Cancel

    Open app

    Search

    Second City Trolley

    4.4 (114 reviews)
    Closed 9:00 am - 6:00 pm

    Services - Second City Trolley

    Party bus rentals

    Second City Trolley Photos

    You might also consider

    Recommended Reviews - Second City Trolley

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Paula H.

    My husband and I reserved a trolley on our wedding day for the wedding party. They picked us up from the church, took us to our photo spot, and drove around for a bit before dropping us off at the reception. This company was reliable and extremely accommodating to all our requests! They even made an extra stop to drop off our photographer. Trolley was very clean and the driver & security guard were friendly. The trolley itself was a great addition to our wedding photos! Highly recommend Second City Trolley.

    Back of the 25-passenger trolley in the balcony-ish area.
    Neha M.

    I booked this trolley for my friend's bachelorette party. It was a wonderful experience! Our driver, Tom, was extremely helpful. He called us before the event to confirm all of our details. He helped us load the trolley with our ice and drinks. He also took us to a few really scenic areas in Chicago, so we could take photos with the bride. At every stop, he helped the ladies get on and off the trolley safely. The trolley itself was very clean and spacious. We rented the 25-passenger trolley. It had an awesome open balcony-like area in the back. We had more than enough space to walk around and dance while Tom drove us through the city. It was amazing to be able to party with the city as our backdrop. The bride-to-be and guests had a wonderful time. I hope I have an opportunity to use their services again!

    Our trolley! Best time ever!

    See all

    11 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Leah D.
    0
    14
    46

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    5 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Awesome experience. Driver was so flexible and adapted to some street closures. I would book with them again in a heart beat.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Neha M.
    275
    34
    5

    13 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jenna S.
    412
    20
    1

    7 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    12 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Cat A.
    30
    24
    5

    15 years ago

    Business owner information

    Photo of Thomas A.

    Thomas A.

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Lisa R.
    112
    2
    1

    13 years ago

    Helpful 5
    Thanks 0
    Love this 1
    Oh no 0

    15 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 3
    Thanks 0
    Love this 1
    Oh no 0

    13 years ago

    Helpful 2
    Thanks 0
    Love this 1
    Oh no 0
    Photo of Fadi K.
    106
    9
    0

    14 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    12 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    16 years ago

    Helpful 2
    Thanks 0
    Love this 1
    Oh no 0

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    16 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Kate H.
    189
    19
    0

    11 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    12 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of JL L.
    0
    30
    6

    13 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Kim A.
    47
    2
    0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 1 of 3

    Ask the Community - Second City Trolley

    Review Highlights - Second City Trolley

    Our driver, Doug, arrived right on time, was adaptable and accommodating, and made the night that much more fun!

    Mentioned in 79 reviews

    Read more highlights

    You might also consider

    The 312 Limo

    The 312 Limo

    (154 reviews)

    West Loop, Near West Side, West Town

    I was on party bus duty for my daughter's recent high school dance. I priced out a few companies…read morewith party buses and 312 Limo was the most reasonable price. To be honest it was still a little expensive considering they were driving from Wilmette to Northfield to Glencoe, but less than the other: $840 for a 3 hour minimum for a party bus of 28. We also didn't need it for the entire 3 hours, but the options I found were either one way or 3-4 hour minimums so this was the best deal. I found their communication to be stellar both via email and text. The bus driver was on time and the kids had no trouble locating the party bus when they came out of the dance and I've heard it was one of many party busses. A few of my daughter's friends hopped on for the way home and commented that this bus was way nicer than the one they took to the dance from another company. Overall, it was a success. The parents could have easily driven these kids ourselves, but the party bus elevated the experience and the kids all seemed to enjoy the VIP treatment.

    312 Limo sent the wrong size buses for my group without any communication. Due to their error, the…read morebuses left our start location late, but no time was added to our reservation to compensate. Instead, the drivers insisted the buses needed to return to their start location half an hour earlier than the contracted time because they failed to leave a buffer before the next reservation. Drivers did not seem knowledgeable about the routes, and even went to the wrong location at one point, refusing to listen to the passengers who pointed out their error. Another bus dropped passengers off in the wrong location, though luckily only a few blocks away. Overall, 312 Limo was incredibly disorganized and unprofessional! Absolutely wild response from Dan! Yes, it was 312 Limo, and you personally spoke to people from my group when the wrong buses arrived and during the later mishaps.

    Vamp Life Party Bus - 30 passenger

    Vamp Life Party Bus

    (10 reviews)

    Portage Park

    Found Vamp Life here on Yelp and the reviews were accurate. Reynaldo (the owner) was great to work…read morewith and was very prompt in responding back whenever I had any questions. We scheduled a party bus for my sister in law's wedding with a party of 14 people. We fit comfortably in the bus with room for a few more. The bus arrived at all of the locations at the scheduled time and got us to our destination. The bus driver was flexible and very easy to work with and was able to make last minute accommodations that weren't part of the original itinerary that was submitted. The bus itself was your standard party bus, with a pole in the middle, a cooler in between the seats to house your liquor (not included in the price), and a radio that operated via USB cord or Bluetooth to play whatever hits that your heart desired. Vamp Life also had very reasonable rates compared to others out there. I definitely recommend them to anyone out there in search of getting their party hooked up with a set of wheels.

