Private charter · MDW → SFM
Chicago to Kennebunkport
873 miles. One price for the whole airplane.
Price your flight from Chicago to Kennebunkport
The trip
Chicago to Kennebunkport, door to door faster.
Trade about 18½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Sanford Seacoast Regional Airport in Kennebunkport, 873 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
- 873 mi
- Flight
- —
- Driving
- 18½ 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 Kennebunkport
Airports in Kennebunkport
SFM
Regional airportSanford Seacoast Regional Airport
Sanford · KSFM
- From downtown
- 12 mi
- Longest runway
- 6,389 ft
PWM
Major airportPortland International Jetport
Portland · KPWM
- From downtown
- 21 mi
- Longest runway
- 7,200 ft
PSM
Commercial airportPortsmouth International Airport at Pease
Portsmouth · KPSM
- From downtown
- 26 mi
- Longest runway
- 11,321 ft
When you land
Things to do in Kennebunkport
Kennebunkport is a coastal town on the southern Maine coast, where the Kennebunk River meets the Atlantic. Its Dock Square village is lined with shops, galleries and restaurants, and the streets nearby hold the grand homes of 19th-century sea captains and shipbuilders. The town is also known as the summer home of the Bush family, whose compound at Walker’s Point is visible from Ocean Avenue. Tourism, hospitality and second homes drive the economy, with a number of well-known resorts and inns.
- 01
Dock Square
The heart of Kennebunkport is filled with boutiques, galleries and restaurants, many in historic buildings overlooking the river and its harbor.
- 02
Walker’s Point
The Bush family’s summer compound sits on a rocky point along Ocean Avenue, and the drive past it is a favorite for its coastal views.
- 03
Goose Rocks Beach
A three-mile stretch of sandy beach with calm water and views of offshore islands, Goose Rocks is one of the best beaches on the southern Maine coast.
- 04
Seashore Trolley Museum
This museum preserves a large collection of historic streetcars and trolleys, with rides along a heritage line through the woods and marshes.
- 05
Cape Porpoise
This fishing village within Kennebunkport has a working harbor, lobster boats, seafood restaurants and the Goat Island Lighthouse offshore.
- 06
Rachel Carson National Wildlife Refuge
Nearby in Wells, a walking trail winds through salt marshes along the coast, protected in honor of the author of Silent Spring.
Questions
Chicago to Kennebunkport flights
How long is a private flight from Chicago to Kennebunkport?
About a short flight in a private jet, for 873 miles direct. Driving the same trip takes about 18½ hours.
Which airports do flights from Chicago to Kennebunkport use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Sanford Seacoast Regional Airport (SFM), Portland International Jetport (PWM), or Portsmouth International Airport at Pease (PSM). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Kennebunkport 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 Kennebunkport?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Kennebunkport back to Chicago are priced the same way.
Return flight
Kennebunkport to Chicago
More flights from Chicago
More flights to Kennebunkport
Explore Chicago private charter and Kennebunkport private charter, airports and things to do. Arriving at Sanford Seacoast Regional Airport (SFM).
Chicago to Kennebunkport, 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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