Airport Charter Transportation in Chicago

Reliable & Affordable Shuttles to and from Midway International and O’Hare

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Looking for dependable airport transportation in Chicago? Bus Connection offers professional shuttle and charter bus rentals to and from O’Hare (ORD) and Midway (MDW) for groups of any size. Whether you’re flying in with coworkers, friends, students, or family, we make your travel smooth from the moment you land.

Our large vehicle fleet includes SUVs, vans, minibuses, and coaches, so you can pick the perfect ride for your group. We serve hotels, college campuses, office buildings, suburban homes, and popular tourist spots like the Magnificent Mile, Millennium Park, and Navy Pier.

Our experienced drivers are always on time and know how to navigate Chicago’s busy streets with ease. From airport pickups to drop-offs, you can count on us for a safe, clean, and comfortable trip. Let Bus Connection take the stress out of your airport transfer—book with confidence and arrive in comfort. With us you get:

  • Always on time for airport pick-ups and drop-offs at O’Hare and Midway
  • Clean, modern vehicles with comfortable seating and climate control
  • Experienced, licensed drivers who know Chicago and the surrounding suburbs
  • Flexible scheduling for early flights, late arrivals, and group needs
  • Reliable customer support to help with planning and last-minute changes

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Whether you’re flying into O’Hare or Midway, Bus Connection offers a wide range of vehicles to suit your airport transportation needs. From small travel groups to large corporate teams, our fleet is designed to provide a smooth, reliable, and comfortable experience — no matter the size of your party or the time of your flight.

  • Sprinter Vans (up to 14 passengers) – Ideal for small groups or families traveling together, our sprinter vans offer a quiet, comfortable ride with climate control, plush seating, and enough space for carry-ons and checked luggage. Great for hotel drop-offs, business travelers, or out-of-town guests.
  • Mini Busses (up to 24 passengers) – Perfect for mid-size groups such as wedding parties, tour groups, or school teams. These airport shuttles offer spacious interiors, climate control, and luggage storage for a smooth and convenient airport pickup or drop-off experience.
  • Mid-Size Shuttle Buses (25–36 passengers) – A favorite for corporate groups and large families, our airport shuttle buses combine roomy seating with overhead storage and undercarriage compartments for suitcases. Ideal for group arrivals at conferences, conventions, or suburban destinations.
  • Full-Size Motor Coaches (up to 56 passengers) – Need to move a large group? Our full-size coaches are built for long-distance comfort and airport efficiency. These busses offer reclining seats, onboard restrooms, Wi-Fi (available on select models), and extra-large storage for heavy luggage and gear. Great for tour groups, universities, or event travel.

Amenities That Make Airport Transfers Easy:

  • Comfortable seating with seat belts and legroom
  • Climate-controlled interiors for year-round comfort
  • Overhead and undercarriage luggage storage
  • Wi-Fi, power outlets, and TVs (select vehicles)
  • Friendly, professional drivers with experience in airport pickups and group travel

No matter your arrival time or destination, Bus Connection’s fleet ensures that your airport transfer in Chicagoland is seamless, stylish, and stress-free.

Door-to-Door Airport Transfers in Chicago

Airport Transfers

Need to get to or from Chicago’s airports? Our airport transfer service provides fast, stress-free rides for individuals, families, and groups. We serve all major city and suburban locations with on-time pick-ups and drop-offs, so you never miss a flight or wait too long after landing.


Private Car Service

Enjoy the comfort and convenience of our private car service to or from O’Hare or Midway. With experienced, professional drivers at the wheel, you can relax while we handle traffic, luggage, and parking. Ideal for business travelers, solo flyers, or couples looking for a quiet, direct ride.


Luxury Airport Shuttle Rental

Travel in style with our luxury vehicle options—featuring sleek black exteriors and spacious, high-end interiors. Whether you’re heading to a downtown convention, business expo, or hotel, our luxury shuttles and SUVs offer a premium experience from runway to meeting room.


Group Airport Transfers

Traveling with a team, family, or large group? We specialize in group airport transportation in Chicago, using minibuses, shuttles, or full-size motor coaches to move everyone safely and comfortably. We coordinate group pickups, handle luggage, and ensure everyone arrives together and on time.


Hotel & Convention Center Transfers

Traveling to a hotel or event space after landing at O’Hare or Midway? We offer direct transportation to top Chicago hotels, downtown business districts, and convention centers like McCormick Place. Whether you’re in need of Chicago corporate transportation or attending a trade show, wedding, or multi-day conference, we’ll get your group there comfortably and on time.


University & Student Shuttle Services

We provide reliable airport transportation for college students flying in or out of Chicago. Whether you attend the University of Chicago, DePaul, Loyola, or Northwestern, our safe and affordable shuttles are perfect for move-in days, school breaks, or international arrivals. Group pickups and campus drop-offs available.


24/7 Airport Transportation

No matter when your flight lands or departs, we’re here to help. Our airport transportation services operate 24/7, including weekends and holidays. Whether it’s a red-eye arrival at O’Hare or an early morning departure from Midway, you can rely on us for safe, prompt service around the clock.


