Private charter · MDW → MKL
Chicago to Jackson
432 miles. One price for the whole airplane.
Price your flight from Chicago to Jackson
The trip
Chicago to Jackson, door to door faster.
Trade about 9½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to McKellar-Sipes Regional Airport in Jackson, 432 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.
- Distance
- 432 mi
- Flight
- —
- Driving
- 9½ hours
- Passengers
- Up to 1
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
Arriving Jackson
Airports in Jackson
MKL
Commercial airportMcKellar-Sipes Regional Airport
Jackson · KMKL
- From downtown
- 6 mi
- Longest runway
- 6,005 ft
When you land
Things to do in Jackson
Jackson is the commercial and medical center of West Tennessee, set along Interstate 40 roughly halfway between Memphis and Nashville. West Tennessee Healthcare, anchored by a large regional hospital, is its biggest employer, and manufacturing, distribution and agriculture fill out the economy. Union University and Lane College give the city an academic base, and the area’s railroad heritage lives on in the story of Casey Jones, the legendary engineer who lived here before his famous final run in 1900.
- 01
Casey Jones Village
This complex centers on the engineer’s home and railroad museum, with a country store, an old-fashioned restaurant and shops.
- 02
International Rock-A-Billy Hall of Fame
This downtown museum celebrates rockabilly music and its stars, from Carl Perkins to Elvis, with memorabilia and occasional live performances.
- 03
Pinson Mounds State Archaeological Park
This park protects one of the largest Middle Woodland mound groups in the country, including Saul’s Mound, with a museum shaped like a mound and nature trails.
- 04
Shiloh National Military Park
About an hour south, the site of the 1862 Battle of Shiloh includes a driving tour of the battlefield, a national cemetery and ancient Native American mounds.
- 05
Chickasaw State Park
Southwest of Jackson, the park offers lakes for swimming and fishing, horseback riding and cabins in a forest of tall pines.
- 06
Cypress Grove Nature Park
A boardwalk winds through a cypress swamp, with a raptor center caring for birds of prey that cannot return to the wild.
Questions
Chicago to Jackson flights
How long is a private flight from Chicago to Jackson?
About a short flight in a private jet, for 432 miles direct. Driving the same trip takes about 9½ hours.
Which airports do flights from Chicago to Jackson use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at McKellar-Sipes Regional Airport (MKL). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Jackson 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 Jackson?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Jackson back to Chicago are priced the same way.
Return flight
Jackson to Chicago
More flights from Chicago
More flights to Jackson
Explore Chicago private charter and Jackson private charter, airports and things to do. Arriving at McKellar-Sipes Regional Airport (MKL).
Chicago to Jackson, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
Get an instant price