Private charter · MDW → KDLL
Chicago to Wisconsin Dells
158 miles, about 55 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Chicago to Wisconsin Dells
The trip
Chicago to Wisconsin Dells, door to door faster.
Trade about 3½ hours on the road for about 55 min in the air. Littlebird flies you direct from Chicago Midway International Airport in Chicago to Baraboo Wisconsin Dells Regional Airport in Wisconsin Dells, 158 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 158 mi
- Flight
- 55 min
- Driving
- 3½ hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers55 min
- Cirrus Vision Jet · up to 5 passengers30 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 Wisconsin Dells
Airports in Wisconsin Dells
KDLL
Regional airportBaraboo Wisconsin Dells Regional Airport
Baraboo
- From downtown
- 8 mi
- Longest runway
- 5,010 ft
KC35
Regional airportReedsburg Municipal Airport
Reedsburg
- From downtown
- 13 mi
- Longest runway
- 4,840 ft
KC47
Regional airportPortage Municipal Airport
Portage
- From downtown
- 16 mi
- Longest runway
- 3,775 ft
K63C
Regional airportAdams County Legion Field
Adams
- From downtown
- 22 mi
- Longest runway
- 3,400 ft
K82C
Regional airportMauston New Lisbon Union Airport
New Lisbon
- From downtown
- 23 mi
- Longest runway
- 3,688 ft
When you land
Things to do in Wisconsin Dells
Wisconsin Dells calls itself the Waterpark Capital of the World, and the strip of resorts along its main roads includes some of the largest indoor waterparks in the country, along with outdoor parks, mini golf, go-karts and family attractions. Behind the billboards lies the reason tourists first came in the 19th century: the Dells of the Wisconsin River, a stretch of narrow sandstone gorges and rock formations carved by glacial floodwaters. Tourism is the economy, and the town hosts families, school groups, sports teams and conferences year-round.
- 01
Upper Dells Boat Tour
Narrated boat tours wind through sandstone cliffs and side canyons of the Wisconsin River, with a stop at Stand Rock, where a trained dog famously leaps the gap.
- 02
Original Wisconsin Ducks
Amphibious World War II-era vehicles carry passengers through wooded trails and splash into the Wisconsin River and Lake Delton on a classic Dells tour.
- 03
Noah’s Ark Waterpark
One of the largest outdoor waterparks in the country offers dozens of slides, wave pools and lazy rivers, open from late spring through Labor Day.
- 04
Devil’s Lake State Park
South of Baraboo, quartzite bluffs rise 500 feet above a clear lake, with hiking trails, rock climbing, swimming beaches and some of Wisconsin’s best views.
- 05
Circus World
In Baraboo, the original winter quarters of the Ringling Brothers circus now houses a museum of historic circus wagons and posters, with live performances in summer.
- 06
International Crane Foundation
Near Baraboo, this conservation center is the only place in the world to see all 15 species of cranes, displayed in naturalistic habitats along walking trails.
Questions
Chicago to Wisconsin Dells flights
How long is a private flight from Chicago to Wisconsin Dells?
About 55 min in a Cirrus SR20, for 158 miles direct. Driving the same trip takes about 3½ hours.
Which airports do flights from Chicago to Wisconsin Dells use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Baraboo Wisconsin Dells Regional Airport (KDLL), Reedsburg Municipal Airport (KC35), or Portage Municipal Airport (KC47). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Wisconsin Dells 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 Wisconsin Dells?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Wisconsin Dells back to Chicago are priced the same way.
Return flight
Wisconsin Dells to Chicago
More flights from Chicago
More flights to Wisconsin Dells
Explore Chicago private charter and Wisconsin Dells private charter, airports and things to do. Arriving at Baraboo Wisconsin Dells Regional Airport (KDLL).
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