$128+ Cheap flights from Illinois to Madison (MSN)
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Oct 19 — Oct 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 September 19, 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 September 19, 2026.
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 10/811:00 pm -
Nonstop1h 12m
Sun 10/115:00 am -
Nonstop1h 14m
Deal found 9/15![American Airlines logo]()
$288
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/162:00 pm -
Nonstop1h 04m
Fri 10/232:49 pm -
Nonstop1h 11m
Deal found 9/18![United Airlines logo]()
$289
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.
Sat 10/39:30 pm -
Nonstop1h 05m
Tue 10/66:49 am -
Nonstop1h 11m
Deal found 9/14![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Thu 11/56:00 am -
1 stop4h 46m
Sat 11/76:02 am -
1 stop4h 48m
Deal found 9/18![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 11/136:50 pm -
1 stop4h 17m
Sun 11/156:25 am -
1 stop4h 07m
Deal found 9/19![United Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/19. 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 12/116:00 am -
1 stop4h 46m
Sun 12/1311:16 am -
1 stop5h 27m
Deal found 9/19![American Airlines logo]()
$319
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 10/12:00 pm -
Nonstop1h 04m
Mon 10/54:10 pm -
Nonstop1h 19m
Deal found 9/16![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 10/17:03 am -
Nonstop1h 11m
Sun 10/48:05 pm -
Nonstop1h 25m
Deal found 9/19![American Airlines logo]()
$334
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:18 pm -
1 stop6h 59m
Sun 10/48:05 pm -
1 stop4h 22m
Deal found 9/14![American Airlines logo]()
$349
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.
Tue 10/138:04 am -
2 stops25h 54m
Tue 10/2010:30 am -
1 stop21h 21m
Deal found 9/14![Multiple Airlines logo]()
$354
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:00 pm -
Nonstop1h 04m
Sun 10/118:17 am -
Nonstop1h 13m
Deal found 9/17![United Airlines logo]()
$358
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 11/115:54 pm -
Nonstop1h 13m
Sat 11/148:15 am -
Nonstop1h 16m
Deal found 9/15![United Airlines logo]()
$359
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 September 19, 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 September 19, 2026.
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/162:00 pm -
Nonstop1h 04m
Fri 10/232:49 pm -
Nonstop1h 11m
Deal found 9/18![United Airlines logo]()
$289
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.
Fri 10/2310:00 pm -
Nonstop1h 12m
Sun 10/255:00 am -
Nonstop1h 14m
Deal found 9/16![American Airlines logo]()
$289
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.
Sat 10/34:35 pm -
2 stops26h 40m
Tue 10/62:45 pm -
1 stop8h 14m
Deal found 9/14![Multiple Airlines logo]()
$489
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 10/132:00 pm -
Nonstop1h 04m
Tue 10/206:49 am -
Nonstop1h 11m
Deal found 9/15![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Thu 11/56:00 am -
1 stop4h 46m
Sat 11/76:02 am -
1 stop4h 48m
Deal found 9/18![American Airlines logo]()
$309
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.
Sat 10/39:30 pm -
Nonstop1h 05m
Tue 10/66:49 am -
Nonstop1h 11m
Deal found 9/14![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 9/19. 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 12/116:00 am -
1 stop4h 46m
Sun 12/1311:16 am -
1 stop5h 27m
Deal found 9/19![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 11/136:50 pm -
1 stop4h 17m
Sun 11/156:25 am -
1 stop4h 07m
Deal found 9/19![United Airlines logo]()
$314
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:40 pm -
Nonstop0h 57m
Sat 10/36:39 pm -
Nonstop1h 21m
Deal found 9/17![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 10/27:52 pm -
Nonstop1h 08m
Tue 10/65:00 am -
Nonstop1h 10m
Deal found 9/19![United Airlines logo]()
$334
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:29 pm -
2 stops19h 29m
Sun 10/116:00 pm -
1 stop29h 13m
Deal found 9/16![Multiple Airlines logo]()
$509
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.
Wed 10/147:29 am -
1 stop3h 23m
Fri 10/166:10 am -
1 stop4h 40m
Deal found 9/15![American Airlines logo]()
$475
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.
Wed 11/1110:42 am -
Nonstop1h 13m
Sat 11/143:52 pm -
Nonstop1h 13m
Deal found 9/16![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/18. 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.
Fri 10/1612:27 pm -
1 stop6h 39m
Fri 10/236:00 am -
1 stop5h 47m
Deal found 9/18![Delta logo]()
$1,183
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.
Fri 10/25:36 pm -
1 stop4h 59m
Sat 10/106:39 pm -
1 stop4h 19m
Deal found 9/16![United Airlines logo]()
$361
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 10/155:00 am -
1 stop3h 11m
Thu 10/227:05 pm -
1 stop4h 54m
Deal found 9/15![American Airlines logo]()
$553
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 11/36:50 pm -
1 stop4h 17m
Sat 11/78:15 am -
1 stop6h 19m
Deal found 9/15![United Airlines logo]()
$384
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:51 pm -
1 stop3h 33m
Wed 10/79:53 am -
1 stop4h 36m
Deal found 9/17![American Airlines logo]()
$575
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 10/110:27 am -
1 stop4h 37m
Mon 10/56:35 pm -
1 stop4h 24m
Deal found 9/19![United Airlines logo]()
$399
This United Airlines 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 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
Tue 10/62:49 pm -
1 stop4h 52m
Deal found 9/17![United Airlines logo]()
$469
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.
Fri 10/235:31 pm -
1 stop3h 24m
Sun 10/256:00 am -
1 stop5h 47m
Deal found 9/16![Delta logo]()
$1,183
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.
