Windy City Charter has dedicated over 17 years to providing an exceptional air charter experience. Our commitment to top quality personal service and our incident-free safety record will ensure you reach your destination with all the convenience, prestige and comfort that personal air charter has to offer.

Your enjoyment is our team’s main objective, second only to our dedication to safety. Let us use our in depth knowledge and years of experience to customize a flight to for you.

First time flying with us? A Windy City Charter Specialist will guide you through the process. Simply call or fill out the free, no-obligation quote. We will respond promptly with the details.

Your schedule is our schedule

  • We fly when and where you want
  • Avoid connecting flights
  • If your plans change, we adapt to accommodate your agenda


  • We get you closer to your final destination
  • WCC has access to over 4,500 more airports nationwide then the airlines
  • We can arrange transportation to and from the airport
  • No waiting for checked bags, or tracking down lost ones
  • WCC is pet-friendly. No more worries about your pet flying as cargo. They fly in the cabin with you.
  • Special needs? Just ask

Travel in privacy and comfort

  • Wide choice of aircraft – we will help you choose the ideal plane for your flight
  • Enjoy a restful, rejuvenating flight between destinations
  • Choose your fellow travelers

Arrive refreshed

  • Spare yourself the frustration of commercial flights
  • Rest in a relaxed, roomy and pleasant atmosphere
  • Decrease your overall travel time