$139+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Oct 13 — Oct 201
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 September 13, 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 September 13, 2026.
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/165:00 am -
Nonstop1h 21m
Wed 3/176:54 am -
Nonstop1h 12m
Deal found 9/9![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 12/115:00 am -
Nonstop1h 21m
Sun 12/139:59 pm -
Nonstop1h 13m
Deal found 9/10![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/125:43 pm -
1 stop3h 57m
Sat 11/146:50 pm -
1 stop4h 17m
Deal found 9/10![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/106:39 pm -
1 stop4h 19m
Sat 10/1710:27 am -
1 stop4h 37m
Deal found 9/10![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/239:40 am -
Nonstop1h 15m
Sun 9/278:52 pm -
Nonstop1h 18m
Deal found 9/9![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/206:00 am -
1 stop4h 34m
Sun 11/225:02 am -
1 stop3h 34m
Deal found 9/9![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/1912:56 pm -
Nonstop1h 24m
Sun 9/277:03 am -
Nonstop1h 11m
Deal found 9/9![American Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/206:30 am -
1 stop5h 47m
Sun 11/226:13 am -
1 stop4h 06m
Deal found 9/11![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/216:25 am -
Nonstop1h 19m
Sun 11/2910:05 pm -
Nonstop1h 02m
Deal found 9/11![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/256:00 am -
1 stop4h 31m
Sat 9/265:47 pm -
1 stop4h 47m
Deal found 9/10![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:32 pm -
Nonstop1h 28m
Sun 1/172:00 pm -
Nonstop1h 08m
Deal found 9/9![American Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:49 am -
1 stop5h 24m
Sun 10/48:00 am -
1 stop3h 53m
Deal found 9/13![United Airlines logo]()
$334
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 September 13, 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 September 13, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/84:10 pm -
Nonstop1h 19m
Thu 10/152:00 pm -
Nonstop1h 04m
Deal found 9/10![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/206:30 am -
1 stop5h 47m
Sun 11/226:13 am -
1 stop4h 06m
Deal found 9/10![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/125:43 pm -
1 stop3h 57m
Sat 11/146:50 pm -
1 stop4h 17m
Deal found 9/10![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/256:49 am -
Nonstop1h 11m
Sun 9/272:00 pm -
Nonstop1h 04m
Deal found 9/10![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/256:00 am -
1 stop4h 31m
Sat 9/265:47 pm -
1 stop4h 47m
Deal found 9/10![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/256:25 am -
Nonstop1h 19m
Sun 11/2910:05 pm -
Nonstop1h 02m
Deal found 9/10![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/235:49 pm -
Nonstop1h 16m
Sun 9/2712:40 pm -
Nonstop0h 57m
Deal found 9/11![United Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:42 am -
1 stop4h 06m
Sun 10/188:00 am -
1 stop5h 37m
Deal found 9/12![United Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/264:10 pm -
Nonstop1h 19m
Wed 9/308:45 am -
Nonstop1h 09m
Deal found 9/9![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/306:25 am -
1 stop4h 07m
Sat 10/316:50 pm -
1 stop4h 17m
Deal found 9/8![United Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/18:17 am -
1 stop3h 56m
Mon 10/53:11 pm -
1 stop4h 16m
Deal found 9/9![United Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 1/122:49 pm -
Nonstop1h 21m
Wed 2/1010:31 am -
Nonstop1h 16m
Deal found 9/8![United Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 1/153:09 pm -
1 stop18h 35m
Sat 1/1612:53 pm -
Nonstop1h 12m
Deal found 9/8![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 1/156:15 am -
1 stop5h 36m
Sat 1/169:55 am -
1 stop4h 00m
Deal found 9/8![Delta logo]()
$1,143
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/135:45 pm -
1 stop17h 34m
Sun 11/157:59 pm -
Nonstop1h 06m
Deal found 9/10![United Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/176:32 am -
1 stop5h 27m
Wed 3/179:55 am -
1 stop4h 00m
Deal found 9/9![Delta logo]()
$1,143
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/176:32 am -
1 stop5h 27m
Sun 1/175:35 pm -
1 stop5h 20m
Deal found 9/9![Delta logo]()
$1,143
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/246:00 am -
1 stop5h 47m
Mon 10/2610:12 am -
1 stop3h 59m
Deal found 9/10![Delta logo]()
$1,143
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop5h 47m
Sat 10/175:31 pm -
1 stop3h 52m
Deal found 9/12![Delta logo]()
$1,183
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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
Sun 10/255:31 pm -
1 stop5h 26m
Deal found 9/11![Delta logo]()
$1,183
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/116:00 am -
1 stop5h 47m
Sat 10/1710:12 am -
1 stop3h 59m
Deal found 9/11![Delta logo]()
$1,183
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/96:00 am -
1 stop5h 47m
Fri 10/1610:03 am -
1 stop4h 08m
Deal found 9/11![Delta logo]()
$1,183
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/309:02 am -
1 stop4h 18m
Thu 10/19:59 am -
1 stop4h 08m
Deal found 9/10![Delta logo]()
$1,368
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:59 am -
1 stop6h 25m
Tue 12/296:20 pm -
1 stop3h 48m
Deal found 9/12![Delta logo]()
$1,383
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/2512:00 pm -
1 stop6h 19m
Tue 9/297:13 pm -
1 stop3h 48m
Deal found 9/10![Delta logo]()
$1,405
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/232:47 pm -
1 stop3h 32m
Sun 9/272:00 pm -
1 stop3h 57m
Deal found 9/9![Delta logo]()
$1,405
Last-minute flights from Madison to IllinoisDiscover last-minute flight deals from Madison to Illinois. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Illinois. Data last updated September 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/1912:56 pm -
Nonstop1h 24m
