Chicago Group Limo Transportation – Vans, SUVs & Minibuses for All Events

Skyline Chicago Limo delivers organized group transportation in Chicago for business conferences, team travel, wedding guests, and airport transfers. Choose from spacious sprinter vans, executive SUVs, or minibuses—ideal for transporting 6 to 24 passengers comfortably. With real-time scheduling, uniformed chauffeurs, and city-wide service coverage, we ensure your group arrives together, on time, and stress-free.

How to Book a Group Transportation Limo In Chicago: A Step-by-Step Guide

Choose Car

Choose Car

Select which vehicle you want from our fleet considering your requirements and preferences

Personalize Your Experience

Personalize Your Experience

Include extra details that range from decor and other amenities.

booking confirmation 4

Booking Confirmation​

Complete the reservation and receive confirmation.​

Make Your Chicago Group Transportation Unforgettable With a Luxurious Limousine

Reaching the desired destination easily and hassle-free in a busy city such as Chicago sometimes seems impossible, especially when you are travelling in a group. The bigger the group the more you need to plan everything to the tiniest detail so you can all get to the destination on time, no matter if it is a dinner, a sports game, a business meeting or any other occasion.

Our Chicago car service is designed to satisfy even the most demanding clients and to fit all of your needs. Next time when you start looking for reliable transportation, give us a call and we will save you time and take care of everything.

Since time is essential for achieving greater success in business, many businessmen who are heading to or from one of the largest business centers in the city, choose our Chicago car service. Our staff consists of dedicated individuals who work hard night and day to fulfil all your requirements, whether you need group transportation for business or leisure.

We guarantee that you will enjoy the utmost comfort riding in our vehicles, no matter if you are travelling as a part of a small or a big group.

Services We Offer

corporate group transportation chicago

Corporate Group Transportation Chicago

Chicago is a business hub and has a rising number of visitors who are coming here for work. In case you are organizing car service for your entire team or for a group of your important business partners, our Chicago group transportation will perfectly fit both.

No matter if you are heading to a conference at McCormick Place, to your office at the Loop or you are organizing a team-building with your colleagues, our spacious vehicles will give you the much-needed comfort and a place to relax. You can choose from modern SUVs, luxury vans to coach buses depending on your group size.

We will be there to organize a timely pickup and a drop off from Chicago airports and ensure you and your associates stay true to the schedule. We cover all Chicago suburbs, such as Aurora, Naperville, Lake Forest, and Wilmette and in case you need to go to Milwaukee you can count on us, too.

The Advantages of Hiring a Limousine for Airport Pick-ups at O'Hare

O'Hare And Midway Group Transportation

Whether you are coming to Chicago from another city or a state or you are organizing transportation for your out of town clients, you can rely on us to provide a smooth ride to and from O’Hare and Midway Airport.

Our chauffeur will be there from the moment the plane touches the ground to greet you and accompany you to the car. He will provide a safe ride to any part of the Chicago area you are headed to. In case you want to go to the hotel first, to refresh and leave your bags, no problem.

Everything will be organized according to your requirements so you can relax knowing that you will get only the top quality transportation service.

The Advantages of Hiring a Limousine for Airport Pick-ups at O'Hare
wrigley field group transportation

Wrigley Field Group Transportation

Home of Chicago Cubs, Wrigley Field, is a popular destination for all baseball fans and at the same time, it is a perfect choice for fun and relaxing team building. No matter if you are heading to watch a sports game with a group of your friends or colleagues, give us a call and we will make that day the one to remember.

Feel free to prepare the cheering props or meet at a bar and have a few drinks, because our vehicles have enough room for passengers as well for the luggage and we will always get you home safely.

We suggest you make your reservation on time and ensure that you get to the game in the most comfortable way. We can make stops on the way to the venue to some of your favorite bars, just make sure that you provide all the necessary information to our agents during the booking process.

why choose a limo service in chicago

Why Choose a Group Transportation Limousine in Chicago?

Logistical coordination is critical when transporting groups from 6 to or more than 30. With a Chicago limousine service, the journey itself becomes an experience due to the professionalism provided when it comes to handling groups. Compared to the other options for group transit, a limousine service is far more refined and reliable.

Chicago group transportation limos provide the following benefits.

  • Unified Experience: Whether is a corporate meeting, wedding or conference, everyone traveling in a single vehicle fosters cohesion among participants.
  • Professional Coordination: Chicago limousine services follow complex and precise schedules with multiple stops thanks to their trained chauffeurs.
  • Custom Comfort: There is no compromise on comfort with plush seating, climate control aboard, and the whisper quiet interior ensuring the group travels comfortably.
  • Brand Presentation: Corporate events require sharp arrivals that transmit professionalism and polish on first glance. A limousine does just that.

