Private charter · Chicago, IL
Private jet charter to & from Chicago
Fly private to Chicago for lakefront architecture, world-class museums, serious dining and the business capital of the Midwest
- MDW
- ORD
- PWK
- GYY
Price a private flight from Chicago
Fly private in Chicago
Chicago, without the hub.
- 4
- Airports
- 1
- Passengers
- 490
- Direct routes
Chicago is the commercial center of the Midwest, a city where commodity and futures trading, banking, law, consulting, logistics and corporate headquarters share a skyline that helped invent the skyscraper. CME Group’s exchanges, the offices along LaSalle Street, the medical and research campuses of Northwestern and the University of Chicago and a long roster of Fortune 500 companies keep executives moving in and out every day, while the Loop, River North and the Magnificent Mile pull in shoppers, conventioneers and theatergoers year-round.
O’Hare and Midway are two of the busiest airports in the country, and getting to either one can mean an hour or more on the Kennedy or the Stevenson. Flying private lets you use a quieter field such as Chicago Executive in Wheeling, close to the North Shore suburbs, and fly direct to the places Chicagoans actually go for the weekend: Lake Geneva, Door County, Galena or the beach towns of southwest Michigan. Visitors come for the Art Institute, deep-dish and tavern-style pizza, blues and jazz clubs, Wrigley Field and a lakefront park system that runs for miles along Lake Michigan.
Airports
Charter to and from Chicago airports
Fly into whichever airport puts you closest to where you're going. Bluebird flies to and from these airports in and around Chicago. You board at a private terminal (FBO), with no airline security lines, and the price is for the whole aircraft.
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
Top attractions
Things to do in Chicago
When to go. Late May through early October is Chicago at its best, when beaches, rooftop bars and lakefront trails come alive. June brings the Chicago Blues Festival, Lollapalooza takes over Grant Park in summer, the Air and Water Show fills the lakefront in August and the Chicago Marathon runs in October. Winters are cold and windy, though the holiday season, with the Christkindlmarket and decorated State Street windows, has its own appeal.
- 01
Art Institute of Chicago
One of the great encyclopedic museums in the world, with celebrated Impressionist paintings, Grant Wood’s American Gothic, Hopper’s Nighthawks and the light-filled Modern Wing facing Millennium Park.
- 02
Millennium Park
Anish Kapoor’s mirrored Cloud Gate, the Crown Fountain and Frank Gehry’s Jay Pritzker Pavilion, which hosts free summer concerts, make this downtown park the city’s favorite gathering place.
- 03
Chicago Architecture Center River Cruise
Docent-led boat tours glide along the Chicago River past more than a century of landmark towers, explaining how the city rebuilt itself after the Great Fire of 1871.
- 04
Wrigley Field
Home of the Cubs since 1916, the ivy-covered ballpark in Lakeview is surrounded by rooftop seating and neighborhood bars, and stadium tours run on many non-game days.
- 05
Field Museum
On the lakefront Museum Campus, this natural history museum is home to SUE, one of the largest and most complete Tyrannosaurus rex skeletons ever found, along with ancient Egypt and gem halls.
- 06
Lincoln Park Zoo
One of the oldest zoos in North America and free to visit, set among lagoons, gardens and the historic Lincoln Park Conservatory just north of downtown.
Popular routes
Private flights from Chicago
Flights to Chicago
