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

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

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save on select hotels after you book a flight*
    trophy illustration

    Find the right fit

    We search billions of combinations of flights to help you find your next adventure
Flights from Madison (MSN) to Chicago (ORD)
Origin airport
Dane County Regional
Destination airport
O'Hare Intl.
Distance
173 km
Average flight time
1 hour 7 mins

Madison to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Madison to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Madison to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Frequently asked questions

How long does it take to fly from Dane County Regional Airport (MSN) to ORD?
United Airlines operates a direct flight jetting off from Dane County Regional Airport (MSN) at 6:00AM and landing at O'Hare Airport at 7:02AM — a flight duration of 1 hour and 2 minutes. Pick your favorite seat, bring some things to keep you occupied and the time will rush by.
Is it cheaper to buy a plane ticket from Dane County Regional Airport (MSN) to ORD last minute?
Booking your trip from Dane County Regional Airport (MSN) to O'Hare Airport at the last minute could save you money if you get lucky and find a real bargain. However, fares usually don't drop in price as the departure date nears. If you wait, flights could also be sold out or the best seats taken (we hope you like the middle seat!). If you'd prefer to play it safe, book well in advance of the date you want to leave. In fact, Expedia has some of the biggest deals up to a year in advance. If your favorite carrier hasn't released its airfares yet, check back regularly as deals are updated on Expedia constantly.
What airline has the least delays from MSN to O'Hare Airport?
With an on-time arrival rate of 71%, United Airlines is the airline that's more likely to fly you from Truax Field to ORD without any holdups. Flight delays aren't just an unpleasant experience — they can also make you miss your connection that could ruin your entire vacation. Stay updated about delays by checking your flight status through the Expedia App well before you get to the airport. If you're already there and the delay will significantly impact your plans, head to your airline's customer service desk to find out your next steps.
What airports do you fly into for Chicago from Madison?
O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your choices when connecting from Madison to Chicago. About 26 kilometers northwest of central Chicago, O'Hare Intl. Airport (ORD) is the city's main hub. Consider things such as flight schedules and the distance to your hotel before picking your airport. Wrigley Field and Millennium Park are two great attractions to visit when you arrive.
What are the most popular departure times for flights from Truax Field to O'Hare Intl. Airport (ORD)?
For United Airlines flights jetting out from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD), the peak period is between 12:00 PM - 1:00 PM. If you want to avoid those frustrating delays, fly in the morning. This way you're likely to avoid the heavy air traffic that builds up around airports in the afternoon.
Can I change the date of my flight from Dane County Regional Airport (MSN) to O'Hare Airport?
You can quickly make changes to your MSN to O'Hare Airport ticket via the Expedia Trips portal. But before you make any adjustments, review the ticket rules in your itinerary to see what you can do and if fees apply for changes. Some carriers charge a change fee per person, in addition to any difference in fares. But if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also find your way to our Customer Service portal for more handy information and to connect with our Virtual Agent.

Explore a world of travel with Expedia