Founded in 1990, Windy City Charter offers a complete service to ensure your comfort and satisfaction in reaching your destination. Our charter specialists are here to help you plan the perfect trip to match your needs. Our pilots have many hours of experience and are courteous and professional.

The Charter Advantage

When you charter aircraft through Windy City Charter, you can fly in luxury and comfort. You get to fly at a time that fits your schedule. Unlike with airline flying, there is no waiting in long lines, and you avoid uncomfortable encounters with airport security. Charter flights allow you to fly when it fits your schedule. Our staff will match you with the right aircraft to suit your needs, and if we do not have the aircraft you are looking for, we can find it for you using our professional contacts!

Charter for Any Occasion

Windy City Charters arranges flights for all types of needs. Here are just some of the great reasons to charter a flight:

• Take your relatives for a site seeing tour of Chicago or surrounding areas.
• Fly your significant other to a romantic weekend get-away.
• Save time getting to an out-of-town business meeting.
• Get to a favorite hunting or skiing destination with ease.

We can accomodate your travel needs whether you are staying at your destination for a couple hours, a day, or a week. We can even take you international!

Additional Services

Along with your flight, we are happy to help you with any special requests you may have. For instance, we can arrange to have catered meals ready aboard your flight or to have a taxi or limo pick you up at your destination.

Please contact us for more information or to schedule your next chartered flight at (847) 808-9868.

Charter Quote - Have a trip planned and just need a flight? Request a price quote.