$107+ Cheap flights from Illinois to Madison (MSN)
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Madison 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 Illinois to MadisonExplore the most affordable flight options available from Illinois to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
Explore the most affordable flight options available from Illinois to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/169:30 pm -
Nonstop1h 05m
Sun 11/13:49 pm -
Nonstop1h 16m
Deal found 8/18![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:05 pm -
Nonstop1h 19m
Sun 9/138:05 pm -
Nonstop1h 25m
Deal found 8/17![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/211:00 pm -
Nonstop1h 17m
Fri 10/96:10 am -
Nonstop1h 14m
Deal found 8/18![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/3011:00 pm -
Nonstop1h 17m
Wed 10/711:22 am -
Nonstop1h 17m
Deal found 8/16![American Airlines logo]()
$252
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:52 pm -
Nonstop1h 04m
Sun 9/610:43 am -
Nonstop1h 16m
Deal found 8/16![United Airlines logo]()
$264
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/28:50 am -
Nonstop1h 14m
Sun 9/66:30 am -
Nonstop1h 13m
Deal found 8/18![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Sat 9/58:50 am -
Nonstop1h 14m
Mon 11/306:25 am -
Nonstop1h 19m
Deal found 8/16![United Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/16. 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 10/296:50 pm -
1 stop4h 17m
Sun 11/15:00 am -
1 stop3h 55m
Deal found 8/16![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/291:55 pm -
Nonstop1h 04m
Sun 9/64:15 pm -
Nonstop1h 16m
Deal found 8/19![United Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:18 pm -
1 stop6h 59m
Sun 9/275:00 am -
1 stop5h 18m
Deal found 8/17![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:10 am -
Nonstop1h 07m
Sat 8/296:09 am -
Nonstop1h 21m
Deal found 8/17![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/310:53 am -
1 stop4h 06m
Tue 9/85:49 pm -
1 stop4h 11m
Deal found 8/16![United Airlines logo]()
$314
Best flights from Illinois to MadisonDiscover carefully curated flight deals from Illinois to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from Illinois to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Tue 9/1511:17 am -
Nonstop1h 09m
Tue 9/225:00 am -
Nonstop1h 25m
Deal found 8/16![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/159:34 pm -
Nonstop1h 11m
Tue 9/224:06 pm -
Nonstop1h 16m
Deal found 8/18![United Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 9/178:40 am -
Nonstop1h 00m
Wed 9/231:00 pm -
Nonstop1h 19m
Deal found 8/17![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/169:40 am -
Nonstop1h 12m
Sun 11/15:00 am -
Nonstop1h 19m
Deal found 8/19![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/310:35 am -
Nonstop1h 19m
Sat 10/108:10 am -
Nonstop1h 13m
Deal found 8/20![United Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Fri 10/162:00 pm -
Nonstop1h 04m
Sun 11/112:37 pm -
Nonstop1h 22m
Deal found 8/16![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:00 pm -
Nonstop1h 10m
Sun 9/62:35 pm -
Nonstop1h 12m
Deal found 8/17![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Mon 9/145:56 pm -
Nonstop1h 04m
Mon 9/2110:46 am -
Nonstop1h 13m
Deal found 8/17![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:18 pm -
1 stop6h 59m
Sun 9/275:00 am -
1 stop5h 18m
Deal found 8/17![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:52 pm -
Nonstop1h 04m
Sun 9/610:43 am -
Nonstop1h 16m
Deal found 8/16![United Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Fri 9/48:07 pm -
1 stop4h 03m
Mon 9/75:00 am -
1 stop3h 24m
Deal found 8/16![American Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 9/11:55 pm -
Nonstop1h 04m
Sat 9/56:15 pm -
Nonstop1h 17m
Deal found 8/17![United Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:07 pm -
1 stop4h 03m
Sat 9/55:00 am -
1 stop3h 24m
Deal found 8/17![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Fri 11/136:50 pm -
1 stop4h 17m
Mon 11/237:00 pm -
1 stop4h 24m
Deal found 8/16![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/291:55 pm -
Nonstop1h 04m
Sun 9/64:15 pm -
Nonstop1h 16m
Deal found 8/19![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 8/16. 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.