Sun 9/277:03 am -
Nonstop1h 11m
Deal found 9/9![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/239:40 am -
Nonstop1h 15m
Sun 9/278:52 pm -
Nonstop1h 18m
Deal found 9/9![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:30 am -
Nonstop1h 13m
Sun 9/272:00 pm -
Nonstop1h 04m
Deal found 9/12![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/256:00 am -
1 stop4h 31m
Sat 9/265:47 pm -
1 stop4h 47m
Deal found 9/10![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/264:10 pm -
Nonstop1h 19m
Wed 9/308:45 am -
Nonstop1h 09m
Deal found 9/9![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:49 am -
1 stop5h 24m
Sun 10/48:00 am -
1 stop3h 53m
Deal found 9/13![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:00 am -
Nonstop1h 25m
Fri 10/166:59 am -
Nonstop1h 12m
Deal found 9/12![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/106:39 pm -
1 stop4h 19m
Sat 10/1710:27 am -
1 stop4h 37m
Deal found 9/10![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/156:10 am -
1 stop4h 40m
Mon 10/195:00 am -
1 stop5h 52m
Deal found 9/11![American Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:42 am -
1 stop4h 06m
Sun 10/188:00 am -
1 stop5h 37m
Deal found 9/12![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/205:00 am -
Nonstop1h 14m
Sat 10/249:40 am -
Nonstop1h 12m
Deal found 9/10![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/216:35 pm -
Nonstop1h 20m
Sun 10/257:59 pm -
Nonstop1h 06m
Deal found 9/9![United Airlines logo]()
$339
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 September 13, 2026.
Search for one-way flight options from Madison to Illinois. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 12/910:38 am -
1 stop23h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 stops26h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:38 am -
2 stops28h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$176
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/107:05 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:38 am -
2 stops13h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1210:38 am -
1 stop23h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/710:38 am -
2 stops28h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 pm -
2 stops23h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$225
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/226:49 am -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/186:00 pm -
3 stops44h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 stops37h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$230
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/273:29 pm -
1 stop4h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$238
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 September 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (American Airlines) |
One-way from | $139 (Kiwi.com) |
Popular in | April |
Cheapest in | November |
Average price | $209 |
Good round-trip deal | $366 or less |
Good one-way deal | $297 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 September 13, 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
MadisonSt. Louis
MSN Madison Truax Field - STL Lambert-St Louis
MSNSTL
Madison Truax Field
Thu 10/22
6:00 pm-5:40 pm
2 stops23h 40m
Lambert-St Louis
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$225
MadisonSt. Louis
MSN Madison Truax Field - STL Lambert-St Louis
MSNSTL
Madison Truax Field
Thu 10/22
6:49 am-12:13 pm
1 stop5h 24m
Lambert-St Louis
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$228
MadisonSt. Louis
MSN Madison Truax Field - STL Lambert-St Louis
MSNSTL
Madison Truax Field
Fri 10/23
2:49 pm-7:41 pm
1 stop4h 52m
Lambert-St Louis
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$228
MadisonSt. Louis
MSN Madison Truax Field - STL Lambert-St Louis
MSNSTL
Madison Truax Field
Fri 11/27
3:29 pm-7:50 pm
1 stop4h 21m
Lambert-St Louis
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$238
MadisonChicago
MSN Madison Truax Field - MDW Chicago Midway
MSNMDW
Madison Truax Field
Sat 10/17
10:38 am-11:43 pm
2 stops13h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$251
MadisonSt. Louis
MSN Madison Truax Field - STL Lambert-St Louis
MSNSTL
Madison Truax Field
Thu 10/1
10:30 am-3:43 pm
1 stop5h 13m
Lambert-St Louis
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$263
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 11/9
7:49 pm-11:48 am
1 stop15h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Wed 11/11
2:30 pm-9:33 pm
1 stop7h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 12/7
2:50 pm-9:04 am
1 stop18h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 10/10
7:59 am-9:27 pm
1 stop13h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
Showing 1-10 of 56 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-STL
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-STL
MSN-MDW
What is the cheapest month to book a flight from Madison to Illinois?
Currently, October is the cheapest month in which you can book a flight from Madison to Illinois (average of $182). 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 September 13, 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 26% 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 September 13, 2026.
The most flights from MSN to USIL are scheduled on a Friday (50 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (30 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 September 12, 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 September 13, 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
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
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 September 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$259 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$345 | FlexibilityNo cancel fee | On-time69% |