    Great booking experience for a Bachelorette Party while booking with them on Yelp!…read more I can tell you we were probably your typical bachelorette party clients...have no solid plans, changed our minds every two hours, have no idea how many girls confirmed and trying to get the best price we could get. Vamp was very patient with us and worked with us as we figured out our plans. So i did not know that when you do a "quote" on Yelp that it contacts a variety of vendors. Vamp was the first and only one that contacted me within an hour to get more details. They were so quick and so easy to negotiate with that I had no idea other vendors had contacted me. Reynaldo was very quick to respond and really easy to work with. I went with them mostly because of hiw responsive they were and had good prices. The bus itself was awesome! Very clean, and had very nice! It had a cooler, a pole and the ability to play your own music. We got a one eay hour ride and it was worth it. Our Bride to be had a blast and we all had a blast as well. Some tips for you, if you are booking: 1. Have a confirned itinerary. Its hard for everyone when it is in flux. 2. Pay in cash. I believe it is their policy ti do cash...but having cash made it so much easier for everyone to pitch in. 3. If you are playing your own music, have your mix ready. Otherwise the driver can put on Pandora or something. If you need a party bus, I highly recommend these guys!

    VIP Limousine - Just married and ready to celebrate--our wedding couple in front of the VIP party bus!

    VIP Limousine

    (67 reviews)

    Avondale

    I work in the hospitality industry, so I chose this company based on positive reviews, hoping for a…read moresmooth experience on my big day. My now husband and I paid all vendors and services in advance specifically to avoid any stress or payment issues on the day of and yet, exactly what we were trying to avoid happened. While I was taking last-minute pictures before the ceremony, my bridal party tried to board the bus and were not allowed in. Then, the driver started asking my friends and family for money. People were calling my husband, who was already waiting for me at the church, while this chaos unfolded. Eventually, they came to get me, and while I was showing my phone to prove payment, my friends and family kept offering money as if I hadn't paid. After I sent a picture of the receipt to the manager/owner, only then were we finally allowed on the bus. This entire scene was embarrassing and stressful. Once inside, there was a very explicit video playing on the bus TV that I honestly thought was p__n completely inappropriate, especially since there were kids present. This added to my stress and made me late by a few minutes, leaving me no time to relax before walking down the aisle. After the ceremony, the champagne included in the package wasn't ready when we came out. The best men had to go back inside the bus to grab it, and when they asked for champagne glasses (also included in the package), they were given red solo cups. A family member decided to skip the toast altogether, and we left feeling disappointed. On the way to the venue, the driver suddenly stopped the bus in the middle of nowhere, right in front of a parked truck. We were all freaked out not knowing if the bus had broken down or if something worse was happening. There was zero communication from the driver, which made the situation even more unnerving. I called the manager on Monday to discuss everything. He downplayed the issues, saying it wasn't a big deal since we still got from point A to point B. He did assure me the video wasn't p__n but a "kinky music video," which I appreciate him clarifying. However, for everything else the payment confusion, the inappropriate video, the champagne fiasco, and the random stop he insisted it wasn't a big deal. Honestly, this was a hugely disappointing experience on what should have been one of the happiest days of my life. I do not recommend VIP Limousine, Inc.

    I was skeptical after reading a few reviews and after a few more comparisons I moved forward with…read morebooking and glad I did. I received a confirmation call the day before and the driver was prompt. I mean pulled up at exactly 6am and got us to the airport ahead of time. The hummer was spotless...perfect! There was one thing....I was told my remaining balance would be a certain amount but the driver actually charged an additional $20. I didn't let it get it to me...I just took the $20 out of the tip. All in all, I would use them again.

    Premier Trolley

    Premier Trolley

    (88 reviews)

    Galewood

    Premier Trolley and Limo was an absolute dream to work with! From the very beginning, Tom the owner…read moremade us feel so relaxed and at ease. He was super helpful in assisting us with finding a trolley that would fit our 30+ bridal party and plus ones for our wedding! He was incredibly transparent with letting us know which trolleys would be air conditioned and which ones were not which was greatly appreciated. He also was incredibly responsive, and even answered our emails/phone calls on a Saturday when we originally inquired about his service. Day of, our driver was Angie, and she was incredible, she showed up right on time and even was able to adjust the time frame a little bit by arrive earlier than what we had planned. She was incredibly professional and was able to accommodate the schedule, taking us to the church, pictures at a nearby park and then finally to our venue. The trolley was beautiful and we had lots of compliments of how fun the entire trolley ride was and how incredibly easy it made the transportation process for everyone in the bridal party. Another great perk is that cups, coolers and ice comes with the trolley! It was so great not having to worry about all of that day of. Tom is so fun to work with, and he will definitely take care of you! Would highly recommend to anyone and everyone who is interested in booking a trolley for their big day!

    Premier Trolley was great for our wedding last weekend! Jennifer was very responsive, kind and…read morehelpful. She was flexible with a last-minute journey change due to an issue with our hotel. Trolley was very cute and clean, our driver was great and prompt. I wish the AC had a little more oomph for a hot July day, but everything else was perfect. I would certainly recommend them to anyone looking for transportation for a wedding or other event. Thank you!

    Second City Trolley - partybusrentals - Updated May 2026

    Loading...
    Loading...
    Loading...