Wed 9/307:13 pm -
1 stop3h 48m
Wed 10/76:00 am -
1 stop5h 47m
Deal found 8/16![Delta logo]()
$1,163
This United Airlines deal was found by Cheapflights users on 8/16. 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 12/246:58 pm -
1 stop4h 01m
Sat 12/267:00 am -
1 stop3h 42m
Deal found 8/16![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/28:00 am -
1 stop5h 37m
Sun 10/46:49 am -
1 stop3h 59m
Deal found 8/20![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Fri 11/63:11 pm -
1 stop4h 55m
Sat 11/147:05 pm -
1 stop5h 04m
Deal found 8/15![American Airlines logo]()
$532
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 9/58:14 am -
1 stop5h 28m
Sun 9/66:30 am -
1 stop3h 24m
Deal found 8/15![United Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:08 am -
1 stop3h 10m
Wed 9/99:40 am -
1 stop4h 40m
Deal found 8/17![American Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/276:50 pm -
1 stop4h 17m
Sat 10/313:00 pm -
1 stop4h 23m
Deal found 8/18![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/186:00 am -
1 stop6h 26m
Fri 9/258:05 pm -
1 stop4h 02m
Deal found 8/19![American Airlines logo]()
$569
This Delta deal was found by Cheapflights users on 8/16. 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 9/159:59 am -
1 stop4h 08m
Tue 9/222:47 pm -
1 stop3h 32m
Deal found 8/16![Delta logo]()
$1,163
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Wed 9/212:59 pm -
1 stop4h 14m
Sun 9/64:15 pm -
1 stop5h 45m
Deal found 8/17![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 8/15. 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 10/2312:27 pm -
1 stop6h 39m
Sun 10/256:00 am -
1 stop5h 47m
Deal found 8/15![Delta logo]()
$1,163
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/47:25 am -
1 stop6h 17m
Tue 9/88:05 am -
1 stop3h 52m
Deal found 8/20![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/37:13 pm -
1 stop3h 21m
Sat 10/1010:53 am -
1 stop5h 54m
Deal found 8/20![Delta logo]()
$1,253
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/237:13 pm -
1 stop3h 48m
Thu 9/2412:00 pm -
1 stop6h 19m
Deal found 8/20![Delta logo]()
$1,253
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/27:25 pm -
1 stop3h 35m
Sun 9/612:10 pm -
1 stop3h 47m
Deal found 8/18![Delta logo]()
$1,269
Last-minute flights from Illinois to MadisonDiscover last-minute flight deals from Illinois to Madison. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Madison. Data last updated August 20, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:10 am -
Nonstop1h 07m
Sat 8/296:09 am -
Nonstop1h 21m
Deal found 8/17![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/291:55 pm -
Nonstop1h 04m
Sun 9/64:15 pm -
Nonstop1h 16m
Deal found 8/19![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 8/315:52 pm -
Nonstop1h 04m
Sun 9/610:43 am -
Nonstop1h 16m
Deal found 8/16![United Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:07 pm -
1 stop4h 03m
Sat 9/55:00 am -
1 stop3h 24m
Deal found 8/17![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/28:50 am -
Nonstop1h 14m
Sun 9/66:30 am -
Nonstop1h 13m
Deal found 8/18![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/310:53 am -
1 stop4h 06m
Tue 9/85:49 pm -
1 stop4h 11m
Deal found 8/16![United Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Sat 9/58:50 am -
Nonstop1h 14m
Mon 11/306:25 am -
Nonstop1h 19m
Deal found 8/16![United Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:05 pm -
Nonstop1h 19m
Sun 9/138:05 pm -
Nonstop1h 25m
Deal found 8/17![American Airlines logo]()
$250
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/1010:45 am -
Nonstop1h 18m
Sun 9/136:30 am -
Nonstop1h 13m
Deal found 8/16![United Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/159:34 pm -
Nonstop1h 11m
Tue 9/224:06 pm -
Nonstop1h 16m
Deal found 8/18![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:18 pm -
1 stop6h 59m
Sun 9/275:00 am -
1 stop5h 18m
Deal found 8/17![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/3011:00 pm -
Nonstop1h 17m
Wed 10/711:22 am -
Nonstop1h 17m
Deal found 8/16![American Airlines logo]()
$252
One-way flights from Illinois to MadisonSearch for one-way flight options from Illinois to Madison. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from Illinois to Madison. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/157:11 am -
2 stops26h 42m
Deal found 8/15![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/208:04 am -
2 stops25h 49m
Deal found 8/19![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:29 pm -
3 stops43h 24m
Deal found 8/18![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/128:10 pm -
1 stop23h 05m
Deal found 8/18![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 10/138:04 am -
2 stops25h 49m
Deal found 8/15![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/32:03 pm -
2 stops19h 50m
Deal found 8/18![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:50 am -
2 stops26h 03m
Deal found 8/16![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/303:50 pm -
1 stop25h 30m
Deal found 8/17![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/172:46 pm -
3 stops43h 07m
Deal found 8/20![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Mon 11/1610:35 am -
2 stops23h 15m
Deal found 8/17![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/187:25 am -
3 stops26h 28m
Deal found 8/18![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/112:29 pm -
3 stops19h 24m
Deal found 8/18![Multiple Airlines logo]()
$158
Find flight deals from Illinois to Madison
Keep the following information in mind while searching for Illinois to Madison flight deals. Data was last updated August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (United Airlines) |
One-way from | $107 (Kiwi.com) |
Popular in | June |
Cheapest in | December |
Average price | $470 |
Good round-trip deal | $470 or less |
Good one-way deal | $281 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Madison 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 August 20, 2026.
