Rent a Premium Charter Bus in Chicago
Make your next group event in Chicago unforgettable and easy with Connect Charter Bus Chicago. We specialize in providing premier group transportation in Chicago for all types of occasions, from weddings and celebrations to large-scale events and tours. Our service is designed to be seamless with comfortable buses and friendly expert drivers who know the best routes in the city. No matter your group’s size or destination, we’re here to help you connect and travel together.
Contact our 24/7 available team to learn more about our Chicago group transportation services!
Trusted by 50,000+ customers
Chicago Charter Bus Rental Options
56 Passenger Charter Bus
40 Passenger Charter Bus
35 Passenger Minibus
30 Passenger Minibus
School Bus
25 Passenger Mini Bus
21 Passenger Minibus
Sprinter Van with Driver
Party Bus
Luxury Bus
Chicago Charter Bus Rental Services for Any Group
Employee Shuttle Services
Reliable employee shuttle services are essential for businesses looking to enhance productivity and employee satisfaction. Our customized transportation solutions provide safe, punctual, and comfortable commutes for your team, whether for daily routes, shift changes, or special events. With features like real-time tracking, professional drivers, and competitive pricing, we help reduce parking congestion and ensure your workforce arrives on time.
Airport Shuttle Services
Navigate Chicago’s busy airports with ease through our dedicated airport shuttle services. We provide reliable group transportation to and from O’Hare and Midway airports, ensuring your group travels together comfortably and on schedule. Our professional drivers handle luggage loading, flight monitoring, and Chicago traffic patterns so you can focus on your journey ahead. Whether you’re coordinating corporate travel, family reunions, or tour groups, our spacious charter buses accommodate all your luggage and passengers with seamless efficiency.
School Bus Rentals & Field Trip Transportation
Provide your students with secure and comfortable transportation for field trips, athletic events and educational excursions throughout Chicago with our specialized school bus rental services. Our fleet meets all Illinois Department of Education safety standards with features including three-point seat belts, GPS tracking and climate control, all operated by background-checked drivers who understand the unique needs of student transportation. We coordinate directly with school administrators to create seamless travel experiences that enhance learning opportunities while ensuring maximum safety and reliability.
Wedding Transportation Services
Sports Teams Bus Rentals
From high school tournaments and college away games to weekend leagues, pro matchups, and championship events, Connect Charter Bus Chicago keeps your team moving together with reliable group transportation. Our charter buses provide on-time service, spacious storage for equipment, and comfortable seating so athletes can rest and recharge on the way. With a professional driver handling routes, traffic, and parking, your players, coaches, and fans can focus on the game while we take care of the road.
Private Charter Bus & Minibus Rentals
When your group needs a flexible way to travel, whether it is for a family reunion, a church outing, a sightseeing trip, or a night out with friends, Connect Charter Bus Chicago makes it simple. Our private charter buses and minibuses give your group the freedom to travel on your own schedule with reliable service, comfortable seating, and plenty of room for luggage or personal items. With a professional driver at the wheel, you can enjoy the journey together without the stress of driving, parking, or splitting into multiple cars.
Reclining Seat
Free Wifi
Power Outlets
Tv Hd
luggage
restrooms
Top 12 Must See Attractions in Chicago
Planning a group trip to Chicago? We’ve rounded up 12 must-see attractions that showcase the very best of the Windy City. From legendary landmarks and world-class museums to lively waterfronts and local favorites, these spots will give your group an unforgettable Chicago experience without the stress of navigating the city on your own.
1
Millennium Park
Millennium Park is one of the most visited spots in Chicago and for good reason—it’s where art, music, and nature come together in the heart of the city. The park’s star attraction, Cloud Gate (affectionately called “The Bean”), reflects the skyline and has become a favorite backdrop for photos. Families love splashing around the playful Crown Fountain on warm days, while visitors can enjoy free concerts and festivals at the Jay Pritzker Pavilion throughout the year. Add in the beautifully landscaped Lurie Garden and rotating art installations, and Millennium Park offers something new to discover with every visit.
