Louisville, Kentucky

Private charter · MDW → SDF

Chicago to Louisville

272 miles, about 1 hr 35 min in a Cirrus SR20. One price for the whole airplane.

Photo: Charles Delano of LouisvilleUSACE - Louisville District of the US Army Corp of Engineers · CC BY 2.0

Price your flight from Chicago to Louisville

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Louisville, door to door faster.

Trade about 6 hours on the road for about 1 hr 35 min in the air. Littlebird flies you direct from Chicago Midway International Airport in Chicago to Louisville Muhammad Ali International Airport in Louisville, 272 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
272 mi
Flight
1 hr 35 min
Driving
6 hours
Passengers
Up to 5
MDWChicagoSDFLouisville
MDW → SDF272 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers1 hr 35 min
  • Cirrus Vision Jet · up to 5 passengers50 min

Planned times in the air. Your quote shows exact departure and arrival times.

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

  • KIGQ

    Regional airport

    Lansing Municipal Airport

    Chicago

    From downtown
    25 mi
    Longest runway
    4,002 ft

  • K05C

    Regional airport

    Griffith-Merrillville Airport

    Griffith

    From downtown
    28 mi
    Longest runway
    4,900 ft

Arriving Louisville

Airports in Louisville

  • SDF

    Major airport

    Louisville Muhammad Ali International Airport

    Louisville · KSDF

    From downtown
    6 mi
    Longest runway
    11,887 ft

  • LOU

    Commercial airport

    Bowman Field

    Louisville · KLOU

    From downtown
    5 mi
    Longest runway
    4,358 ft

  • KJVY

    Regional airport

    Clark Regional Airport

    Jeffersonville

    From downtown
    8 mi
    Longest runway
    7,000 ft

When you land

Things to do in Louisville

Louisville is Kentucky’s largest city and a major center for logistics, healthcare and manufacturing. UPS runs its Worldport global air hub at the city’s airport, Humana and Yum! Brands are headquartered here, GE Appliances builds products at its sprawling Appliance Park and Ford assembles vehicles at two large plants. The University of Louisville and the city’s hospital systems add thousands of jobs, and bourbon has returned to the downtown streets where it was once traded, with working distilleries open along Main Street’s Whiskey Row.

  1. 01

    Churchill Downs and the Kentucky Derby Museum

    Home of the Kentucky Derby since 1875, the famous twin-spired track offers racing in spring and fall, and the museum next door runs year-round tours of the grounds.

  2. 02

    Whiskey Row

    Downtown’s Main Street is lined with restored cast-iron buildings and bourbon attractions, including the Evan Williams Bourbon Experience, Old Forester Distilling Co. and Angel’s Envy.

  3. 03

    Muhammad Ali Center

    This museum and cultural center on the riverfront honors Louisville’s most famous son, with exhibits on his boxing career, his activism and the core principles he lived by.

  4. 04

    Louisville Slugger Museum & Factory

    Marked by a giant bat leaning against the building, the factory offers tours where visitors watch bats being made and see historic bats used by baseball legends.

  5. 05

    Speed Art Museum

    Kentucky’s largest art museum, beside the University of Louisville campus, holds collections from ancient art to contemporary works, including Dutch and Flemish painting.

  6. 06

    Waterfront Park and the Big Four Bridge

    Downtown’s riverfront park connects to a former railroad bridge converted into a pedestrian and bike crossing to Jeffersonville, Indiana, with views of the city skyline.

Explore Louisville charter

Questions

Chicago to Louisville flights

How long is a private flight from Chicago to Louisville?

About 1 hr 35 min in a Cirrus SR20, for 272 miles direct. Driving the same trip takes about 6 hours.

Which airports do flights from Chicago to Louisville use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Louisville Muhammad Ali International Airport (SDF), Bowman Field (LOU), or Clark Regional Airport (KJVY). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Louisville 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 Louisville?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Louisville back to Chicago are priced the same way.

Return flight

Louisville to Chicago

More flights from Chicago

More flights to Louisville

Explore Chicago private charter and Louisville private charter, airports and things to do. Arriving at Louisville Muhammad Ali International Airport (SDF).

Chicago to Louisville, 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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