Use the filters below to find and compare flights from Illinois to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Tue 9/15
11:17 am-12:26 pm
Nonstop1h 09m
Madison Truax Field
Tue 9/22
5:00 am-6:25 am
Nonstop1h 25m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Tue 9/15
9:34 pm-10:45 pm
Nonstop1h 11m
Madison Truax Field
Tue 9/22
4:06 pm-5:22 pm
Nonstop1h 16m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Thu 9/17
8:40 am-9:40 am
Nonstop1h 00m
Madison Truax Field
Wed 9/23
1:00 pm-2:19 pm
Nonstop1h 19m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Fri 10/16
9:40 am-10:52 am
Nonstop1h 12m
Madison Truax Field
Sun 11/1
5:00 am-6:19 am
Nonstop1h 19m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Sat 10/3
10:35 am-11:54 am
Nonstop1h 19m
Madison Truax Field
Sat 10/10
8:10 am-9:23 am
Nonstop1h 13m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Fri 10/16
2:00 pm-3:04 pm
Nonstop1h 04m
Madison Truax Field
Sun 11/1
12:37 pm-1:59 pm
Nonstop1h 22m
$249
Quickest round-trip
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 9/14
5:56 pm-7:00 pm
Nonstop1h 04m
Madison Truax Field
Mon 9/21
10:46 am-11:59 am
Nonstop1h 13m
$249
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 8/31
5:52 pm-6:56 pm
Nonstop1h 04m
Madison Truax Field
Sun 9/6
10:43 am-11:59 am
Nonstop1h 16m
$264
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Thu 9/3
11:00 pm-12:10 am
Nonstop1h 10m
Madison Truax Field
Sun 9/6
2:35 pm-3:47 pm
Nonstop1h 12m
$279
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Tue 9/1
1:55 pm-2:59 pm
Nonstop1h 04m
Madison Truax Field
Sat 9/5
6:15 pm-7:32 pm
Nonstop1h 17m
$279
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Illinois with our price prediction graph.
ORD-MSN
STL-MSN
MDW-MSN
SPI-MSN
MLI-MSN
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 Illinois to Madison
USIL-MSN
ORD-MSN
STL-MSN
MDW-MSN
SPI-MSN
What is the cheapest month to book a flight from Illinois to Madison?
Currently, December is the cheapest month in which you can book a flight from Illinois to Madison (average of $288). Flying from Illinois to Madison in April is currently the most expensive (average of $539). 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 IL to MSN?
Find hourly flight availability from Illinois to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2026.
When flying from Illinois to Madison, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 18% versus a flight in the afternoon.
Weekly flight availability from Illinois to Madison
Explore weekly flight availability from Illinois to Madison. 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 August 20, 2026.
The most flights from USIL to MSN are scheduled on a Wednesday (46 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (18 on average).
Related info for your journey
Find useful and relevant information for your journey from Illinois to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Illinois to Madison
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Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Madison by cabin class
Find flights from Illinois to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 20, 2026.
Illinois and Madison flights
Browse other Illinois and Madison flight options. Last updated on August 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Illinois to Madison flights
Consider these flights traveling from Illinois to Madison.
Top airline flying from Illinois to Madison
Discover the top airline that operate flights from Illinois to Madison. 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 August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$239 | Average$478 | FlexibilityNo cancel fee | On-time69% |