￥32,350 Cheap flights from Madison to Chicago (MSN to ORD)

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

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

American Airlines
American Airlines
United
United
Delta
Delta

Be in the know
Get alerts if flight prices drop or rise*
Book smarter
Save up to 40% on select hotels after you book a flight*
Earn twice
Earn your airline miles on top of our rewards
Sign in

Cheap Flights from Madison to Chicago (MSN-ORD)

Prices were available within the past 7 days and start at ￥32,350 for one-way flights and ￥38,030 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

Fri, Feb 27 - Sat, Mar 21

MSN

Madison

ORD

Chicago

￥38,030

Roundtrip

found 16 hours ago

Fri, Feb 27 - Mon, Mar 16

MSN

Madison

ORD

Chicago

￥38,030

Roundtrip

found 16 hours ago

Fri, Feb 27 - Sun, Mar 15

MSN

Madison

ORD

Chicago

￥40,400

Roundtrip

found 16 hours ago

Thu, Mar 5 - Sun, Mar 15

MSN

Madison

ORD

Chicago

￥42,760

Roundtrip

found 16 hours ago

Sun, Mar 1 - Sun, Mar 8

MSN

Madison

ORD

Chicago

￥46,740

Roundtrip

found 16 hours ago

Fri, Mar 20 - Thu, Apr 2

MSN

Madison

ORD

Chicago

￥47,600

Roundtrip

found 2 days ago

Sun, Mar 1 - Sun, Mar 15

MSN

Madison

ORD

Chicago

￥49,110

Roundtrip

found 16 hours ago

Sun, Mar 15 - Tue, Mar 31

MSN

Madison

ORD

Chicago

￥49,320

Roundtrip

found 2 days ago

Mon, Apr 13 - Sun, May 3

MSN

Madison

ORD

Chicago

￥49,970

Roundtrip

found 2 days ago

Tue, Mar 3 - Wed, Mar 4

MSN

Madison

ORD

Chicago

￥58,910

Roundtrip

found 16 hours ago

Flights from Madison (MSN) to Chicago (ORD)
Origin airport	Dane County Regional
Destination airport	O'Hare Intl.
Airlines serving	American Airlines, Delta, United
Roundtrip price	￥38,030
Distance	173 km
Average flight time	1 hour 17 mins

Madison to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Madison to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MSN to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Madison for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Truax Field to O'Hare Intl. Airport (ORD)?

Round-trip journeys between Truax Field and O'Hare Airport start from ￥38,030. This is based on fares offered within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from MSN to O'Hare Intl. Airport (ORD)?

The majority of flights can be canceled online, but whether or not you incur a fee varies between airlines. If you do have to cancel your vacation, follow the instructions in the Customer Service Portal.

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 Dane County Regional Airport (MSN) to ORD flights, you'll see a "no change fees" filter for you to select.

How many hours is the flight from MSN to ORD?

It only takes approximately 1 hour and 2 minutes to get from Dane County Regional Airport (MSN) to ORD. Recline your seat and get comfortable — but not too comfortable. You'll be landing in Chicago soon enough.

How far is the flight from Truax Field to O'Hare Intl. Airport (ORD)?

You won't need a lengthy novel for this flight — it's just 180 kilometers from Madison to Chicago. Sit down, enjoy the in-flight service and you'll be in Chicago in no time.

Which airlines fly direct from MSN to O'Hare Airport?

United Airlines (UA) is one of the top choices for travelers jetting between MSN and O'Hare Airport. Select from the 152 flights it operates on this route each month. Another airline operating on this route is American Airlines (AA). You'll have 104 flights every month to select from.

Are Dane County Regional Airport (MSN) to ORD flight tickets cheaper when they're purchased at the last minute?

It is possible to find an amazing last-minute deal from Truax Field to ORD, but it's also possible to miss out altogether! As many airlines release prices up to 12 months in advance, it's worth keeping an eye on fares early and being ready to pounce when you spot a good bargain. Expedia compares carrier prices and updates flight deals all the time, so you can be sure you're always seeing the latest offers.