Years in Business




Combined Years of Experience


Partnerships with a Vast Network of Affiliates

Windy City Limousine and Bus Worldwide was formed with a ‘Customer First’ mentality. Give great service at a reasonable price and clients will come. Well, have they ever. Windy City was started by a group of folks with over 100 years of experience in this industry. With the intent to grow into the largest company around, yet maintain the high quality standards demanded by our clients, we have accomplished both goals.

George Jacobs previously owned American Limousine, which dominated the Chicago market. After selling to a public company, he was unhappy with the decline of service, so 8 years later Windy City was born. Like in the movie “The Sting”, the finest employees and chauffeurs came back and wanted to be a part of this company. We are here for you and grateful that we have you as our Client.

Windy City Limousine is currently the Nation’s fastest growing ground transportation service. Windy City was the first ground transportation company to be on INC 5000’s list of fastest growing private companies the last 7 years. We offer our customers the most diversified and impressive fleet of vehicles in the industry, along with the area’s best chauffeurs. One of our very own chauffeurs was awarded the prestigious honor of “Chauffeur of the Year” by Limousine Digest. We were also awarded “Best Transportation Vendor” by Meetings and Events Magazine the last 7 years and running.

Over the Years


  • Illinois Meetings & Events Magazine Best Transportation: 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2017, 2018, 2019
  • Inc 5000 Magazine: 2010, 2011, 2012, 2013, 2014, 2015
  • Wedding Wire Couple’s Choice: 2016, 2017, 2018, 2019, 2020
  • Samsara Best in Fleet Customer Service: 2019
  • Crain’s Fast Fifty Chicago’s Fastest Growing Companies: 2014
  • The Knot Best of Weddings: 2017, 2018, 2019, 2020
  • The Knot Hall of Fame: 2020
  • LCT National Operator of the Year – 2016
  • LCT Motorcoach of the year – 2019

Founded by George Jacobs


Bought first motorcoach!

1 Million Reservations!
Creation of Meetings & Events department
Move to Broadview opened 60,000 square foot, Fleet Operations Center and Expanded Operations
Celebrating 10 Years in Business
Ryder Cup Official Transportation Provider

Merged with Your Private Limousine (YPL)


Super Bowl XXVI Official Transportation Provider

2 Million Reservations!
George Jacobs Inducted into Chauffeur Driven Hall of Fame
Hosted First Windy City Leadership Retreat