Every route from Chicago
- Indianapolis165 mi
- Detroit237 mi
- St. Louis263 mi
- Louisville269 mi
- Columbus276 mi
- Des Moines310 mi
- Minneapolis355 mi
- Nashville398 mi
- Charleston400 mi
- Omaha432 mi
- Sioux Falls476 mi
- Little Rock554 mi
- Fargo570 mi
- Birmingham580 mi
- Charlotte588 mi
- Atlanta589 mi
- Wichita591 mi
- Washington595 mi
- Baltimore604 mi
- Richmond619 mi
- Wilmington648 mi
- Philadelphia664 mi
- Jackson677 mi
- Oklahoma City693 mi
- Teterboro706 mi
- New York City711 mi
- Burlington747 mi
- Charleston755 mi
- Hartford769 mi
- Manchester827 mi
- Providence833 mi
- New Orleans834 mi
- Boston848 mi
- Portland892 mi
- Denver918 mi
- Houston942 mi
- Albuquerque1,128 mi
- Jackson Hole1,177 mi
- Miami1,191 mi
- Bozeman1,192 mi
- Salt Lake City1,257 mi
- Nassau1,301 mi
- Boise1,448 mi
- Phoenix1,452 mi
- Las Vegas1,521 mi
- Seattle1,733 mi
- Los Angeles1,743 mi
- Portland1,755 mi
- Madison122 mi
- Grand Rapids125 mi
- Fort Wayne140 mi
- Springfield178 mi
- Cedar Rapids208 mi
- Rochester286 mi
- Cleveland307 mi
- Lexington313 mi
- Pittsburgh410 mi
- Kansas City413 mi
- Morgantown431 mi
- Topeka467 mi
- Lincoln475 mi
- Memphis483 mi
- Huntsville500 mi
- Bentonville520 mi
- Tulsa597 mi
- Annapolis618 mi
- Raleigh633 mi
- Morristown686 mi
- Rehoboth Beach696 mi
- Virginia Beach712 mi
- Stamford731 mi
- Bismarck732 mi
- Savannah767 mi
- Hilton Head Island769 mi
- Stowe771 mi
- The Hamptons786 mi
- Biloxi796 mi
- Rapid City801 mi
- Baton Rouge814 mi
- Newport841 mi
- Portsmouth861 mi
- Nantucket905 mi
- Orlando986 mi
- Bar Harbor989 mi
- Aspen1,023 mi
- San Antonio1,053 mi
- Santa Fe1,074 mi
- Cody1,091 mi
- Freeport1,176 mi
- Park City1,239 mi
- Sun Valley1,358 mi
- Kalispell1,367 mi
- Scottsdale1,443 mi
- Spokane1,505 mi
- Reno1,684 mi
- Bend1,698 mi
- San Francisco1,855 mi
- Champaign126 mi
- Iowa City200 mi
- Door County219 mi
- Traverse City223 mi
- Cincinnati252 mi
- Bowling Green344 mi
- Duluth404 mi
- Lawrence449 mi
- Knoxville455 mi
- Branson473 mi
- Lewisburg474 mi
- Asheville513 mi
- Oxford529 mi
- Fayetteville533 mi
- Charlottesville552 mi
- Harrisburg571 mi
- Kearney600 mi
- Grand Forks622 mi
- Stillwater644 mi
- Dover662 mi
- Princeton682 mi
- Ocean City705 mi
- White Plains719 mi
- Manchester745 mi
- New Haven760 mi
- Kiawah Island763 mi
- Hanover792 mi
- Gulf Shores803 mi
- Dallas805 mi
- Westerly816 mi
- St. Simons Island817 mi
- Spearfish834 mi
- Lafayette842 mi
- Kennebunkport876 mi
- Martha’s Vineyard878 mi
- Cheyenne888 mi
- Vail991 mi
- Tampa1,006 mi
- Taos1,032 mi
- Marsh Harbour1,217 mi
- Missoula1,341 mi
- St. George1,417 mi
- Tucson1,443 mi
- Coeur d’Alene1,475 mi
- Lake Tahoe1,702 mi
- San Diego1,732 mi
- Tacoma1,739 mi
- Eugene1,787 mi
- Peoria131 mi
- Ann Arbor201 mi
- Dayton232 mi
- Evansville270 mi
- Bardstown304 mi
- Huntington363 mi
- Lake of the Ozarks367 mi
- Okoboji395 mi
- Brainerd449 mi
- Chattanooga488 mi
- Manhattan506 mi
- Grand Island560 mi
- Hot Springs589 mi
- Allentown637 mi
- Easton645 mi
- Augusta658 mi
- Pierre662 mi
- Williamsburg662 mi
- Albany710 mi
- Atlantic City713 mi
- Danbury731 mi
- Shreveport733 mi
- Hattiesburg736 mi
- Myrtle Beach738 mi
- Wilmington749 mi
- Killington761 mi
- Lawton770 mi
- Mobile775 mi
- Dickinson823 mi
- Laconia827 mi
- Jacksonville869 mi
- Hyannis892 mi
- Colorado Springs916 mi
- Rockland945 mi
- Casper955 mi
- Austin980 mi
- Billings1,072 mi
- Moab1,175 mi
- Idaho Falls1,240 mi
- Las Cruces1,241 mi
- Sedona1,388 mi
- Exuma1,438 mi
- Elko1,453 mi
- Bellingham1,742 mi
- Medford1,794 mi
- San Jose1,838 mi
- Bloomington120 mi
- Green Bay183 mi
- Bloomington196 mi
