Private charter · MDW → KSRB
Chicago to Cookeville
413 miles. One price for the whole airplane.
Price your flight from Chicago to Cookeville
The trip
Chicago to Cookeville, door to door faster.
Trade about 9 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Upper Cumberland Regional Airport in Cookeville, 413 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
- 413 mi
- Flight
- —
- Driving
- 9 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 Cookeville
Airports in Cookeville
KSRB
Regional airportUpper Cumberland Regional Airport
Sparta
- From downtown
- 8 mi
- Longest runway
- 6,704 ft
CSV
Commercial airportCrossville Memorial Airport Whitson Field
Crossville · KCSV
- From downtown
- 28 mi
- Longest runway
- 5,423 ft
K8A3
Regional airportLivingston Municipal Airport
Livingston
- From downtown
- 20 mi
- Longest runway
- 5,153 ft
When you land
Things to do in Cookeville
Cookeville is the hub of Tennessee’s Upper Cumberland region, set on the western edge of the Cumberland Plateau along Interstate 40 between Nashville and Knoxville. Tennessee Technological University, known for its engineering programs, is a major presence, and Cookeville Regional Medical Center, manufacturing plants and regional retail round out the economy. The town has grown steadily as a quieter alternative to the big cities, and its downtown around the historic depot has restaurants and shops.
- 01
Burgess Falls State Park
A trail along the Falling Water River passes a series of waterfalls, ending at the dramatic main falls that drop more than 130 feet into a gorge.
- 02
Cummins Falls State Park
This popular swimming hole beneath a 75-foot waterfall requires a rugged hike through the gorge, and a permit is needed to enter the gorge area.
- 03
Center Hill Lake
This deep, clear reservoir surrounded by wooded bluffs offers boating, houseboating, fishing and lakeside state parks within a short drive of town.
- 04
Dale Hollow Lake
Straddling the Kentucky line, the lake is famous for crystal-clear water and the world-record smallmouth bass caught there in 1955, with marinas and houseboats.
- 05
Cookeville Depot Museum
The restored 1909 Tennessee Central Railway depot downtown showcases railroad history, with historic cars on display beside the station.
- 06
Window Cliffs State Natural Area
A rugged hike with many creek crossings leads to a narrow limestone ridge with natural arches, or windows, carved into it.
Questions
Chicago to Cookeville flights
How long is a private flight from Chicago to Cookeville?
About a short flight in a private jet, for 413 miles direct. Driving the same trip takes about 9 hours.
Which airports do flights from Chicago to Cookeville use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Upper Cumberland Regional Airport (KSRB), Crossville Memorial Airport Whitson Field (CSV), or Livingston Municipal Airport (K8A3). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Cookeville 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 Cookeville?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Cookeville back to Chicago are priced the same way.
Return flight
Cookeville to Chicago
More flights from Chicago
More flights to Cookeville
Explore Chicago private charter and Cookeville private charter, airports and things to do. Arriving at Upper Cumberland Regional Airport (KSRB).
Chicago to Cookeville, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
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