 

Whether it’s a corporate team or family trip, our airport-to-downtown limo service ensures smooth and timely group travel from O’Hare or Midway.

why choose a limo service in chicago
benefits of limousine service in chicago

Benefits of Group Limousine Service in Chicago

Limousine group services stand out from standard shuttles and carpooling in so many ways. From effortless city tours to airport transfers, there isn’t a single movement made that isn’t tailored for an elevated collective experience when using group limo transportation. With limousine services, timing, quality, and reliability are non-negotiables.

What distinguishes our group limo service most is:

  • Variable Passenger Capacity: To accommodate just about any group size from over 6 to about 30 people, we have a stretch limo, party bus and sprinter vans in our fleet. 
  • Efficiency and Punctuality: Our chauffeur services make use of a unique dispatch system that tracks traffic in real time to avoid logistical slowdowns and ensure event timelines are strictly adhered to.
  • Privacy and Productivity: Enjoy complete privacy whether it’s business matters that need discretion or simple group chats that occur within the setting.
  • Onboard Amenities: Our vehicles are not only class, but also stress free with USB charging ports, reclining leather seats, and drink stations. Select models even offer Wi-Fi.
  • Stress Free Event Management: Transport logistical coordination can be tailored precisely through your planners, event coordinators, or administrative teams and allows for smooth execution. 

 

Beautifully simplifying complexity our group limo services aids when coordinating guests from multiple hotels or bringing groups from O’Hare to downtown. 

rental limo services in chicago

Group Transportation Rental Tips for Limo Services in Chicago

To ensure a flawless group travel experience, a few thoughtful planning steps can make a big difference.

Professional Tips for Booking Group Limousines:

  • Make Sure Head Count is Accurate: Always confirm the numbers for accurate headcount, remembering to account for 1-2 seats buffer. 
  • Share Detailed Itinerary: To help your driver plan the most efficient route, all pickup points, venues, and timings should be shared.
  • Choose the right type of vehicle: A stretch limo is ideal for elegance and a party bus or luxury van caters to the more casual and high-capacity travel.
  • Make advance booking for weekends: Fridays to Sundays tend to fill up quickly, especially during season or peak season for events and weddings. 
  • Coordinate Arrival & Departure Windows: Avoid bottlenecks by assigning sub-groups specific pickup times, if necessary.
  • Request Amenities Upfront: List advance requests for proper accommodation like coolers, phone chargers, or Wi-Fi.

 

Through simple changes, your group rides in sync without disruptions or delays.

rental limo services in chicago

Customer Testimonials

Skyline made our wedding day transportation absolutely flawless! The driver was prompt and incredibly professional. I’d recommend Skyline for any special occasion!”
Hailey Gould

“Our corporate event was a huge success, thanks to Skyline Chicago Limo. The drivers were timely, polite, and extremely helpful. Five-star service all around!”
Tracy Lafaire

“Wonderful car service. We got transport to and from the airport with our 2 year old son. The car seats provided were already perfectly installed, the cars were clean and the drivers were incredibly punctual and friendly. Communication was easy. Would 100% use again next time we’re in Chicago. One of the best car services we have used!”
Katie Ryan

“I use Skyline for my work trips to and from the airport a few times a month. Vlad and team are always punctual, courteous and extremely professional. I’ve requested booking last minute due to work emergencies, and Vlad and his team have always been able to accommodate. Additionally, I have used Skyline for personal use to and from sporting events – again always fantastic.”
– Issa Alia

Our Clients Love Us

Frequently Asked Questions (FAQs)

Our fleet can accommodate 6 to over 30 passengers depending on the vehicle type. For larger groups, we suggest using sprinter vans, mini-coaches, or party buses.

Of course, we are able to assist with complex itineraries with multiple designated pickup and drop off slots. Just make sure to submit the complete schedule beforehand so we can make the needed adjustments.

For best availability, especially on weekends and during the event season, booking 2-3 weeks prior is highly suggested.

Certainly. For recurring needs, we have corporate packages which include volume based pricing, assigned account managers, and tailored billing cycles.  

Yes. A number of our sprinter vans and executive buses have generous space for luggage storage which is great for airport transfers or corporate travel with equipment.

Light non-alcoholic beverages and snacks are generally allowed on board. Light alcoholic beverages can be served but all passengers must be 21 years and the policy must be verified at the time of booking.  

Yes, we know how things can change. Modifications are permitted up to 24–48 hours before the service, as long as there is availability and approved rates.

Extra time may be added in 30-minute increments. If your event exceeds the scheduled time, our chauffeur will present overtime options to you.

Without a doubt. All chauffeurs go through training specifically for group transport logistics such as route optimization, safety compliance, and multi-stop coordination.

One lead contact is assigned for the ride and all pickup points are confirmed via phone or SMS prior to and during the ride. There is also requestable roll-call aid.

Our Locations in Chicago