- Toledo211 mi
- Frankfort293 mi
- Mackinac Island313 mi
- St. Cloud413 mi
- Fayetteville435 mi
- Springfield442 mi
- Sioux City450 mi
- Buffalo452 mi
- Sevierville467 mi
- Roanoke518 mi
- Grove529 mi
- Tupelo530 mi
- Greenville561 mi
- Frederick562 mi
- Salina566 mi
- Fort Smith578 mi
- Aberdeen595 mi
- Lancaster604 mi
- Lake Oconee638 mi
- Montgomery661 mi
- Cape May698 mi
- Litchfield743 mi
- Outer Banks758 mi
- Montpelier777 mi
- Scottsbluff824 mi
- Fort Worth825 mi
- North Conway846 mi
- Lake Charles863 mi
- Provincetown895 mi
- Bangor967 mi
- Sheridan990 mi
- Telluride1,101 mi
- Ruidoso1,147 mi
- Fort Lauderdale1,168 mi
- Helena1,245 mi
- Provo1,253 mi
- Harbour Island1,294 mi
- Flagstaff1,371 mi
- McCall1,438 mi
- Mesquite1,450 mi
- Newport Beach1,739 mi
- Friday Harbor1,768 mi
- Bandon1,861 mi
- West Lafayette106 mi
- Kohler128 mi
- Galena148 mi
- Harbor Springs278 mi
- Ames308 mi
- Columbia320 mi
- Akron321 mi
- Paducah337 mi
- Grand Marais427 mi
- Jonesboro450 mi
- Deep Creek Lake461 mi
- Johnson City476 mi
- Hot Springs492 mi
- State College512 mi
- Rochester517 mi
- Tuscaloosa595 mi
- Athens595 mi
- Pinehurst638 mi
- Columbia652 mi
- Monroe693 mi
- Asbury Park718 mi
- Ardmore737 mi
- Natchez743 mi
- Garden City750 mi
- New London802 mi
- Worcester811 mi
- Augusta914 mi
- Laramie927 mi
- Steamboat Springs1,001 mi
- Los Alamos1,082 mi
- West Palm Beach1,129 mi
- Great Falls1,220 mi
- El Paso1,252 mi
- Ogden1,255 mi
- Eleuthera1,324 mi
- Grand Canyon Village1,373 mi
- Ely1,436 mi
- Sandpoint1,469 mi
- Walla Walla1,543 mi
- Hood River1,698 mi
- Sacramento1,789 mi
- Lansing167 mi
- Columbus205 mi
- Owensboro286 mi
- Minocqua294 mi
- Jefferson City332 mi
- Canton333 mi
- Mankato359 mi
- Erie388 mi
- Bristol468 mi
- Middleburg557 mi
- Bartlesville569 mi
- Syracuse590 mi
- Chapel Hill618 mi
- Auburn651 mi
- Aiken662 mi
- Columbus665 mi
- Salisbury680 mi
- Long Beach Island720 mi
- Pittsfield736 mi
- Alexandria777 mi
- Boothbay Harbor920 mi
- Boulder927 mi
- Carlsbad1,121 mi
- Corpus Christi1,121 mi
- Boca Raton1,153 mi
- West Yellowstone1,192 mi
- Bimini1,213 mi
- Logan1,244 mi
- Prescott1,432 mi
- Tri-Cities1,582 mi
- Palm Springs1,663 mi
- Salem1,776 mi
- Moline150 mi
- Wisconsin Dells163 mi
- French Lick237 mi
- Sandusky255 mi
- Cape Girardeau332 mi
- Somerset368 mi
- Murfreesboro422 mi
- Blacksburg501 mi
- Bemidji526 mi
- Hagerstown540 mi
- Spartanburg570 mi
- Greensboro581 mi
- Scranton618 mi
- Lake Martin637 mi
- Macon662 mi
- Enid667 mi
- Millville681 mi
- Saratoga Springs709 mi
- Great Barrington731 mi
- Houma867 mi
- Greenville932 mi
- Lubbock963 mi
- Roswell1,092 mi
- Durango1,121 mi
- Naples1,137 mi
- Livingston1,170 mi
- Treasure Cay1,203 mi
- Page1,315 mi
- Cedar City1,378 mi
- Wenatchee1,639 mi
- Astoria1,806 mi
- Napa1,837 mi
- Kalamazoo108 mi
- Appleton169 mi
- Carbondale300 mi
- Youngstown365 mi
- Clarksville370 mi
- Florence486 mi
- Joplin494 mi
- Blue Ridge517 mi
- Staunton520 mi
- Winston-Salem562 mi
- Pocono Mountains635 mi
- Beaufort756 mi
- Natchitoches763 mi
- Springfield771 mi
- Montauk813 mi
- Amarillo895 mi
- Crested Butte1,037 mi
- Fort Myers1,104 mi
- Kanab1,365 mi
- Staniel Cay1,382 mi
- Lake Havasu City1,529 mi
- Yakima1,647 mi
- Santa Barbara1,806 mi
- Newport1,827 mi
- La Crosse226 mi
- Quincy237 mi
- Athens339 mi
- St. Joseph404 mi
- Jackson438 mi
- Boone506 mi
- Clemson562 mi
- Fredericksburg591 mi
- Pine Mountain641 mi
- New Hope667 mi
- Lake Placid707 mi
- Dothan744 mi
- Covington800 mi
- Plymouth871 mi
- Sarasota1,045 mi
- Grand Junction1,114 mi
- Laredo1,197 mi
- Andros1,314 mi
- Bryce Canyon1,330 mi
