Private charter · MDW → ROA
Chicago to Roanoke
516 miles. One price for the whole airplane.
Price your flight from Chicago to Roanoke
The trip
Chicago to Roanoke, door to door faster.
Trade about 11 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Roanoke–Blacksburg Regional Airport in Roanoke, 516 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
- 516 mi
- Flight
- —
- Driving
- 11 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 Roanoke
Airports in Roanoke
ROA
Commercial airportRoanoke–Blacksburg Regional Airport
Roanoke · KROA
- From downtown
- 4 mi
- Longest runway
- 6,800 ft
BCB
Regional airportVirginia Tech Montgomery Executive Airport
Blacksburg · KBCB
- From downtown
- 26 mi
- Longest runway
- 5,501 ft
When you land
Things to do in Roanoke
Roanoke is the largest city in western Virginia and grew up as a railroad town, once home to the Norfolk and Western Railway and its shops. Today healthcare leads the economy, with Carilion Clinic headquartered here and the Virginia Tech Carilion School of Medicine downtown, alongside manufacturing, transportation and logistics. The Roanoke Valley is ringed by the Blue Ridge and Allegheny mountains, and the city has worked hard to promote itself as an outdoor destination, with greenways, mountain biking and access to the Appalachian Trail.
- 01
Mill Mountain Star and Park
The giant illuminated star atop Mill Mountain overlooks the city, and the surrounding park offers trails, an overlook and the small Mill Mountain Zoo.
- 02
McAfee Knob
This rocky ledge on the Appalachian Trail, reached by a long uphill hike, is among the most photographed spots on the entire trail, with sweeping views of the Catawba Valley.
- 03
Taubman Museum of Art
Housed in a striking modern building downtown, the museum displays American art, decorative arts and rotating exhibitions, close to the restaurants of the Market district.
- 04
Virginia Museum of Transportation
This museum celebrates Roanoke’s railroad heritage with historic steam locomotives, including the Norfolk and Western J Class No. 611, along with cars and aircraft.
- 05
Historic Roanoke City Market
One of the oldest continuously operating farmers markets in Virginia anchors a downtown district of restaurants, shops and galleries.
- 06
Smith Mountain Lake
East of Roanoke, this large reservoir is a popular destination for boating, fishing and lake homes, with a state park, marinas and waterfront restaurants.
Questions
Chicago to Roanoke flights
How long is a private flight from Chicago to Roanoke?
About a short flight in a private jet, for 516 miles direct. Driving the same trip takes about 11 hours.
Which airports do flights from Chicago to Roanoke use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Roanoke–Blacksburg Regional Airport (ROA) or Virginia Tech Montgomery Executive Airport (BCB). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Roanoke 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 Roanoke?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Roanoke back to Chicago are priced the same way.
Return flight
Roanoke to Chicago
More flights from Chicago
More flights to Roanoke
Explore Chicago private charter and Roanoke private charter, airports and things to do. Arriving at Roanoke–Blacksburg Regional Airport (ROA).
Chicago to Roanoke, 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