- Plan to spend 2 hours here
2
Navy Pier
Navy Pier is Chicago’s ultimate entertainment destination, stretching out into Lake Michigan with attractions for all ages. The towering Centennial Wheel gives riders breathtaking views of both the lake and city skyline, while theaters, boat cruises, and the Chicago Children’s Museum provide plenty of fun indoors. Visitors can explore unique shops, grab a bite at one of the many restaurants, or enjoy live performances along the pier. Summer nights are especially magical here, with fireworks lighting up the sky and music filling the air, making Navy Pier a must-see for anyone visiting Chicago.
- Plan to spend 3 hours here
3
Willis Tower Skydeck
Rising an incredible 103 stories, the Willis Tower Skydeck gives you a view of Chicago you can’t get anywhere else. On a clear day, you can actually see across four different states. But if you want a real thrill, step onto The Ledge. These glass boxes stick out four feet from the building, making it feel like you’re floating high above the city. Whether you go during the day to see the skyline go on forever, or at night to watch the city lights sparkle below, the Skydeck is an unforgettable experience that combines incredible views with a bit of adventure.
- Plan to spend 4 hours here
4
Art Institute of Chicago
The Art Institute of Chicago is a world-class museum that invites visitors to step into centuries of creativity and culture. Its galleries are home to iconic works like American Gothic and Van Gogh’s The Bedroom, but the collection goes far beyond paintings. You’ll find Impressionist masterpieces, ancient artifacts, modern installations, and decorative arts from around the globe. With its peaceful atmosphere and diverse exhibits, the museum is a place where both seasoned art lovers and casual visitors can spend hours discovering new favorites and experiencing the beauty of human expression.
- Plan to spend 4 hours here
5
Museum of Science and Industry
The Museum of Science and Industry is one of the largest science museums in the world, and it makes learning feel like an adventure. Visitors can climb inside a real German U-505 submarine, take a ride down into a recreated coal mine, or marvel at the massive model railroad that spans from Chicago to Seattle. The museum’s hands-on exhibits cover everything from genetics to space travel, keeping kids and adults engaged at every turn. Seasonal features like “Christmas Around the World” bring added charm, making every visit exciting no matter when you go.
- Plan to spend 3 hours here
6
Field Museum
At the Field Museum, the wonders of the natural world are displayed on a grand scale, drawing in curious minds of all ages. Sue the T. rex, the largest and most complete skeleton of its kind, is a star attraction, but the museum is filled with countless treasures. Visitors can walk through ancient Egyptian tombs, admire sparkling gems, or explore exhibits on cultures from around the globe. Each gallery blends education with awe, making the Field Museum not just a place to learn, but a place to feel connected to history, science, and humanity.
- Plan to spend 4 hours here
7
Shedd Aquarium
The Shedd Aquarium offers an unforgettable journey beneath the surface of the water, with exhibits that transport visitors across the globe. From the vibrant coral reefs and sleek sharks in the Wild Reef to playful dolphins and penguins, there’s no shortage of fascinating creatures to encounter. Families can wander through the Amazon Rising exhibit or be mesmerized by glowing jellyfish displays. With daily shows and a focus on conservation, the Shedd combines fun, education, and a deep appreciation for the aquatic world in one engaging visit.
- Plan to spend 8 hours here
8
Adler Planetarium
The Adler Planetarium, set right on the shores of Lake Michigan, invites visitors to explore the mysteries of the universe. Inside, immersive sky shows take you on breathtaking journeys through galaxies and star systems, while exhibits showcase historic telescopes, astronaut gear, and even real moon rocks. It’s a place where science and imagination meet, sparking wonder in kids and adults alike. To top it off, the Adler’s location offers stunning views of the Chicago skyline, especially at sunrise or sunset, making it as scenic as it is inspiring.
