Cheap flights from Madison to Chicago (MSN - CHI)

Flight FAQs

From Madison to Chicago

Are flight prices decreasing from Madison to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Madison and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

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.

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 25 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Madison Truax Field on a regular basis.

Can I find flights from Madison to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Madison to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $268, but on average you can expect to pay $328.

Are there nonstop flights from Madison to Chicago for under $300 on Cheapflights?

Cheapflights has at least 10 direct flights from Madison to Chicago under $300. A good price for a nonstop flight from Madison to Chicago is less than $395.

Are there last-minute flights available from Madison to Chicago for under $400?

There are currently 20+ open flights from Madison to Chicago within the next 7 days for less than $400.

Is Madison weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 84 °F range in July. The weather in Chicago is generally the same as Madison's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Madison to Chicago?

Departing from Madison to Chicago will take you 58m. All flights are typically nonstop.

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

American Airlines, at $268, was found to be the cheapest airline from Madison to Chicago.Alternate airlines to your destination round-trip include Major Airline and Delta.

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

$188 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $227 and $238, respectively.