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Selected fares from Chicago to Madison

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

Route Information for Flights from Chicago to Madison

Origin Airport IATA Code ORD
Destination Airport IATA Code MSN
Flight Price $279
Distance 173 km

Chicago (CHI) to Madison (MSN)

Are you flying to Madison for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're in the right spot to get a killer deal on your upcoming flight from Chicago. Whether you are an expert at navigating the friendly skies or only have a few trips under your wing, read below to score the best deal on your next flight.

How can you get a great rate on tickets from Chicago to Madison?

Hotwire has been doing this for a long time, so we know a couple ways to find the best rate on your flight to Madison. You can pocket that extra cash for more than just getting from point A to point B with a few simple tips and tricks.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. So, get on while the getting is good.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Can staying the weekend get me a cheaper ticket?

Spending the weekend at your destination, like Madison, usually means lower airfare since most people fly during this time. Good thing to tell your boss if you have a business trip -- wink-wink.

Can you save while traveling during the off-peak season?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. Summertime is when Europe, Hawaii, and Alaska are at their most popular. Popular Spring Break destinations are New Orleans, California, and Florida. Winter is prime for Mexico and the Caribbean because of its warm weather, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest, and New England draw visitors. If you can plan your trip around these peak seasons, you'll not only save money, but you'll typically avoid the crowds. Win-win in our books.

Is that the lowest price?

Airline carriers change their rates seemingly by the minute. If you find the price you like, then book it. You're not the only vacation-hungry person waiting an awesome rate on a ticket from Chicago to Madison. You could miss out on your chance to get the carrier and the times you want.

Are there any other ways to save on my flight to Madison?

The Hotwire Hot Rate is what makes us stand out from the rest. It's one of our ways to help get you a great deal on a flight from Chicago (CHI) to Madison (MSN). After you book, you'll get the time and name of the airline, but if you are not on a set schedule, you can save big on your flight.

Book your flight today

Try these tips before you book your next flight from Chicago to Madison. You may have enough cash back in your wallet to add something that makes this holiday extra exciting ... or you can pocket the savings and put it toward your next trip out of Chicago.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.