Private charter · MDW → SBY
Chicago to Ocean City
689 miles. One price for the whole airplane.
Price your flight from Chicago to Ocean City
The trip
Chicago to Ocean City, door to door faster.
Trade about 14½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Salisbury Ocean City Wicomico Regional Airport in Ocean City, 689 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
- 689 mi
- Flight
- —
- Driving
- 14½ 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 Ocean City
Airports in Ocean City
SBY
Commercial airportSalisbury Ocean City Wicomico Regional Airport
Salisbury · KSBY
- From downtown
- 24 mi
- Longest runway
- 6,400 ft
GED
Regional airportDelaware Coastal Airport
Georgetown · KGED
- From downtown
- 26 mi
- Longest runway
- 5,500 ft
When you land
Things to do in Ocean City
Ocean City is Maryland’s beach town, a long barrier island lined with high-rise condominiums, hotels and beach houses, with a classic wooden boardwalk at its southern end. In summer, its population swells enormously as families from Baltimore, Washington, Pennsylvania and beyond arrive for vacations and weekend getaways. Tourism, real estate and fishing drive the local economy, and the town calls itself the White Marlin Capital of the World, with a large charter fleet working the canyons offshore.
- 01
Ocean City Boardwalk
The boardwalk runs for about three miles along the beach, lined with arcades, rides, restaurants and stands selling famous fries, taffy and caramel corn.
- 02
Assateague Island National Seashore
South of Ocean City, this undeveloped barrier island is famous for its wild horses, along with quiet beaches, kayaking and camping.
- 03
Trimper’s Rides
This historic amusement park at the south end of the boardwalk has entertained visitors for generations, with classic rides and a hand-carved carousel dating to the early twentieth century.
- 04
Berlin
A short drive inland, this charming small town features Victorian storefronts, antiques shops, restaurants and the historic Atlantic Hotel.
- 05
Ocean City Life-Saving Station Museum
At the south end of the boardwalk, this museum tells the story of the town’s lifesaving service, shipwrecks and early resort days.
- 06
Ocean City Inlet and Sportfishing
Charter boats leave from the inlet and West Ocean City marinas for offshore fishing, and summer tournaments draw anglers from up and down the coast.
Questions
Chicago to Ocean City flights
How long is a private flight from Chicago to Ocean City?
About a short flight in a private jet, for 689 miles direct. Driving the same trip takes about 14½ hours.
Which airports do flights from Chicago to Ocean City use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Salisbury Ocean City Wicomico Regional Airport (SBY) or Delaware Coastal Airport (GED). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Ocean City 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 Ocean City?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Ocean City back to Chicago are priced the same way.
Return flight
Ocean City to Chicago
More flights from Chicago
More flights to Ocean City
Explore Chicago private charter and Ocean City private charter, airports and things to do. Arriving at Salisbury Ocean City Wicomico Regional Airport (SBY).
Chicago to Ocean City, 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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