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Given the high frequency of air travel in and out of Chicago and the persistent delays at O'Hare and Midway, executives, legal professionals, sports teams, and discerning travelers rely on private jet charters to maximize productivity and minimize downtime.
41
87
25.7933
-80.2906
Chicago
Milwaukee
You're required to arrive at least 1.5 hours before your scheduled departure time.
When you get there, you'll be entering a large commercial terminal filled with thousands of other passengers.
Once inside, you'll have to wait until the airline tells you when you can depart.
This might take several hours.
Arrive 10-15 minutes before departure and board your aircraft without delay. |Land at Miami Opa Locka or Miami Executive Airport and avoid lengthy waits for ground transportation at MIA. | The total time saved on a round trip can exceed 4 hours—enough to justify the investment for high-value professionals.
Chicago’s central location makes it an ideal hub for private jet travel. Efficient regional routes to major Midwest and East Coast cities are cost-effective in light jets departing from general aviation airports. Long-range jets from Chicago can easily reach Europe or the West Coast nonstop, streamlining global business and leisure travel.
Chartering a private jet in Chicago means selecting the most convenient airport for your needs. Unlike commercial travel restricted to major hubs, private flyers enjoy access to a wide array of executive and general aviation terminals across the metropolitan area, reducing travel time before departure.
Turboprops excel for quick hops from Chicago to destinations like Milwaukee, Indianapolis, or Springfield. Seating 4-8 guests, they offer outstanding performance at smaller airports and on short runways.
Light jets are the go-to choice for regional business travel from Chicago. With models like the Phenom 300, Citation CJ3+, and Learjet 75 available, these jets seat 6-8 passengers and deliver both comfort and efficiency on trips throughout the Midwest.
Midsize jets offer stand-up cabins and expanded storage, making them perfect for longer domestic routes. Popular for flights from Chicago to Miami, Dallas, or Denver, options like the Hawker 900XP, Citation XLS+, and Challenger 300 comfortably accommodate 7-9 guests.
Ultra-long-range jets like the Bombardier Global 7500, Gulfstream G700, and Falcon 10X provide unmatched global access from Chicago, with features including lie-flat suites, onboard showers, and advanced cabin climate control for the ultimate journey.
Super-midsize jets provide coast-to-coast reach with large-cabin amenities. Aircraft such as the Citation Longitude, Gulfstream G280, and Challenger 350 fly nonstop from Chicago to Los Angeles or Seattle, seating 8-10 passengers in luxury.
Heavy jets set the benchmark for intercontinental and group travel. The Gulfstream G450, Global 6000, and Falcon 900 deliver seating for 10-16 guests, full flat beds, and a premium onboard experience for nonstop Chicago to London or transpacific flights.
Helicopter charters are a convenient solution for rapid airport transfers between downtown Chicago and executive airports, quick visits to suburban offices, or exclusive access to major events across the region.
Chicago is among North America's busiest private jet charter markets, anchored by several airports offering an impressive variety of aircraft.
The following routes are the most sought-after from the Chicago area. Pricing varies by aircraft, origin, and destination airports, as well as seasonality and booking lead time.
Jettly's instant cost estimator tool offers real-time pricing for your exact itinerary. If you'd prefer to speak with our trusted team, please contact us, and we'll be happy to help.
Although Chicago stands as a global business epicenter, many are surprised by how attainable private jet travel can be. Jettly’s transparent pricing eliminates hidden fees and broker markups, providing clear, upfront costs for every itinerary.
Lighter aircraft tend to be less expensive, while larger, heavier aircraft cost more.
Traveling longer distances requires more fuel and, therefore, tends to be more expensive.
If your selected aircraft isn't already located in the departure city, you may incur positioning costs to transport the plane to meet you.
3630
ideal for quick trips to Midwest cities (under 90 minutes)
5102
8173
perfect for frequent business travel throughout the Great Lakes region.
7478
9850
most often utilized for flights between the Midwest and South or East Coast.
12215
20389
Although Chicago stands as a global business epicenter, many are surprised by how attainable private jet travel can be. Jettly’s transparent pricing eliminates hidden fees and broker markups, providing clear, upfront costs for every itinerary.
can save you 25-75% off standard rates. See the Jettly website for a list of current empty legs.
No membership fee is required to charter an on-demand flight. For frequent flyers (four or more times per year), Jettly's jet card program provides fixed hourly rates for future use, guaranteed access to an aircraft, and priority service during peak demand periods.
Jettly is a Department of Transportation-compliant charter brokerage firm licensed under parts 295 and 298 of the federal regulations. Every flight we book through our system is operated by an independent FAA-certified Part 135 or Part 121 air carrier. This means that your safety is never compromised.
We offer access to more than 23,000 aircraft worldwide across all categories, with no fleet restrictions and no unauthorized aircraft substitution without client consent. With Jettly, you'll enjoy:
Flight arrangements made in a few hours
Same-day bookings if available
All-inclusive quotes with no surprises
Around-the-clock customer service via phone and e-mail
Dedicated staff for itineraries and last-minute requests
No membership or deposit required for ad hoc bookings
Concierge services with in-flight meals and ground transfers
Concierge services with in-flight meals and ground transfers
Access to first-class lounges and accommodations for pets
Yes, Jettly's charter quotes include flight time, crew costs, fuel surcharges, airport landing and taxi fees, and all applicable taxes.
Optional services, such as meal service, ground transportation, and customs coordination, are quoted separately after we receive your inquiry.
NetJets and VistaJet are fractional ownership and proprietary jet card companies that utilize their own fleets of aircraft. They require an upfront commitment of funds and limit their clients' ability to choose an aircraft type. Jettly acts solely as a charter brokerage company, allowing clients access to virtually unlimited aircraft types worldwide at exceptional rates.
Yes, empty-leg flights can be booked through Jettly's website or by contacting our team. Discounts on empty leg flights can reach up to 75% off regular charter prices. Availability varies daily.
MEMBERSHIPS AND ASSOCIATIONS
Disclaimer: Jettly operates as a charter broker, offering access to a global digital jet charter marketplace. Jettly is not a direct air carrier and does not own or operate aircraft. All advertised flights are conducted by third-party air carriers that are fully licensed and hold the appropriate Part 135 or Part 121 certifications issued by the Federal Aviation Administration (FAA) or equivalent regulatory authorities under U.S. or foreign law. Jettly complies fully with the U.S. Department of Transportation's Part 295 and Part 298 Charter Broker regulations. Jettly does not carry additional liability insurance. Passengers are covered by aircraft operator insurance. TICO: 50023770
