Cheap flights from Madison to Chicago (MSN - CHI)

Flight FAQs

From Madison to Chicago

What airport do you fly from for flights from Madison to Chicago?

For a flight from Madison to Chicago, you will be flying from Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city. Truax Field is the only Madison airport and it handles 13 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Madison Truax Field on a regular basis.

Which airlines flying from Madison Truax Field to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Madison Truax Field to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Bus are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Madison to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Madison to Chicago for under $100. The cheapest flight booked recently is on United Airlines for just $78, but on average you can expect to pay $196.

Are there nonstop flights from Madison to Chicago for under $100 on Cheapflights?

Cheapflights has at least 13 direct flights from Madison to Chicago under $100. A good price for a nonstop flight from Madison to Chicago is less than $260.

Are there last-minute flights available from Madison to Chicago for under $300?

There are currently 17+ open flights from Madison to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Madison to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Monday, Wednesday, Thursday, Friday, Saturday.

How many flights depart from Madison to Chicago on average per day?

On average, you can expect to see 33 flights from Madison to Chicago a day.
Early Morning (Midnight to 6am) - 30% of flight departures
Morning (6am - Noon) - 36% of flight departures
Afternoon (Noon - 6pm) - 33% of flight departures

How long is the flight from Madison to Chicago?

There are many flights that can get you from Madison to Chicago in 1h. Fly via United Airlines or American Airlines to get the fastest option. Airlines will cover a distance of 109 mi. All flights are typically nonstop.

What are the cheapest airlines flying from Madison to Chicago round-trip?

According to our current data, United Airlines ($78), and American Airlines ($218) offers the cheapest pricing from Madison to Chicago. United Airlines is priced at 64% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Madison to Chicago one-way?

One-way options have recently been found by users for as low as $39 on United Airlines. Other airlines that offer cheap prices include American Airlines from $49 and Frontier from $275 one-way.

What are the most popular airlines that fly from Madison to Chicago?

Train, Bus and American Airlines are the most popular airlines when flying from Madison to Chicago.

What are the cheapest flights from Madison to Chicago?

Looking for the cheapest flight from Madison to Chicago? While on average our users pay $216, our data indicates the cheapest price to be $24. The most popular route (Madison Truax Field - Chicago O'Hare Intl), is priced around $180.

What are the most reliable airlines from Madison to Chicago?

No one likes to see their flight delayed. When booking a flight from Madison to Chicago consider choosing Republic Airways (100%), Iberia (94%) or GoJet (92%) as they are the most reliable in getting you off to your destination on time.