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Private Jet Charters from Chicago: Routes, Airports, and Aircraft Options

Chicago is a leading Midwest hub for private jet charters, offering fast departures from Midway (MDW), Chicago Executive (PWK), and O’Hare. Popular destinations include NYC, Aspen, Las Vegas, and Florida. Choose from light, midsize, or long-range jets—no membership required.

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Chicago International Airport

Why Chicago Is a Top Hub for Private Jet Travel

Chicago is the gateway to the Midwest and beyond, making it a high-demand region for private air travel. Travelers enjoy fast access to luxury aircraft, streamlined boarding from private terminals, and options for both domestic and international destinations.

  • Chicago Midway (MDW): The most commonly used airport for business jets due to proximity to downtown
  • Chicago Executive Airport (PWK): Ideal for North Side and suburban departures, with exclusive FBO access
  • O’Hare International (ORD): Best suited for international private charters and long-haul flights

Popular Private Jet Routes from Chicago

New York City, NY

  • Flight Time: ~2 hours
  • Jet Type: Midsize – Citation XLS, Learjet 60
  • Purpose: Business meetings, Wall Street travel

Aspen, CO

  • Flight Time: ~2.5–3 hours
  • Jet Type: Midsize to Super Midsize – Hawker 800XP, Challenger 300
  • Purpose: Luxury ski vacations, winter retreats

Las Vegas, NV

  • Flight Time: ~3.5–4 hours
  • Jet Type: Light or Midsize – Citation CJ3, Learjet 45
  • Purpose: Getaways, conventions, high-end group travel

Miami, FL

  • Flight Time: ~3 hours
  • Jet Type: Super Midsize – Citation Latitude, Falcon 2000
  • Purpose: Winter escapes, private events, seasonal travel

Aircraft Options for Chicago Jet Charters

Clients flying from Chicago have access to a full range of aircraft classes to match every route and group size:
  • Light Jets – Great for 2–6 passengers, short to mid-range routes Examples: Phenom 100, Citation CJ3
  • Midsize Jets – Additional space and comfort for 4–8 passengers Examples: Hawker 800XP, Learjet 60
  • Super Midsize & Heavy Jets – Ideal for coast-to-coast and international travel Examples: Challenger 300, Gulfstream G450, Falcon 900

Chicago Empty Leg Flights

Take advantage of Chicago empty leg flights for one-way savings of up to 50%. These pre-scheduled repositioning flights offer:
  • Premium aircraft
  • Available on short notice
  • Perfect for flexible luxury travelers

Why Choose Chicago Jet Charter

  • Over 20 years of trusted charter service
  • Real-time access to 7,000+ FAA-certified aircraft
  • No membership or long-term commitment
  • Multiple departure airport options across the region
  • Transparent pricing and personal flight concierge

Frequently Asked Questions

Which airport is best for private jet charters in Chicago?
Most charter clients use Chicago Midway (MDW) for fast downtown access. PWK (Chicago Executive) is a quieter, private option for North Side departures, and O’Hare (ORD) is preferred for long-haul or international private flights.
Can I book a private jet to New York or Miami from Chicago?
Yes. These are among the most frequently chartered routes. Midsize or super midsize jets offer the best comfort for these trips
Are same-day or next-day flights available?
Absolutely. Most flights can be arranged within 2–4 hours, depending on aircraft and crew availability.

