Skip to main content
Beginning of main content

Cheap Flights from Chicago to Madison $617.6

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheapest Flights from Chicago to Madison (MDW to MSN)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to Madison (MDW to MSN)

Question : What is the cheapest round-trip ticket you can get to Madison?
Answer : Delta Air Lines is your best bet for finding that coveted low fare. They're offering fares as low as $588, while prices for other flights are as high as $1,019.

Question : Which airline has been on schedule to Dane County Regional Airport (MSN) from Chicago Midway International Airport (MDW) the most?
Answer : The current leader is IFL Group with a 100% on-time rate. Don't spend more time waiting in an airport than you have to and stick with IFL Group on this route. Hopefully they keep that perfect record alive.

Question : What are the chances this flight will be delayed?
Answer : This particular route gets passengers to Dane County Regional Airport on time 44% of the time, which puts it in the bottom 50% of the world. If a flight is delayed, expect an average of 19 minutes added to your flight time.

Question : In terms of overall promptness, how does MDW to MSN rank compared to the rest of the world?
Answer : MDW to MSN currently scores 2 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 2 stars, you should feel rather worried about getting to Madison on time.

Question : Is there an alternative to Chicago Midway International Airport (MDW) for getting you to Madison?
Answer : Departing from Chicago Midway International Airport is not the only way to get to Dane County Regional Airport. Try looking for flights from O'Hare International Airport (ORD) as well. Over the next few months, flights from ORD to MSN are being priced 63% cheaper than flights from MDW to MSN. Being only 16 miles away, it's easily accessible for most.

Question : How many days should you spend in Madison?
Answer : The average time spent in Madison by passengers from Chicago is three days.

Question : Will you do what it takes to get the absolute lowest-cost flight?
Answer : The best day to fly on a budget this month is Monday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.