Airlines operating on route
Below you will find a list of airlines operating flights on the Chicago — Madison route and the starting prices for flights of each specific airline on it.
Starting at $278
Helping travelers to find the best flight offers
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Madison
Below you will find a list of airlines operating flights on the Chicago — Madison route and the starting prices for flights of each specific airline on it.
Starting at $278
A direct flight is the most convenient and comfortable way to fly from Chicago to Madison, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Madison:
Unable to find information about the schedule of direct flights from
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Madison. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
The cheapest one-way flight from Chicago to Madison departs on 06/10/2025, is operated by United Airlines and costs $323
There is no information about the cheapest roundtrip flight from Chicago to Madison
Fastest flight from Chicago to Madison takes 1h 1m
There are direct flights on this route 2 days a week: Tu and Fr
The distance between Chicago and Madison is 198km (123 miles). There are 99 direct flights from Chicago to Madison. Chicago and Madison are in the same time zone. Flights from Chicago begin at 7:00 AM. The latest flight from Chicago departs at 10:19 PM.
We couldn't find any special offers for flights from Chicago to Madison
Chicago — Madison
06/10/2025
Departure date
Direct flight
UA3489
Starting at $389
Chicago — Madison
08/10/2025
Departure date
Direct flight
UA532
Starting at $223
The cheapest flight ticket from Chicago to Madison according to data for the last 48 hours costs $323
Often the best time to buy tickets from Chicago to Madison is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Madison can be found flying in these months: June.
The fastest flights from Chicago to Madison start from 1 hour 1 minute in the air.
The following airlines operate direct flights on the route Chicago — Madison: United Airlines
