
Nonstop0h 57m
Deal found 10/2![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:00 pm -
Nonstop1h 19m
Thu 11/510:05 pm -
Nonstop1h 02m
Deal found 10/3![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/2910:53 am -
1 stop5h 54m
Sun 11/110:12 am -
1 stop3h 59m
Deal found 10/4![Delta logo]()
$1,163
This Mytrip deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Thu 11/192:40 pm -
2 stops16h 43m
Thu 11/269:09 am -
3 stops28h 32m
Deal found 10/5![Multiple Airlines logo]()
$621
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/166:49 am -
1 stop3h 17m
Tue 10/206:15 am -
1 stop3h 39m
Deal found 10/1![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 10/1. 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.
Thu 10/226:00 am -
1 stop5h 47m
Sun 10/255:31 pm -
1 stop3h 24m
Deal found 10/1![Delta logo]()
$1,163
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/310:53 am -
1 stop5h 54m
Tue 11/1012:30 pm -
1 stop6h 37m
Deal found 10/5![Delta logo]()
$1,183
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 3/2511:00 am -
1 stop5h 50m
Sun 3/285:35 pm -
1 stop5h 20m
Deal found 10/4![Delta logo]()
$1,283
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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.
Sun 11/110:53 am -
1 stop5h 54m
Sun 11/85:31 pm -
1 stop5h 26m
Deal found 10/4![Delta logo]()
$1,373
This Delta deal was found by Cheapflights users on 10/1. 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.
Fri 10/2310:53 am -
1 stop5h 54m
Fri 10/301:27 pm -
1 stop3h 45m
Deal found 10/1![Delta logo]()
$1,428
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/296:30 am -
1 stop5h 20m
Sun 12/65:30 pm -
1 stop3h 59m
Deal found 10/5![Delta logo]()
$1,463
This Delta deal was found by Cheapflights users on 10/3. 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.
Mon 10/197:59 am -
1 stop3h 48m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 10/3![Delta logo]()
$1,469
This Delta deal was found by Cheapflights users on 10/3. 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.
Sun 10/186:00 am -
1 stop5h 47m
Thu 10/229:29 am -
1 stop3h 06m
Deal found 10/3![Delta logo]()
$1,601
This Delta deal was found by Cheapflights users on 10/1. 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 11/2510:59 am -
1 stop5h 40m
Sun 11/299:30 am -
1 stop3h 09m
Deal found 10/1![Delta logo]()
$1,667
Last-minute flights from Madison to IllinoisDiscover last-minute flight deals from Madison to Illinois. Data last updated October 6, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Illinois. Data last updated October 6, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/72:49 pm -
Nonstop1h 10m
Sun 10/112:00 pm -
Nonstop1h 04m
Deal found 10/5![United Airlines logo]()
$430
This United Airlines deal was found by Cheapflights users on 10/2. 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 10/96:49 am -
1 stop3h 17m
Sat 10/108:30 am -
1 stop5h 07m
Deal found 10/2![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/95:00 am -
Nonstop1h 10m
Sun 10/116:10 pm -
Nonstop1h 17m
Deal found 10/4![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Wed 10/142:49 pm -
Nonstop1h 10m
Sun 10/189:30 pm -
Nonstop1h 05m
Deal found 10/2![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:05 pm -
Nonstop1h 25m
Tue 10/2010:00 pm -
Nonstop1h 12m
Deal found 10/1![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/168:17 am -
Nonstop1h 13m
Tue 10/209:30 pm -
Nonstop1h 05m
Deal found 10/1![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/166:49 am -
1 stop3h 17m
Tue 10/206:15 am -
1 stop3h 39m
Deal found 10/1![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:00 am -
Nonstop1h 14m
Mon 10/2611:00 pm -
Nonstop1h 12m
Deal found 10/3![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 10/229:53 am -
Nonstop1h 17m
Sun 10/256:59 am -
Nonstop1h 12m
Deal found 10/1![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 10/2. 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 10/313:00 pm -
Nonstop1h 19m
Sat 11/78:41 am -
Nonstop1h 16m
Deal found 10/2![United Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/310:30 am -
1 stop30h 37m
Tue 11/106:30 am -
2 stops27h 28m
Deal found 10/5![Multiple Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/1![United Airlines logo]()
$379
One-way flights from Madison to IllinoisSearch for one-way flight options from Madison to Illinois. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
Search for one-way flight options from Madison to Illinois. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Tue 11/1010:30 am -
2 stops32h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/66:10 pm -
2 stops37h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 10/3110:38 am -
3 stops23h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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.
Sun 11/112:37 pm -
Nonstop1h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![United Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Wed 12/26:04 pm -
1 stop28h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/310:30 am -
2 stops32h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/56:04 pm -
1 stop28h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/412:10 pm -
3 stops30h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 1/216:00 pm -
2 stops29h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/16:00 pm -
2 stops23h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:38 am -
2 stops13h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/1310:30 am -
2 stops28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$343
Find flight deals from Madison to Illinois
Keep the following information in mind while searching for Madison to Illinois flight deals. Data was last updated October 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (American Airlines) |
One-way from | $165 (Kiwi.com) |
Popular in | April |
Cheapest in | March |
Average price | $440 |
Good round-trip deal | $383 or less |
Good one-way deal | $313 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison 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 October 6, 2026.
Use the filters below to find and compare flights from Madison to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Tue 11/3
10:30 am-6:30 pm
2 stops32h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$193
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Thu 1/21
6:00 pm-11:50 am
3 stops41h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$215
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Fri 1/1
6:40 am-11:53 am
1 stop5h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$230
MadisonChicago
MSN Madison Truax Field - MDW Chicago Midway
MSNMDW
Madison Truax Field
Thu 1/21
6:00 pm-11:46 pm
2 stops29h 46m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$241
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Tue 11/17
5:00 am-6:21 am
Nonstop1h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$258
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 12/5
2:43 pm-4:00 pm
Nonstop1h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 11/30
5:00 am-6:20 am
Nonstop1h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 12/19
3:47 pm-5:05 pm
Nonstop1h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Fri 12/4
7:56 pm-1:56 pm
2 stops18h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$271
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 12/28
8:10 am-9:33 am
Nonstop1h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Madison to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Madison with our price prediction graph.
MSN-ORD
MSN-PIA
MSN-MDW
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 Madison to Illinois
MSN-USIL
MSN-ORD
MSN-PIA
MSN-MDW
What is the cheapest month to book a flight from Madison to Illinois?
Currently, March is the cheapest month in which you can book a flight from Madison to Illinois (average of $239). Flying from Madison to Illinois in April is currently the most expensive (average of $490). 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 MSN to IL?
Find hourly flight availability from Madison 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 October 6, 2026.
When flying from Madison to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 23% versus a flight in the evening.
Weekly flight availability from Madison to Illinois
Explore weekly flight availability from Madison 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 October 6, 2026.
The most flights from MSN to USIL are scheduled on a Sunday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).
What is the cheapest day to fly from Madison to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Madison to Illinois. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their Madison to Illinois flight should consider departing on Saturday mornings when fares are most often at their lowest. Wednesday 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 October 6, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Madison to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
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 Madison 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 Madison to Illinois
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Complete your trip
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Madison and Illinois flights
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Madison to Illinois flights
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Top 2 airlines flying from Madison to Illinois
Discover the top 2 airlines that operate flights from Madison 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 October 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$362 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$345 | FlexibilityNo cancel fee | On-time69% |