20 Years Industry Leading Service. The Most-Accredited Charter Brokerage Worldwide:

Chicago-Jet-Charter-Reviews
  • 12 Separate Accreditations
  • Perfect Safety Record
  • Multi-Award Winning, A+ Rated
  • Charter's Most Experienced Team

Request Best Available Quotes for Your Trip


    “I have used New Flight Charters over the last 4-5 years and have been very pleased with the quality of service, follow up and competitive prices I have received. I will fly 6-7 times a year for both personal and business and always know I will be flying safely with high quality jets, qualified and personable pilots, at a fair price. Safety is never compromised and New Flight Charters is always accessible, and on short notice. It has been my pleasure to refer them to several of my friends and business associates.”
    - Bob H.Chicago WY
    “I submitted an online request for a quote to which Michelle responded directly, shepherded me through the process beautifully and managed all of my questions with terrific patience, kindness and professionalism.”
    - N. ChoudruhuriFacebook Inc.
    “The President’s trips are not simple and you’ve again handled it well. Thank you for your help this week.”
    - Travel Aid to Former-U.S. President
    “Please use FlightSafety as a reference. Every aspect of the trip was handled with professionalism. The pilot did an outstanding job and displayed to us that he was an expert at what he was doing.”
    - FlightSafety International
    “Another thing we really like about New Flight Charters is the excellent service provided by their personnel, who are always very prompt in responding to requests, courteous and a pleasure to deal with in every way …”
    - CKMRSanta Barbara CA
    “The flight went well as always, and the helicopter transfer was perfect for her flight schedule.”
    - Office of Sarah FergusonDutchess of York
    “When a friend recommended New Flight Charters, we were very impressed with the professional and helpful information we received. They have made planning our trips a breeze, and have the best pricing we have seen. …”
    - Ken StoweIdyllwild CA
    “Mr. Brokaw conveys his thanks for LA to Dulles. You are absolutely terrific to work with. We will continue to call you for future travel needs.”
    - Tom Brokaw's assistant
    “Once again your quotes were the most reasonable and the service was excellent as always.”
    - Lexington Financial Management
    “The trip yesterday was a success. Thank you very much. I will definitely recommend your services and be sure to contact you next time.”
    - Goldman Sachs Group
    “Thank you, everything went well. We would like to reserve a plane each Monday for the next two months.”
    - McKinsey & Company
    “You are at the top of our list. You’ve really proven yourselves as the best charter company to work with.”
    - Tahoe Mountain Resorts
    “The flight went well and was handled smoothly. He enjoyed the crew. We will call you next time.”
    - Office of Mexico President, Vicente Fox
    “I just wanted you to know everything went smoothly and we were happy with the service, transport etc. Thanks for all your help and I look forward to next time!”
    - Trinity Capital, LLC
    “Thank you for your quick response. I’ve called about 10 places and you’ve bee the best thus far. I called you last and you responded first. I really appreciate that!”
    FAA jet operator
    “The pilots were great and the flight worked out wonderful. We will contact you in the future.”
    - Empry Riddle Aeronautical University

    New Flight Charters DBA Chicago Lake City Jet Charter is a multi-accredited and award-winning air charter brokerage celebrating 20 years of premier private jet charters, and performs as an authorized agent of the customer, arranging all flights per 14 Code of Federal Regulations (CFR) Part 295, with properly licensed, DOT-registered and FAA-certified FAR Part 135 direct air carriers, or direct foreign air carrier equivalent, who exercise full operational control at all times. Chicago Jet Charter itself is not a direct air carrier or a direct foreign air carrier in operational control of aircraft.

    Chicago Jet Charter arranges one-way and round trip locally-based private charter aircraft, floating fleets, and empty leg jets owned by corporations and high net worth individuals, and operated by FAA certified carriers with ATP(Airline Transport Pilot) rated captains. Charter aircraft operators arranged on your behalf by Chicago Jet Charter are FAA Part-135 certified with airplanes maintained to the strictest air charter FAA 135 charter requirements. To locate best available jet charter flights and receive quotes call 1-307-734-7751. Above are charter jet types available and each location jet charter aircraft are based. Some aircraft types may not be available for charter at all locations. Contact Chicago Jet Charter for air charter listings and jet charter pricing- receive a summary of best available aircraft and charter quotes typically in only 2-4 hours, Monday through Friday. Chicago Jet’s primary goal is to be the last jet charter company you want to call, with an easy, seamless experience beginning-to-end with great service and value.

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