Chicago Trolley & Double Decker Co.

So happy with their services! Even after my ceremony ran late, they were able to accommodate me so I could stop and take pictures before heading to the reception! I could not thank them enough for being so kind on my wedding day! I highly recommend!

Lauren, Wedding Date: 03/17/2017


Chicago Trolley has been in business since 1994 and has a fleet of 45 Chicago Trolleys. Our fleet is built for us, to our specifications, in the United States. We do not use any used or reconditioned equipment. For the bride, that means you will have a clean, dependable, and attractive trolley on your big day. 

We serve more than 500 weddings per year and take great care to insure that your day happens the way you expect. Every member of our team - from the charter sales people, to the mechanics, the operations managers, our nightly wash crew, and the drivers - understand that good service happens in every step that we take. 

Visit our website www.chicagotrolley.com for a sample wedding day itinerary and you will also find some fun photo tour planning ideas.


Transportation - Frequently Asked Questions
What types of vehicles do you have in your fleet?
Schedule permitting, which of the following driving services do you provide?
Multi-Location Trip, One-Way Trip, Round Trip
Typically, what is the minimum rental time required to book your services during peak season?
No Min.
Business Info
What types of events do you service?
Anniversaries, Baby Showers, Bar / Bat Mitzvahs, Birthdays, Bridal Showers, Christenings, Corporate Events, Debutante Balls, Eco-Friendly / Green Weddings, Engagement Parties, Graduations, Holiday Parties, LGBTQ Weddings / Ceremonies, Memorials, Proms, Quinceaneras, Sweet 16s

42 Reviews

Erin, Wedding Date: 07/07/2018
Quality of Service: 3.0 Responsiveness: 3.0 Professionalism: 3.0 Value: 3.0 Flexibility: 3.0

***Warning to Summer Brides*** All the trolleys through Chicago Trolley and Double Decker Co are open air and do not have air conditioning. I failed to ask about the air conditioning situation when booking the Trolley and now I am stressing out about the weather for my upcoming wedding on July 7, 2018. Lately we have been having 90+ degree weather. I'm nervous the temperatures will be that hot on our wedding day. Hot temps in an open air trolley are not ideal conditions for guys in suits and me in a heavy wedding dress (all the beautifying may be for nothing). I'm also worried about the comfort of our guests while traveling to and from the venue.
Please do your due diligence and ask trolley companies if they have air conditioning. I have recently found some trolley companies do have air conditioning. If the weather is cool then it's a non-issue, but I'd rather know air conditioning exists on the trolley and not use it then stress about hot temps leading up to our wedding day. Other than the air conditioning situation, Chicago Trolley & Double Decker Co have been fine to work with. I'll update my review after I have had a chance to experience their service on our wedding day.

Services Used: Transportation

Jessica, Wedding Date: 06/16/2018
Quality of Service: 0.5 Responsiveness: 3.0 Professionalism: 0.5 Value: 0.5 Flexibility: 0.5

DO NOT book with this company. They were the only part of my wedding that was horrible. The driver was so rude the entire time and acted like this was the last place he wanted to be. His directions to our ceremony was printed out on map quest like it was 2003, so when we requested him not to take the highway because there was no air conditioning and it was 95 and we didn't want our hair getting ruined, he refused because he didn't know how to get there (doesn't he have google maps on his phone??) When we're paying you that much money to drive us, I expect better service. He never once said anything to me the whole time-no congrats or anything. He looked miserable. Then he took the wrong turn and we ended up in a car parking lot and had to direct him to the ceremony. After the ceremony, we wanted to play music (which bring your own usb cord for the phone because once again they don't have this which is absurd) and he just said it wasn't working-no explanation, even though on the way to the ceremony, the music was working. He just didn't want to listen to music I'm sure, so I had to complain and tell him that it worked before and please try to figure it out. He was so rude that my husband had to talk with him on the side to have his attitude better. No professionalism. Again and to top it all off, NO AIR conditioning, which they don't advertise much. To all the brides, go with a different company-this company is the worst to work with!

Services Used: Transportation

Courtney, Wedding Date: 12/09/2017
Quality of Service: 5.0 Responsiveness: 5.0 Professionalism: 5.0 Value: 5.0 Flexibility: 5.0

One of our favorite parts of the wedding day was when we were on the trolley and stopping at our two bars with our wedding party. Our trolley and the driver was perfect! They arrived one hour early so that the wedding party could put our stuff on before the wedding and the bride and groom could jump on the trolley right when we were done with pics. They took us to the sparrow which was part of the plan and then we added a stop to clark street ale house and the driver was super flexible. The driver was always right outside of the bar so we could run in and out and even better have it in the background for some of our pics. Such a great experience!

Services Used: Transportation

Hannah, Wedding Date: 10/28/2017
Quality of Service: 5.0 Responsiveness: 5.0 Professionalism: 5.0 Value: 5.0 Flexibility: 5.0

What might have been a challenging logistical puzzle during the planning process was actually smooth sailing thanks to Chicago Trolley & Double Decker Bus Co! Dana Stamate was incredibly helpful in walking us through the contract process, and in locking in the final itinerary and details in the weeks before our wedding. With the booking of a trolley for the 4-hour minimum window, the company offered a discounted rate for a 2-hour late evening window—which ended up being an excellent way to shuttle guests back to the hotel at the end of the night. The trolleys were clean and well-maintained, and the drivers were courteous and timely! Couldn't have asked for more.

Services Used: Transportation