£154 Cheap Flights from Madison (MSN) to Chicago (ORD)

View £154 flight on Sat, 12 Jul 2025Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Madison (MSN) to Chicago (ORD)

Prices were available within the past 7 days and start at £154 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flight from Madison to Chicago route information
Origin airport
Dane County Regional
Destination airport
O'Hare Intl.
Distance
173 km

Compare flights from Madison to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Madison to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Dane County Regional to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Dane County Regional (MSN) to O'Hare Intl. (ORD) 

The easiest way to view the best deals on flights from Madison to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Dane County Regional to O'Hare Intl. start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Madison and Chicago
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Madison to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Dane County Regional to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip journey between Dane County Regional Airport (MSN) and ORD was . Fares this good don’t hang around, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Truax Field to O'Hare Airport?
The majority of flights can be cancelled online, but each air carrier has a different set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for MSN to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from MSN to O'Hare Airport?
With a flight distance of 180 kilometres, it’s only a hop from MSN to ORD. It might be a quick flight, but it’s still worth bringing a good book to read.
Which airlines fly direct from MSN to ORD?
There are a few airlines that travel directly from MSN to O’Hare Intl. Airport (ORD). United Airlines (UA) is a popular choice, offering 182 flights a month. If you want more options, check out the fares from American Airlines (AA). This carrier offers 82 flights monthly between these airports.
Are Truax Field to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Tickets from MSN to O’Hare Airport are available up to 12 months before departure on Expedia. And although you may nab great last-minute deal, it’s not something you should bank on. Also, booking your flights ahead of time means you’ll have more options — and you can avoid ending up with the dreaded middle seat! We’re always updating our fares to bring you the best bargains, so check back often for all the latest specials.

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