Cheap Flights From O'Hare Intl. (ORD) To Dane County Regional (MSN)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

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

The cheapest flights to Dane County Regional found within the past 7 days were CA $247 round trip and one way. Prices and availability subject to change. Additional terms may apply.

Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $247 Roundtrip, found 1 day ago
CA $247
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $247 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $254 Roundtrip, found 1 day ago
CA $254
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $254 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $288 Roundtrip, found 1 day ago
CA $288
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $288 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $296 Roundtrip, found 1 day ago
CA $296
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $296 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $301 Roundtrip, found 1 day ago
CA $301
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $301 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $309 Roundtrip, found 1 day ago
CA $309
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $309 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $330 Roundtrip, found 1 day ago
CA $330
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $330 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $339 Roundtrip, found 1 day ago
CA $339
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $339 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $341 Roundtrip, found 1 day ago
CA $341
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $341 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $343 Roundtrip, found 1 day ago
CA $343
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $343 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $352 Roundtrip, found 1 day ago
CA $352
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $352 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $371 Roundtrip, found 1 day ago
CA $371
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $371 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $375 Roundtrip, found 1 day ago
CA $375
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $375 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $381 Roundtrip, found 1 day ago
CA $381
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $381 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $384 Roundtrip, found 1 day ago
CA $384
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $384 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $384 Roundtrip, found 1 day ago
CA $384
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $384 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $386 Roundtrip, found 1 day ago
CA $386
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $386 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $395 Roundtrip, found 1 day ago
CA $395
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $395 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $414 Roundtrip, found 1 day ago
CA $414
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $414 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
CA $827 Roundtrip, found 1 day ago
CA $827
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at CA $827 found 1 day ago

Frequently asked questions

Are there direct flights from O'Hare Airport to Dane County Regional Airport (MSN)?
United Airlines and American Airlines are among the airlines that advertise direct flights from O'Hare Intl. Airport (ORD) to Truax Field. If you're keen to get to your destination the fastest way possible, these are your best options.
What airlines fly from O'Hare Intl. Airport (ORD) to MSN?
You can choose from several airlines that fly direct between Chicago and Madison. United Airlines (UA) is one of the most popular. This carrier operates about 173 flights each month. If you'd like more options, take a look at American Airlines (AA). This airline has 134 flights on the Chicago to Madison route each month. Between the two, you're bound to find a deal to suit your travel plans.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago (ORD) today with the cheap prices from Travelocity!

Popular Flight Routes from Madison (MSN)

Travelers at MSN love to visit these top cities. Roam to the top destinations from Madison(MSN) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.