As a tour guide, you will be asked to learn the ins and outs of Chicago and its history, and will be responsible for relaying it to our guests in a fun and unique way. Our tour guides wear many hats: guide, confidant, problem solver, conversationalist, leader, care giver, and general rock star! Guiding tours with us is a highly sought-after position demanding lots of cultural and historical knowledge and above-all, extraordinary people skills. Those are the obvious qualifications, but no less important is the ability to work very flexible hours and have a strong sense of team pride.


We keep our bikes in tip-top shape so tours run smoothly, and for this we seek qualified mechanics interested in maintaining our tour fleet as well as other fleet maintenance tasks.


There are many steps a tourist takes before becoming one of our happy customers. Behind the scenes, we have a dedicated team of people who are the first point of contact for anybody considering taking a tour with us. They say "lots of little things make big things happen" and this is certainly true of the little details this job entails. We are always accepting applications for qualified individuals with a passion for customer service in an exciting tour office in Chicago.


We are seeking part-time Social Media Ambassadors to join our family. The Social Media Ambassador is an essential role, acting as Fat Tire Tours’ voice and visual identity on social platforms. Success in this position comes from a contagious love of your city and the local culture, an obsessive attention to detail, strong creative instincts, and a commitment to structure and organization.

Qualified candidates have a proven track record in social community management and growing followings and engagement on platforms that include Instagram, Facebook, and Twitter. It’s imperative that you love your city, care that people see its best side while visiting, and spend weekends exploring different neighborhoods because you love finding something new! This position is responsible for delivering weekly Instagram live stories that capture the best that the city has to offer, an inside look at our tours, and special tips for travelers. The Social Media Ambassador will interface directly with the Director of Marketing and Marketing Content Manager to help develop a well thought social content calendar using a variety of online tools (Google docs, Hootsuite, Facebook, etc.). The perfect candidate is able to adapt to the Fat Tire Tours tone and voice and contribute basic copywriting for social media captions.

For more details on the position and how to apply, please click here.