Private charter · MDW → ME
Chicago to Greenville
941 miles. One price for the whole airplane.
Price your flight from Chicago to Greenville
The trip
Chicago to Greenville, door to door faster.
Trade about 20 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Greenville area airports in Greenville, 941 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
- 941 mi
- Flight
- —
- Driving
- 20 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 Greenville
Airports in Greenville
We're adding airports near Greenville. Search above and we'll find the closest one we can fly to.
When you land
Things to do in Greenville
Greenville sits at the southern tip of Moosehead Lake, the largest lake in Maine and the gateway to the vast North Woods. The town has long served as an outfitting center for loggers, hunters, anglers and canoeists, and it remains one of the best-known seaplane bases in the country. Tourism, outdoor recreation, sporting camps and second homes are the core of the local economy, with a population that grows sharply in summer.
- 01
Moosehead Lake
Maine’s largest lake stretches about 40 miles north from Greenville, with islands, coves and wild shoreline for boating, fishing and paddling.
- 02
Katahdin Cruises
The steamboat Katahdin, built in 1914, offers cruises on Moosehead Lake and houses the Moosehead Marine Museum in Greenville.
- 03
Mount Kineo
Reached by shuttle boat from Rockwood, this dramatic rhyolite cliff rises from the lake, with hiking trails to a fire tower and sweeping views.
- 04
Gulf Hagas
Known as the Grand Canyon of Maine, this slate gorge along the West Branch of the Pleasant River offers waterfalls and a rugged hike through the woods.
- 05
Lily Bay State Park
On the eastern shore of Moosehead Lake, the park offers camping, a sandy beach, boat launches and trails through spruce and fir forest.
- 06
Moose Safaris
Local guides lead early morning and evening tours by boat or vehicle to find moose in the ponds and bogs around Moosehead Lake.
Questions
Chicago to Greenville flights
How long is a private flight from Chicago to Greenville?
About a short flight in a private jet, for 941 miles direct. Driving the same trip takes about 20 hours.
Which airports do flights from Chicago to Greenville use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at . Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Greenville 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 Greenville?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Greenville back to Chicago are priced the same way.
Return flight
Greenville to Chicago
More flights from Chicago
More flights to Greenville
Explore Chicago private charter and Greenville private charter, airports and things to do.
Chicago to Greenville, 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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