Wed 10/145:31 pm -
1 stop3h 24m
Thu 10/226:00 am -
1 stop5h 47m
Deal found 9/16![Delta logo]()
$1,183
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 10/288:45 am -
Nonstop1h 16m
Sat 10/316:00 am -
1 stop11h 19m
Deal found 9/15![United Airlines logo]()
$505
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.
Sat 10/245:00 am -
1 stop18h 30m
Fri 10/306:25 am -
Nonstop1h 19m
Deal found 9/14![United Airlines logo]()
$505
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.
Thu 10/810:12 am -
1 stop3h 59m
Sun 10/117:59 am -
1 stop3h 48m
Deal found 9/15![Delta logo]()
$1,333
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:27 pm -
1 stop6h 39m
Mon 10/196:00 am -
1 stop5h 47m
Deal found 9/19![Delta logo]()
$1,343
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.
Fri 10/27:13 pm -
1 stop3h 48m
Tue 10/66:00 am -
1 stop5h 47m
Deal found 9/16![Delta logo]()
$1,343
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.
Sun 10/185:31 pm -
1 stop3h 24m
Wed 10/2110:53 am -
1 stop5h 54m
Deal found 9/17![Delta logo]()
$1,343
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 9/302:00 pm -
1 stop3h 57m
Sun 10/41:21 pm -
1 stop5h 12m
Deal found 9/15![Delta logo]()
$1,468
Last-minute flights from Illinois to MadisonDiscover last-minute flight deals from Illinois to Madison. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Madison. Data last updated September 19, 2026 and is based on user searches.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am -
1 stop5h 37m
Tue 9/298:10 am -
1 stop4h 03m
Deal found 9/17![United Airlines logo]()
$389
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:18 pm -
1 stop6h 59m
Sun 10/48:05 pm -
1 stop4h 22m
Deal found 9/14![American Airlines logo]()
$349
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:40 pm -
Nonstop0h 57m
Sat 10/36:39 pm -
Nonstop1h 21m
Deal found 9/17![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 10/17:03 am -
Nonstop1h 11m
Sun 10/48:05 pm -
Nonstop1h 25m
Deal found 9/19![American Airlines logo]()
$334
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.
Fri 10/25:36 pm -
1 stop4h 59m
Sat 10/106:39 pm -
1 stop4h 19m
Deal found 9/16![United Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/27:03 am -
Nonstop1h 11m
Thu 2/253:28 pm -
Nonstop1h 16m
Deal found 9/18![American Airlines logo]()
$394
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.
Sat 10/39:30 pm -
Nonstop1h 05m
Tue 10/66:49 am -
Nonstop1h 11m
Deal found 9/14![United Airlines logo]()
$304
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 10/810:00 pm -
Nonstop1h 12m
Sun 10/1111:57 am -
Nonstop1h 17m
Deal found 9/15![American Airlines logo]()
$288
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:00 pm -
Nonstop1h 04m
Sun 10/118:17 am -
Nonstop1h 13m
Deal found 9/17![United Airlines logo]()
$358
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.
Tue 10/138:04 am -
2 stops25h 54m
Tue 10/2010:30 am -
1 stop21h 21m
Deal found 9/14![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/162:00 pm -
Nonstop1h 04m
Fri 10/232:49 pm -
Nonstop1h 11m
Deal found 9/18![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/19. 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 10/165:27 pm -
1 stop6h 45m
Mon 10/267:05 pm -
1 stop5h 14m
Deal found 9/19![American Airlines logo]()
$397
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 September 19, 2026.
Search for one-way flight options from Illinois to Madison. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines 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.
Fri 10/308:00 am -
2 stops25h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$131
This Kiwi.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 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 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$140
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/52:29 pm -
2 stops23h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$154
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 11/177:15 am -
2 stops26h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$163
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 12/162:31 pm -
1 stop26h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$168
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
2 stops35h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$170
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:06 pm -
3 stops44h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$172
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.
Mon 11/169:51 am -
1 stop23h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$173
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:42 pm -
2 stops39h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$203
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.
Fri 10/306:16 am -
3 stops27h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$221
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.
Fri 10/26:25 am -
3 stops27h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$229
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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $288 (American Airlines) |
One-way from | $128 (Kiwi.com) |
Popular in | June |
Cheapest in | December |
Good round-trip deal | $399 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 September 19, 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
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Mon 10/5
2:29 pm-2:05 pm
2 stops23h 36m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 10/19
8:11 pm-9:50 am
1 stop13h 39m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$219
ChicagoMadison
MDW Chicago Midway - MSN Madison Truax Field
MDWMSN
Chicago Midway
Fri 10/2
6:25 am-9:58 am
3 stops27h 33m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Fri 11/13
6:50 pm-11:07 pm
1 stop4h 17m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$233
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Sun 11/1
6:50 pm-11:07 pm
1 stop4h 17m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$233
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Fri 10/9
7:29 am-10:52 am
1 stop3h 23m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Mon 10/5
7:29 am-10:52 am
1 stop3h 23m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Sat 10/10
11:35 am-3:04 pm
1 stop3h 29m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Thu 10/15
5:00 am-10:52 am
1 stop5h 52m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
St. LouisMadison
STL Lambert-St Louis - MSN Madison Truax Field
STLMSN
Lambert-St Louis
Sun 10/18
8:00 am-1:37 pm
1 stop5h 37m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
Showing 1-10 of 59 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
MLI-MSN
STL-MSN
MDW-MSN
BMI-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
MLI-MSN
STL-MSN
MDW-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 September 19, 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 21% versus a flight in the morning.
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 September 19, 2026.
The most flights from USIL to MSN are scheduled on a Friday (48 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (23 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 September 19, 2026.
Illinois and Madison flights
Browse other Illinois and Madison flight options. Last updated on September 19, 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 September 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$292 | Average$478 | FlexibilityNo cancel fee | On-time69% |