- Plan to spend 12 hours here
9
Chicago Riverwalk
The Chicago Riverwalk has completely transformed the downtown riverfront, turning it into a beautiful and lively public space. As you stroll along the water, you’ll find a mix of great restaurants, cafes, and cool art installations. It’s the perfect spot to relax and take in the scenery. For a more active experience, visitors can hop on an architectural boat tour to learn about the city’s famous buildings, or rent a kayak for a closer look. The Riverwalk is always buzzing with energy, day or night, and it’s one of the best ways to experience Chicago up close.
- Plan to spend 3 hours here
10
Lincoln Park Zoo
As one of Chicago’s favorite spots, Lincoln Park Zoo offers a fantastic and free wildlife experience. Located near downtown, the zoo is home to over 200 species, from lions to polar bears. Families especially love the interactive farm where kids can meet barnyard animals. The zoo also hosts seasonal events, like the stunning ZooLights in winter, making it a perfect spot for education, conservation, and fun.
- Plan to spend 3 hours here
11
Magnificent Mile
Chicago’s Magnificent Mile is the city’s most famous stretch of Michigan Avenue, where you’ll find a perfect mix of shopping, dining, and history. The street is lined with everything from luxury brands to unique boutiques, with plenty for every kind of shopper. The area is also home to architectural gems like the Tribune Tower and the Wrigley Building, giving you plenty to admire as you explore. With countless restaurants and entertainment options, the Magnificent Mile is the ideal place to experience the true energy of Chicago. It’s a place that captures the city’s lively spirit
- Plan to spend 3 hours here
12
Wrigley Field
For more than a century, Wrigley Field has been the beloved home of the Chicago Cubs and one of the most famous ballparks in the country. With its iconic ivy-covered outfield walls, hand-operated scoreboard, and cozy neighborhood feel, there’s just no other place quite like it. On game days, the whole Wrigleyville neighborhood buzzes with energy, with fans filling the streets before heading inside. You can even take a tour on non-game days to get a behind-the-scenes look at the clubhouse and dugouts, making it a must-see for anyone who loves sports or history.
- Plan to spend 4 hours here
Trusted Group Transportation Services in Chicago
At Connect Charter Bus Chicago, we make group transportation simple, reliable, and stress free. Whether you are planning a corporate meeting, a school field trip, a wedding celebration, or a sightseeing tour, our team ensures every detail is handled with care. From the first call to the final drop off, you can count on safe travel, flexible scheduling, and personalized service designed around your group’s needs.
Our buses have been trusted by companies like FedEx, UPS, eBay, and Red Bull, as well as government agencies that demand the highest standards of safety, punctuality, and discretion. Serving such respected organizations has strengthened our commitment to delivering the same dependable service to every group we transport, no matter the size or occasion.
Dedicated Project Managers
Local Dispatch Operators
Tailored
Itineraries
Transport Compliance
Competitive
Pricing
Expert
Drivers
Frequently Asked Questions
How is pricing for a charter bus rental in Chicago calculated?
The cost of your rental depends on several factors, including the type of bus you choose, the duration of your trip, the total mileage, and the time of year. We provide a custom quote for every inquiry to ensure you get transparent, all-inclusive pricing with no hidden fees.
What amenities are available on your buses?
Our fleet includes a wide range of amenities to enhance your trip, such as comfortable reclining seats, climate control, and onboard entertainment systems. Larger buses may also include a restroom and additional luggage space. For specific requests, please let us know during the booking process.
Can we customize the route and make multiple stops?
Yes, our service is completely customizable. We work with you to create a detailed itinerary that includes your desired pick-up and drop-off locations, as well as any stops you wish to make along the way. Your driver will follow this pre-approved itinerary.
What is your booking process and how far in advance should I book?
We recommend booking as far in advance as possible, especially for peak seasons like spring and summer, to guarantee availability for your desired vehicle. You can get started by requesting a free, no-obligation quote online or by phone. Our team will guide you through the simple process of confirming your reservation.