$157+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Madison with Cheapflights
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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 October 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 October 19, 2026.
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/257:20 am -
Nonstop1h 16m
Mon 11/308:41 pm -
Nonstop1h 14m
Deal found 10/15![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/2710:00 pm -
Nonstop1h 16m
Fri 12/47:10 pm -
Nonstop1h 20m
Deal found 10/17![American Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/65:15 pm -
Nonstop1h 06m
Mon 11/97:09 pm -
Nonstop1h 21m
Deal found 10/18![American Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/3010:05 pm -
Nonstop1h 02m
Tue 11/38:15 am -
Nonstop1h 16m
Deal found 10/15![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/16. 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 10/2311:00 pm -
Nonstop1h 12m
Fri 10/306:10 am -
Nonstop1h 14m
Deal found 10/16![American Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/237:52 pm -
Nonstop1h 08m
Tue 10/278:15 am -
Nonstop1h 16m
Deal found 10/16![United Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/115:54 pm -
Nonstop1h 13m
Sat 11/148:15 am -
Nonstop1h 16m
Deal found 10/18![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/15. 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 10/169:40 am -
Nonstop1h 12m
Fri 11/67:09 pm -
Nonstop1h 21m
Deal found 10/15![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 10/16. 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 10/165:16 pm -
Nonstop1h 19m
Sun 11/17:19 am -
Nonstop1h 31m
Deal found 10/16![American Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 10/15. 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
Tue 11/310:30 am -
1 stop30h 37m
Deal found 10/15![Multiple Airlines logo]()
$442
This KAYAK deal was found by Cheapflights users on 10/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:25 pm -
Nonstop1h 16m
Wed 11/187:09 pm -
Nonstop1h 21m
Deal found 10/15![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/36:05 am -
1 stop4h 50m
Sat 11/77:09 pm -
1 stop5h 01m
Deal found 10/19![American Airlines logo]()
$497
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 October 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 October 19, 2026.
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Sun 11/158:44 am -
Nonstop1h 16m
Sun 11/226:25 am -
Nonstop1h 19m
Deal found 10/18![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/14. 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 11/2511:00 pm -
Nonstop1h 16m
Mon 11/307:06 pm -
Nonstop1h 19m
Deal found 10/14![American Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 10/15. 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
Tue 11/310:30 am -
1 stop30h 37m
Deal found 10/15![Multiple Airlines logo]()
$442
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/164:40 pm -
Nonstop1h 14m
Mon 11/2312:30 pm -
Nonstop1h 19m
Deal found 10/18![United Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/3010:05 pm -
Nonstop1h 02m
Tue 11/38:15 am -
Nonstop1h 16m
Deal found 10/15![United Airlines logo]()
$339
This KAYAK deal was found by Cheapflights users on 10/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:25 pm -
Nonstop1h 16m
Wed 11/187:09 pm -
Nonstop1h 21m
Deal found 10/15![American Airlines logo]()
$467
This United Airlines deal was found by Cheapflights users on 10/15. 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 11/1110:42 am -
Nonstop1h 13m
Sat 11/143:52 pm -
Nonstop1h 13m
Deal found 10/15![United Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Fri 12/114:08 pm -
2 stops17h 50m
Sun 12/136:10 pm -
1 stop15h 08m
Deal found 10/17![Multiple Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/36:05 am -
1 stop4h 50m
Sat 11/77:09 pm -
1 stop5h 01m
Deal found 10/19![American Airlines logo]()
$497
This KAYAK deal was found by Cheapflights users on 10/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:41 am -
1 stop4h 58m
Wed 11/45:47 pm -
1 stop6h 12m
Deal found 10/18![American Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/311:55 pm -
Nonstop1h 12m
Wed 11/43:52 pm -
Nonstop1h 13m
Deal found 10/16![United Airlines logo]()
$539
Last-minute flights from Illinois to MadisonDiscover last-minute flight deals from Illinois to Madison. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Madison. Data last updated October 19, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/16. 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 10/2311:00 pm -
Nonstop1h 12m
Fri 10/306:10 am -
Nonstop1h 14m
Deal found 10/16![American Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/237:52 pm -
Nonstop1h 08m
Tue 10/278:15 am -
Nonstop1h 16m
Deal found 10/16![United Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/3010:05 pm -
Nonstop1h 02m
Tue 11/38:15 am -
Nonstop1h 16m
Deal found 10/15![United Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 10/15. 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
