Built on Discipline. Driven by Service.

Chicago’s executive black car service, trusted by corporate travelers since 2016.

Our Story

Fiona’s Carriage was founded in Chicago in 2016 with a simple belief: executive transportation should run with the same precision as the businesses it serves. Every ride begins before the car arrives, with flight tracking, route planning, and a chauffeur who knows the city.

Today we move executives, business travelers, and event guests across Chicagoland in late-model Lincoln Aviators. For larger groups, a trusted affiliate network provides Lincoln Navigators, Chevrolet Suburbans, and Cadillac Escalades. The standard never changes: clean vehicles, professional chauffeurs, and on-time arrivals.

Leadership

Fiona’s Carriage is led by founder and president Terence Bass, who brings more than 20 years of executive management experience from Sears Auto Centers, Pep Boys, Advance Auto Parts, and Big Lots, including years overseeing loss prevention. That background shapes how we operate: disciplined processes, careful attention to safety, and discretion clients can count on. Terence also holds an Illinois Executive Protection License.

Certified and Accountable

  • Minority Business Enterprise (MBE) certified
  • Illinois Executive Protection License
  • Serving Chicago since 2016

We welcome inquiries from supplier diversity and corporate travel programs.

Who We Serve

From Fortune 500 executives to wedding parties, our clients share one expectation: that every detail is handled. We provide airport transfers to O’Hare, Midway, and regional airports, corporate travel for teams and visiting executives, and transportation for galas, weddings, and special events.

Ready When You Are

Book online in minutes, or call our reservations team at 773-963-0737