Jenna S.
10/29/2019
It was an absolutely amazing experience, Scott took the time to go over the inintery with us before we left to make sure that we spent ample time on the trolley as well as have enough time to hop...
Second City Trolley
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3659 W Addison St
Chicago, IL 60618
Second City Trolley is a premier trolley rental company in Chicago, offering unique and memorable transportation experiences for weddings, special events, and bar hopping parties. With their beautifully designed trolleys, friendly drivers, and fully air-conditioned and heated vehicles, they provide a charming and comfortable way to explore the city and create lasting memories.
Whether it's riding in style to the chapel on your wedding day or enjoying a fun-filled night out with friends, Second City Trolley ensures a festive atmosphere and thoughtful service, making every occasion special. Their trolleys, equipped with iPod stereo hookups and open decks for the best views of the city skyline, add character and soul to any event, guaranteeing an unforgettable experience for all.
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Reviews
4.5114 reviewsChristiana D.
6/11/2025
We used Second City Trolley for our Wedding day and it was an amazing experience! Communication before the day was great and our wedding ran seamlessly with their help! Would 100% recommend!
Leah D.
8/11/2021
Great communication, reliable and easy to work with (had to change our wedding date due to covid). Very accommodating, timely and professional. Booked the Sophia trolley for our wedding and...
Lauren W.
8/7/2023
I had a wonderful experience with Second City Trolley. I recently booked a 30 person trolley for a birthday, and the company was informative, helpful, and quick to respond to any questions or...
Cindy L.
10/1/2019
Our review from 9/7/19 Thank you for the wonderful experience with Second City Trolley! Everything- from booking the trolley, confirming our appointment, and attending our appointment- went very...
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