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
Select which vehicle you want from our fleet considering your requirements and preferences
Personalize Your Experience
Include extra details that range from decor and other amenities.
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
Start or end your journey with ease. Our O’Hare Airport limo service provides a stress-free experience, complete with meet-and-greet options right at baggage claim. Choose from our fleet of luxury sedans, spacious SUVs, and stretch limos, and travel to or from O’Hare with confidence, knowing your driver will be punctual and professional.
With Skyline’s Midway Airport limo service, enjoy seamless, efficient transfers. Perfect for both business and leisure travel, our service ensures your car arrives on time, ready to assist with luggage, and to provide a relaxed ride into the city or the suburbs. From luxury sedans to spacious SUVs and buses, we have a wide range of vehicles to accommodate any group size.
Whether you’re planning a night out, a shopping spree, or sightseeing around Chicago, our hourly limo rental service provides the flexibility to meet your needs. Skyline Chicago Limo offers a range of vehicles to choose from, including sedans, SUVs, and limousines, allowing you to customize your trip and make as many stops as you wish.
Skyline Chicago Limo offers premium Black Car Services designed to make every journey in Chicago seamless and sophisticated. Whether you need reliable airport transfers, corporate transportation, or an executive car for a business event, our fleet of sleek black cars driven by professional chauffeurs ensures comfort and punctuality in every trip.
Skyline Chicago Limo specializes in making your special occasions truly unforgettable with our luxurious limo services. From weddings and proms to anniversaries and milestone celebrations, our elegant limousines provide the perfect touch of class and comfort. Let us handle the transportation while you focus on creating memories that last a lifetime.

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.

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.


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 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.


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.

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.

Customer Testimonials
“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
Dr. Scott Wilson2025-08-20Trustindex verifies that the original source of the review is Google. Right to the surgical center was excellent. The right home from the surgical center was a nightmare. My wife was scared to death and my other support person was following us in her own car and he was swerving like he was falling asleep.. The walker go by the side of my car goes oh yeah, right right Tomal Siddique2025-06-30Trustindex verifies that the original source of the review is Google. greatest business and offered top-notch services Larry Rybarczyk2025-03-19Trustindex verifies that the original source of the review is Google. Recently booked a limo for 2 people to a concert. The driver was perfect. Showed up on time at both my home and at the concert venue . He also took the time to answer any questions that we had . Thanks Marius your the best T Parker2024-09-23Trustindex verifies that the original source of the review is Google. Skyline is now my go to for transportation. Today was the second time I’ve used them & I must say everything was first class. Dy drivers were professional & courteous. The vehicle was clean & on time. Thank you for allowing me to enjoy your services. Heidi Farrand2024-09-19Trustindex verifies that the original source of the review is Google. Driver Ivo arrived promptly as arranged, The car was easy to locate. Great communication. We arrived at location promptly. Excellent communication by email throughout booking.. I would use again and highly recommend! Thank you! I.S. Woolman2024-09-16Trustindex verifies that the original source of the review is Google. Excellent service - on time, friendly driver - we’ll be reserving another ride soon! L. Ramos2024-09-13Trustindex verifies that the original source of the review is Google. Our driver Eugene was very professional and kind. I would recommend Skyline Chicago Limousine for transportation. Mirko Ruhwedel2024-09-09Trustindex verifies that the original source of the review is Google. Top service! Fast response and special requests are also taken into account. Our driver Adam was extremely reliable and super nice. Absolutely recommendable, will use you again 👍Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
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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
- 205 Michigan Ave Suite 810, Chicago, IL 60601
- (872)256-0444
- Working Hours: Open 24 Hours
- 2416 W Bryn Mawr Ave APT 3S, Chicago, IL 60659
- (847) 631-5459
- Working Hours: Open 24 Hours
- 1622 Kingston Ln, Schaumburg, IL 60193
- (312) 985-6019
- Working Hours: Open 24 Hours