Private jets to Chicago
Fly in comfort and privacy with our private jets to Chicago. WrenJet offers tailored charter flights to top airports across the Windy City. Request your custom private jet quote today!
Whether you’re heading to the Windy City for business in the Loop or a lakeside getaway, flying private to Chicago transforms your journey into a seamless, stress-free experience. Skip the crowds, delays, and long lines at O’Hare and enjoy world-class service, elevated comfort, and tailored flexibility with WrenJet Private Air Charter.
The advantages of flying private to Chicago with WrenJet
Comfort, speed & complete privacy in the sky
Flying private means total control over your travel experience. With WrenJet Private Air Charter, enjoy plush cabin seating, shorter travel time, and no TSA lines. Whether you're traveling solo or with a full team, private jet charter flights give you the space and discretion to work, relax, or enjoy the view—all at 40,000 feet.
Exclusive services before you board
Your journey starts the moment you book. Enjoy luxury ground transportation, VIP handling, and private terminals (FBOs) offering lounge access, car-to-aircraft boarding, and expedited security. We tailor each experience to your needs, from last-minute changes to onboard requests.
Perfect for business travelers and leisure trips
Chartering a private jet to Chicago allows business executives to attend meetings across multiple states and return the same day. For leisure travelers, flying private provides unmatched convenience, allowing you to explore top destinations like Millennium Park, the Magnificent Mile, or Wrigley Field without the stress of commercial airports.
Best airports in Chicago for private jet arrivals
Chicago Midway International Airport (MDW)
Just eight miles from downtown, Chicago Midway International Airport is a top choice for private jet travelers. With dedicated FBOs offering 24/7 operations and easy access to central Chicago, Midway is ideal for quick arrivals and departures.
Chicago Executive Airport (PWK)
Located in Wheeling, IL, just 18 miles northwest of downtown, Chicago Executive Airport serves a high volume of business and general aviation traffic. PWK offers exceptional privacy, low congestion, and is well-suited for frequent private charter flights. Photo credit: Chicago Executive Airport.
Chicago O’Hare International Airport (ORD)
While known as a major hub for commercial flights, Chicago O’Hare International Airport also accommodates select private aviation operations via its dedicated FBO. However, due to heavy traffic and limited slot availability, it is often bypassed in favor of more efficient private jet airports like MDW and PWK.
Popular private charter routes to the Windy City
Chicago is a central hub for private aviation in the U.S., making it a popular destination from cities coast to coast. Whether you're departing from New York, Miami, Los Angeles, Dallas, or Toronto, WrenJet Private Air Charter coordinates seamless charter flights tailored to your schedule and preferences. We also offer quick regional hops from Indianapolis, St. Louis, or Detroit.
Popular city pairs include:
Private jet to Chicago from New York (2.5 hours)
Private jet from Los Angeles to Chicago (4 hours)
Chicago to Aspen, Vail, or Telluride (3 hours)
Toronto to Chicago (90 minutes, ideal for business day trips)
Chicago private charter flights are available round-trip, one-way, or as multi-leg itineraries with stopovers.
What Is the price of a private jet charter to Chicago?
Private jet rental pricing to Chicago varies depending on multiple factors: aircraft size, distance, time of year, and whether the trip is round-trip or one-way. While light jets are perfect for quick hops from nearby cities, super-midsize jets or ultra long range jets are ideal for cross-country or international trips.
Here’s a quick breakdown:
Light Jet (6–7 pax): From $10,000 – $15,000 (e.g., New York to Chicago)
Midsize Jet (7–8 pax): From $15,000 – $20,000
Super-Midsize Jet (8–10 pax): From $20,000 – $25,000
Heavy Jet (10–16 pax): From $25,000 – $35,000+
For a customized estimate, get a private jet charter quote now and receive a tailored flight plan with no hidden fees.
Private jet rental options for your Chicago journey
Choose from light, midsize, and heavy jets
We offer a curated selection of aircraft to match your mission profile—whether you're flying solo or with a group. From efficient light jets like the Citation CJ3+ to transcontinental super-midsize jets like the Challenger 350 or Falcon 2000, WrenJet ensures the ideal balance of speed, range, and comfort.
Custom interiors and modern amenities
Your private jet rental includes more than just a flight—it’s a complete travel experience. Enjoy leather seating, in-flight Wi-Fi, complimentary snacks and beverages, and entertainment systems. Some jets offer lie-flat seating, conference areas, and enclosed lavatories—perfect for extended or overnight travel.
Concierge-level comfort, before, during and after
From pre-departure to arrival, WrenJet Private Air Charter delivers concierge-level service. Need catering from a Chicago steakhouse? Last-minute ground transfers? Our white-glove team handles every detail, making your private jet flight as effortless as it is enjoyable.
Book your private flight to Chicago today
Experience the difference of flying private with WrenJet Private Air Charter. Whether you're traveling for business, a weekend getaway, or a special event in the Windy City, our team is available around the clock to assist with your private jet charter needs.
Let us manage every detail—so you can focus on what matters most. Get your personalized charter quote and take off on your terms.
