A Chicago River tour boat passes in front of Trump Tower

Private Jet Charter to Chicago

Chicago has three good options for private flights, and the right one depends on whether you are going downtown, to the North Shore or on to another flight.

Main airport
MDW / KMDW
Elevation
620 ft
Longest runway
13L/31R (6,522 ft)
Customs
Confirmed with your quote

Flying Private to Chicago

Midway is the closest jet airport to the Loop. Chicago Executive, northwest of the city, is business-aviation only and convenient for the North Shore suburbs. O’Hare works best when you are connecting to an international airline flight.

Chicago is a year-round business market, and winter weather is the main thing to plan around.

Chicago Airports for Private Jets

Which airport is best depends on where you are going on the ground, the time of day and the aircraft.

Before You Book Chicago

The local rules and conditions that affect your aircraft, schedule and price.

De-Icing

In winter, de-icing is common and is added to the final bill.

Airport Choice

Midway suits the Loop and Gold Coast; Chicago Executive suits Winnetka, Highland Park and Lake Forest.

When Demand Peaks in Chicago

Book early for these dates. Quieter periods offer the widest choice of aircraft.

December to March
Snow and de-icing can add time on the ground; allow extra time in the morning.
Summer
Lake-effect storms are less of an issue; demand rises for weekend trips to Michigan and Wisconsin lake houses.

Flight Times and Prices to Chicago

Estimated one-way flight times and prices to MDW for aircraft that fly the trip nonstop. Prices exclude taxes, fees and repositioning. Estimate a different trip

FromDistanceLight jetMidsize jetHeavy jet
New York (TEB)712 mi2 hr$10,900–$15,9001 hr 55 min$16,600–$21,5001 hr 50 min$36,500–$56,000
Los Angeles (VNY)1,742 miNeeds fuel stop3 hr 45 min$20,500–$25,5003 hr 30 min$36,500–$56,000
Miami (OPF)1,177 mi3 hr$13,000–$18,8002 hr 50 min$16,600–$21,5002 hr 40 min$36,500–$56,000
Dallas (DAL)794 mi2 hr$10,900–$15,9001 hr 55 min$16,600–$21,5001 hr 50 min$36,500–$56,000
Houston (HOU)938 mi2 hr 20 min$10,900–$15,9002 hr 15 min$16,600–$21,5002 hr 5 min$36,500–$56,000
San Francisco (SFO)1,850 miNeeds fuel stop3 hr 55 min$21,500–$27,0003 hr 40 min$36,500–$56,000
Las Vegas (LAS)1,517 mi3 hr 25 min$14,900–$21,5003 hr 15 min$18,100–$23,0003 hr 5 min$36,500–$56,000
Boston (BED)844 mi2 hr 20 min$10,900–$15,9002 hr 15 min$16,600–$21,5002 hr 5 min$36,500–$56,000

Route Guides

Best Aircraft for Chicago

Light and midsize jets suit most Midwest and East Coast trips. For nonstop flights to the West Coast, choose a super-midsize.

Chicago Private Jet Questions

Which Chicago airport is best for private jets?

Midway (MDW) for downtown, Chicago Executive (PWK) for the North Shore, and O’Hare (ORD) for airline connections.

How long is a private flight from Chicago to New York?

About two hours in a light or midsize jet.