Cheap flights from Madison to Illinois from $133

The cheapest month to fly to Illinois from Madison is in October. Flight prices, which tend to average around $199, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $239.

The cheapest day to depart from Madison to Illinois is on a Saturday when prices can be found for as low as $401. Flights from Madison to Illinois on a Monday will generally be more expensive and average around $612. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Madison to Illinois during this time can be as low as $432. Flights in the evening are often more expensive with an average ticket price of $572.

Fly from Madison Truax Field to Chicago O'Hare Intl for the best Madison Truax Field - Illinois flight prices

There are 4 cabin classes available to choose from on Madison to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Madison to Illinois.

The number of flights available between Madison and Illinois is 23 per day as of August 2026. The most frequent departure time is 5:00PM, with 49% of daily flights leaving in the afternoon.

As of August 2026, 164 flights take off from Madison and land in Illinois each week. The most common flight departure day for this route is Tue, with 27% of weekly flights taking off on this day.