- Yuma1,604 mi
- Klamath Falls1,740 mi
- Olympia1,760 mi
- Monterey1,857 mi
- Findlay214 mi
- Marquette322 mi
- Cookeville411 mi
- Highlands529 mi
- Winchester530 mi
- Gettysburg561 mi
- Ithaca571 mi
- Pawleys Island746 mi
- Thomasville790 mi
- Fort Collins909 mi
- St. Petersburg1,011 mi
- McAllen1,239 mi
- Show Low1,324 mi
- Rock Sound1,346 mi
- South Lake Tahoe1,704 mi
- Port Angeles1,786 mi
- Saginaw215 mi
- Mansfield277 mi
- Ligonier451 mi
- Tullahoma456 mi
- Abingdon468 mi
- Gainesville564 mi
- Camden650 mi
- Cooperstown651 mi
- Beaufort773 mi
- Breckenridge976 mi
- Clearwater999 mi
- Brownsville1,237 mi
- Great Harbour Cay1,246 mi
- Sierra Vista1,437 mi
- Chelan1,626 mi
- Truckee1,706 mi
- Lake George714 mi
- New Bern738 mi
- Valdosta800 mi
- Tallahassee813 mi
- Midland1,049 mi
- Montrose1,091 mi
- Long Island1,476 mi
- Mammoth Lakes1,682 mi
- Fayetteville668 mi
- Poughkeepsie705 mi
- Albany737 mi
- Pensacola793 mi
- Abilene931 mi
- Glenwood Springs1,042 mi
- Cat Island1,392 mi
- Santa Rosa1,854 mi
- Rome543 mi
- Binghamton601 mi
- Greenville702 mi
- Destin797 mi
- Winter Park957 mi
- San Angelo1,010 mi
- San Salvador1,445 mi
- Carlsbad1,725 mi
- Panama City814 mi
- Waco886 mi
- Paso Robles1,819 mi
- Killeen931 mi
- Key West1,243 mi
- San Luis Obispo1,830 mi
- College Station916 mi
- Marathon1,244 mi
- Fresno1,743 mi
- Tyler782 mi
- Daytona Beach949 mi
- Mariposa1,736 mi
- Longview756 mi
- Gainesville895 mi
- Bakersfield1,742 mi
- Beaumont892 mi
- Ocala930 mi
- Santa Cruz1,854 mi
- Wichita Falls808 mi
- Melbourne1,030 mi
- Temecula1,704 mi
- Galveston957 mi
- Vero Beach1,066 mi
- Big Bear Lake1,669 mi
- Stuart1,097 mi
- South Padre Island1,217 mi
- Ontario1,711 mi
- Lakeland1,007 mi
- Fredericksburg1,017 mi
- Mendocino1,892 mi
- St. Augustine900 mi
- Kerrville1,039 mi
- Redding1,796 mi
- Fort Pierce1,081 mi
- Marfa1,212 mi
- Eureka1,882 mi
- Sugar Land958 mi
- Punta Gorda1,083 mi
- Chico1,783 mi
- The Woodlands919 mi
- Sebring1,053 mi
- Stockton1,793 mi
- McKinney776 mi
- Kissimmee1,001 mi
- Visalia1,730 mi
Questions
Flying private in Chicago
Which airports can I charter a private flight to or from in Chicago?
Bluebird flies in and out of Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), Chicago Executive Airport (PWK), and Gary/Chicago International Airport (GYY). Choose the one closest to where you're going; you board at a private terminal (FBO), so there are no airline security lines and you can arrive shortly before departure.
How do I book a private charter from Chicago?
Enter your departure airport, destination, date and number of passengers above. You'll see a price for the whole aircraft, with taxes and fees included. Book our Learjet 60 online, or request a quote for a different size of aircraft and our team sends you a firm price.
How many passengers can fly on a charter from Chicago?
Up to 1 passenger, depending on the aircraft. For a larger group, we source a larger aircraft. You pay one price for the whole aircraft, not per seat.
What are popular private flights from Chicago?
Popular trips include Indianapolis (about ), Detroit (about ), St. Louis (about ), and Louisville (about ). Enter any route above to see a price.
Is private charter in Chicago, IL safe?
Bluebird has flown charter under FAA Part 135 since 1985. Our Learjet 60s fly under our own Part 135 certificate, with two pilots on every flight. When we source an aircraft from another vetted Part 135 operator, the operating carrier named on your quote holds operational control.
More destinations in Illinois
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