The cheapest times to fly from MSN to ORD are

  • January 1st to March 11th
  • April 2nd to April 29th
  • August 6th to November 11th (except the weeks of August 13th, August 27th, October 1st, and October 8th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MSN to ORD is late September. Prices can be as high as $531 for Sunday flights during late July, or as low as $219 for Tuesday flights around late September.


When to Fly to Chicago

Flying from Madison, WI (MSN) to Chicago, IL (ORD) will usually cost between $219 to $297 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late September with an average ticket price of $219. Due to high demand the most expensive time to fly is late July, with an average price of $288. Planning your trip to low-cost times can easily save you $69 on economy flights and even more on first-class flights. Generally, any price below $229 can be considered a good price for a round-trip MSN to ORD flight.

See below for a graph of average weekly prices for the MSN to ORD route. All prices are for round-trip tickets in USD.

MSN to ORD Flight Prices

Compared to other flights, the MSN to ORD flight is much cheaper than the average and costs much less than the average flight leaving from Madison. The average price per mile (for a direct flight) is $1.32, which is above average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $14 (6%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $227. Return trip prices are from the ORD to MSN flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from MSN to ORD can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 1 hour 11 minutes may be realistic.


Flight Questions Answered

Still have questions about flying from MSN to ORD? We’ve got answers.

Which airlines fly this route?

You can find 6 major airlines flying this route most often: American, Delta, Frontier, Iberia, Qantas, United, and potentially more during busy seasons.

How far away is it from Chicago O’Hare International Airport to Dane County Regional-Truax Field Airport?

The distance between the two airports is roughly 108 miles or 174 kilometers.

How long does it take to fly from MSN to ORD?

The real-world flight time for a nonstop MSN to ORD flight is about 1 hour 11 minutes.

How many flights go between Madison, WI and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 47 available flights from MSN to ORD.


Airport Location Info


Departing Airport

Origination code MSN
Origination airport name Dane County Regional-Truax Field Airport
City Madison, WI
Country the United States
Latitude 43.1
Longitude -89.3

Return Airport

Destination code ORD
Destination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9


Late and Early Flight Data

Flights from MSN to ORD tend to depart later than the average flight. According to our recently updated data, 31% of flights departed 5 or more minutes late, and 36% of flights left 5 or more minutes early. On average you can expect to leave ORD heading for MSN about 29 minutes late. This does significantly impact arrival time, as the average landing time in Chicago, IL is about 28 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:

  • SkyWest: 35 minutes late
  • United: 63 minutes late
  • Envoy: 15 minutes late
  • Republic: 35 minutes late
  • ExpressJet: 26 minutes late
  • Some airlines not reporting


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.