Cheap flights from Chicago to Madison from $179
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Madison departing on 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Madison
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United Airlines flights from Chicago to Madison
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How to get the cheapest flight ticket from Chicago to Madison
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Madison?
The cheapest day to depart from Chicago to Madison is on a Friday when prices can be found for as low as $219. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Wednesday is $467.
What is the cheapest time of day to depart on your flight to Madison?
According to our data, the cheapest time of day to fly to Madison is at noon. momondo users have found flights departing from Chicago to Madison at noon for as low as $246. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the morning when prices are around $334.
What is the cheapest Chicago to Madison Truax Field flight route?
Fly from Chicago O'Hare Intl to Madison Truax Field for the best Chicago - Madison Truax Field flight prices
What cabin class options are available on Chicago to Madison Truax Field flights?
There are 4 cabin classes available to choose from on Chicago to Madison Truax Field flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Madison Truax Field?
American Airlines, United Airlines, and Frontier are the most popular carriers operating from Chicago to Madison Truax Field
What airlines fly to Madison?
United Airlines, American Airlines and Denver Air Connection are the top three most popular airlines that fly to Madison from Chicago according to our data. United Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Madison. Keep in mind that there are 3 different airlines that fly to Madison on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Madison on average per day?
As of June 2025, there are 33 flights per day flying from Chicago to Madison. The most common time of day flights depart is 6:00PM, with 37% of flights taking off in the afternoon.
How many flights depart from Chicago to Madison on average per week?
As of June 2025, there are 236 flights per week flying from Chicago to Madison. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.
When to book flights from Chicago to Madison
Cheap Chicago to Madison (CHI to MSN) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Madison
How far is Chicago to Madison Truax Field by plane?
Chicago and Madison Truax Field are 122.4 mi apart from one another. Typically, this will take 1h 00m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Madison Truax Field Airport?
Prices for flights from Chicago to Madison Truax Field Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Madison Truax Field Airport?
As of June 2025, there is 1 operator available to choose from for flights from Chicago to Madison Truax Field Airport.
How old do you have to be to fly from Chicago to Madison Truax Field Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Madison Truax Field Airport.
What documentation or ID do you need to fly to Madison Truax Field Airport?
The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Madison?
Based on momondo bookings for flights between Chicago and Madison, the leading plane model is Embraer 170, making up 22.92% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 16.67%, Canadair (Bombardier) Regional Jet CRJ-550 with 15.62%, and Embraer ERJ-145 with 10.42%.
What is the most popular airline from Chicago to Madison?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Madison is United Airlines (100% of total bookings).
Best airlines flying from Chicago to Madison
Compare and see reviews for airlines that fly from Chicago to Madison with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $179 | Free Cancellation | Rating 7.4 8,801 reviews |
United Airlines Flights From Chicago to Madison
Across 31 United Airlines flights from Chicago to Madison this week, the average price was $283, with the best United Airlines deals starting from $179 round-trip. 8,801 users have rated United Airlines on momondo, with an average score of 7.4/10.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Madison?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Madison. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Madison with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Madison flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Madison?
momondo helps you find the best flight between Chicago and Madison by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Madison right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Madison flights. All you need is a valid email address and we will do the rest; it is that quick and easy.