Private charter · MDW → MSN
Chicago to Madison
124 miles, about 45 min in a Cirrus SR20. One price for the whole airplane.
Photo: Chris Rycroft from Madison, Wisconsin, United States · CC BY 2.0
Price your flight from Chicago to Madison
The trip
Chicago to Madison, door to door faster.
Trade about 3 hours on the road for about 45 min in the air. Littlebird flies you direct from Chicago Midway International Airport in Chicago to Dane County Regional Truax Field in Madison, 124 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 124 mi
- Flight
- 45 min
- Driving
- 3 hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers45 min
- Cirrus Vision Jet · up to 5 passengers25 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing Chicago
Airports in Chicago
MDW
Major airportChicago Midway International Airport
Chicago · KMDW
- From downtown
- 9 mi
- Longest runway
- 6,522 ft
ORD
Major airportChicago O'Hare International Airport
Chicago · KORD
- From downtown
- 16 mi
- Longest runway
- 13,000 ft
PWK
Commercial airportChicago Executive Airport
Chicago/Prospect Heights/Wheeling · KPWK
- From downtown
- 21 mi
- Longest runway
- 5,001 ft
GYY
Commercial airportGary/Chicago International Airport
Gary · KGYY
- From downtown
- 21 mi
- Longest runway
- 8,859 ft
KIGQ
Regional airportLansing Municipal Airport
Chicago
- From downtown
- 25 mi
- Longest runway
- 4,002 ft
K05C
Regional airportGriffith-Merrillville Airport
Griffith
- From downtown
- 28 mi
- Longest runway
- 4,900 ft
Arriving Madison
Airports in Madison
MSN
Commercial airportDane County Regional Truax Field
Madison · KMSN
- From downtown
- 5 mi
- Longest runway
- 9,006 ft
KC29
Regional airportMiddleton Municipal Morey Field
Middleton
- From downtown
- 8 mi
- Longest runway
- 4,001 ft
K61C
Regional airportFort Atkinson Municipal Airport
Jefferson
- From downtown
- 30 mi
- Longest runway
- 3,800 ft
When you land
Things to do in Madison
Madison is Wisconsin’s capital and the home of the University of Wisconsin–Madison, one of the country’s largest research universities. The city sits on a narrow isthmus between Lake Mendota and Lake Monona, with the Capitol dome at its center and the university stretching along the shore. State government and the university are the anchors, but the regional economy has grown well beyond them, led by Epic Systems in nearby Verona, Exact Sciences and a cluster of biotech, software and healthcare companies.
- 01
Wisconsin State Capitol
The granite-domed Capitol is open for free tours, and in summer an observation deck offers views over the isthmus, both lakes and the downtown square.
- 02
Dane County Farmers’ Market
On Saturday mornings from spring through fall, farmers and cheesemakers set up around Capitol Square for one of the largest producer-only farmers’ markets in the country.
- 03
Memorial Union Terrace
The university’s lakeside terrace, with its trademark sunburst chairs, is a beloved place to watch the sun set over Lake Mendota with a beer or a scoop of Babcock Hall ice cream.
- 04
Olbrich Botanical Gardens
On the shore of Lake Monona, these gardens include a gilded Thai pavilion, a rose garden and a tropical conservatory that offers a warm escape in winter.
- 05
Chazen Museum of Art
The university’s art museum holds a broad collection from antiquity to contemporary work and is free and open to the public.
- 06
Taliesin
About 40 miles west near Spring Green, Frank Lloyd Wright’s home, studio and estate in the Wisconsin River valley is open for guided tours from spring through fall.
Questions
Chicago to Madison flights
How long is a private flight from Chicago to Madison?
About 45 min in a Cirrus SR20, for 124 miles direct. Driving the same trip takes about 3 hours.
Which airports do flights from Chicago to Madison use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Dane County Regional Truax Field (MSN), Middleton Municipal Morey Field (KC29), or Fort Atkinson Municipal Airport (K61C). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Madison cost?
The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.
Can I book a round trip between Chicago and Madison?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Madison back to Chicago are priced the same way.
Return flight
Madison to Chicago
More flights from Chicago
More flights to Madison
Explore Chicago private charter and Madison private charter, airports and things to do. Arriving at Dane County Regional Truax Field (MSN).
Chicago to Madison, on your schedule
Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.
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