Tue 11/310:30 am -
1 stop30h 37m
Deal found 10/15![Multiple Airlines logo]()
$442
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/36:05 am -
1 stop4h 50m
Sat 11/77:09 pm -
1 stop5h 01m
Deal found 10/19![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/65:15 pm -
Nonstop1h 06m
Mon 11/97:09 pm -
Nonstop1h 21m
Deal found 10/18![American Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/115:54 pm -
Nonstop1h 13m
Sat 11/148:15 am -
Nonstop1h 16m
Deal found 10/18![United Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 pm -
2 stops38h 08m
Thu 11/196:00 pm -
1 stop30h 43m
Deal found 10/15![Multiple Airlines logo]()
$494
This KAYAK deal was found by Cheapflights users on 10/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:25 pm -
Nonstop1h 16m
Wed 11/187:09 pm -
Nonstop1h 21m
Deal found 10/15![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/257:20 am -
Nonstop1h 16m
Mon 11/308:41 pm -
Nonstop1h 14m
Deal found 10/15![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/2710:00 pm -
Nonstop1h 16m
Fri 12/47:10 pm -
Nonstop1h 20m
Deal found 10/17![American Airlines logo]()
$311
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 October 19, 2026.
Search for one-way flight options from Illinois to Madison. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 10/15![Multiple Airlines logo]()
$157
This Trip.com deal was found by Cheapflights users on 10/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/165:34 pm -
1 stop24h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/610:19 am -
2 stops23h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/27:55 am -
2 stops50h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 11/97:50 pm -
2 stops38h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/36:30 am -
2 stops27h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 11/167:50 pm -
3 stops38h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$234
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/910:05 pm -
Nonstop1h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![United Airlines logo]()
$269
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 October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (American Airlines) |
One-way from | $157 (Kiwi.com) |
Popular in | June |
Cheapest in | December |
Average price | $289 |
Good round-trip deal | $485 or less |
Good one-way deal | $334 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 October 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
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Sat 1/16
5:34 pm-5:40 pm
1 stop24h 06m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$199
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 11/2
7:55 am-9:58 am
2 stops50h 03m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$208
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 11/9
7:50 pm-9:58 am
2 stops38h 08m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$211
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 11/16
7:50 pm-9:58 am
3 stops38h 08m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 11/16
10:42 am-11:55 am
Nonstop1h 13m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Fri 12/11
1:45 pm-2:50 pm
Nonstop1h 05m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
Quickest round-trip
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Mon 11/9
10:05 pm-11:07 pm
Nonstop1h 02m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Thu 10/29
10:05 pm-11:07 pm
Nonstop1h 02m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Fri 11/6
10:19 am-4:18 pm
3 stops29h 59m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$283
ChicagoMadison
ORD Chicago O'Hare Intl - MSN Madison Truax Field
ORDMSN
Chicago O'Hare Intl
Sun 11/15
8:44 am-10:00 am
Nonstop1h 16m
Madison Truax Field
Sun 11/22
6:25 am-7:44 am
Nonstop1h 19m
$309
Showing 1-10 of 20 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
SPI-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
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 September is currently the most expensive (average of $562). 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 October 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 24% 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 October 19, 2026.
The most flights from USIL to MSN are scheduled on a Wednesday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (24 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
Toggle through the tabs below to find thousands of 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.
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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 October 19, 2026.
Illinois and Madison flights
Browse other Illinois and Madison flight options. Last updated on October 19, 2026.
Popular flight searches
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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 October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$292 | Average$478 | FlexibilityNo cancel fee | On-time69% |