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Cheap Flights from Madison to Chicago $272.2

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Cheapest Flights from Madison to Chicago (MSN to ORD)

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

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

Question : Is price more important than specific travel days for you?
Answer : The best day to fly on a budget this month is Saturday. Being flexible with your travel days garners you even more savings during your booking.

Question : Do travelers from Madison typically stay in Chicago for very long?
Answer : Of course you're not most people, but if you were, you'd stay roughly 11 days.

Question : If you're booking MSN to ORD, how many different options of departure times do you have on a daily basis?
Answer : On average, you can expect to see eight available departure times for this route. The average route has 31 different flight times per day, so expect fewer choices than you're used to.

Question : Which airline can you expect delays with on this route?
Answer : If you decide to book your flight with Frontier Airlines, keep an eye on your departure time. Over the past month, Frontier Airlines flights from Dane County Regional Airport (MSN) to O'Hare International Airport (ORD) are delayed 100% of the time.

Question : Is there a preferred airline for getting to O'Hare International Airport (ORD) on time?
Answer : Trans States Airlines holds the best record for flights from MSN to ORD with a 100% on-time rate. Hopefully they keep that perfect record alive.

Question : Which day has the most flight time options?
Answer : With 44 total flight time options, Monday and Tuesday provide the most flexibility from MSN to ORD. Saturday currently offers the least number of flight times with 32 options.