O’Hare–Midway & Terminal Transfers

Need to get from O’Hare to Midway or between terminals? We provide fast, private shuttle service between Chicago’s major airports and terminals. Ideal for airline crews, travelers with connecting flights, or anyone facing tight transfer windows. Luggage handling included.


Midway Airport Shuttle & Charter Bus Service in Chicago

Flying in or out of Chicago Midway International Airport (MDW)? Bus Connection offers reliable, stress-free airport transportation for groups of all sizes. Whether you’re traveling for business, family events, or a group trip, we provide direct, on-time rides to and from Midway across Chicago and the surrounding suburbs.

Our fleet includes private SUVs, sprinter vans, minibuses, and full-size motor coaches—perfect for solo travelers, families, corporate teams, and tour groups. We handle airport pickups and drop-offs for hotels, college campuses, business districts, residential areas, and more.

With professional, experienced drivers and a focus on punctuality, our Midway airport shuttle services help you avoid traffic, delays, and the hassle of rideshares or public transportation. We monitor flight schedules and ensure you’re picked up or dropped off exactly when you need.

Ideal for:

  • Business travelers attending events near Midway or downtown
  • School or sports groups arriving together
  • Families traveling to Chicago’s southwest suburbs
  • Same-day return trips to and from MDW
  • 24/7 airport service with group coordination

Book your Midway airport group transportation today for a smooth, safe, and comfortable ride.

three vans parked in front of a large building in chicago

O’Hare Airport Transportation & Group Shuttle Services

Need transportation to or from Chicago O’Hare International Airport (ORD)? Bus Connection specializes in group travel solutions for O’Hare, offering dependable and comfortable rides to hotels, convention centers, university campuses, and Chicago’s most popular neighborhoods.

O’Hare is one of the busiest airports in the U.S., and navigating it can be overwhelming— especially with a group. That’s why our services include airport meet-and-greet options, luggage assistance, and customized routing for large or small parties. From corporate executives to student groups and wedding guests, we ensure everyone arrives together and on time.

Choose from our modern fleet of private cars, mini buses, and full-size charter coaches. Each vehicle is climate-controlled, cleaned regularly, and operated by licensed, professional drivers who know O’Hare inside and out.

Perfect for:

  • Group airport transfers for events, expos, and conferences
  • Corporate travel with pickup/drop-off at terminals or hotel lobbies
  • Families needing extra space for luggage and gear
  • Long-distance shuttle service to suburban or regional destinations
  • 24/7 service with flight tracking and real-time updates

Count on Bus Connection for hassle-free, professional O’Hare airport transportation in Chicago—every time.

An airplane sitting on the tarmac at an airport

How Much Does Airport Transportation Cost in Chicago?

At Bus Connection, we believe in fair, transparent pricing for all airport transportation services in Chicago. Rates are based on your trip details, including the vehicle type (SUV, van, minibus, or coach), group size, route distance, and time of day. Whether you’re booking a private car to O’Hare or a charter bus for a team arriving at Midway, our team will provide a customized quote to match your schedule and budget.

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How to Book Your Airport Shuttle or Charter Bus with Bus Connection?

Arranging airport transportation in Chicago doesn’t have to be complicated. At Bus Connection, we’ve streamlined the booking process for busy travelers, event organizers, and business teams:

  • Request a Quote – Provide details like your flight time, group size, and destination using our short online form.
  • Receive a Personalized Quote – Our team will match your needs with the right vehicle and pricing.
  • Book With Confidence – Approve the quote, and we’ll lock in your reservation with a confirmation email.
  • Ride in Comfort – Your professionally trained driver will arrive on time, ensuring a smooth trip to or from the airport.

Need help with logistics? Our customer support team is here to assist every step of the way.

FAQs

Getting ready for your business trip to Chicago requires some prior preparation. You’ll need to not only book your flight but select the right type of accommodation and plan your time wisely. Naturally, every city brings its own set of charm and intricacies and doing prior research into the destination is vital. Here are a few select tips we would like to share with you to help you have a seamless travel experience:

  • Make your travel arrangements well in advance.
  • Select your accommodation based on both price and convenience.
  • Create an itinerary.
  • Research your destination.
  • Remember your electronics, accessories and travel documents.
  • Prepare for your meeting.

Luggage space is always limited so you have to choose your attire carefully beforehand. Make sure you balance out your outfits between business and casual so that you impress in the boardroom and feel comfortable while you’re out on a leisurely walk around the city. A few of the essentials you’ll need for your business trip to Chicago include:

1.Clothing:

  • Business attire (suits, blouses, dress shirts)
  • Casual outfits for evenings
  • Undergarments and socks
  • Sleepwear
  • Comfortable shoes for walking and dress shoes
  • A light jacket or coat, depending on the season

2. Toiletries:

  • Travel-size shampoo, conditioner, body wash
  • Toothbrush, toothpaste, and floss
  • Deodorant
  • Hairbrush or comb
  • Razor and shaving cream
  • Makeup and skincare products

3. Tech and Accessories:

  • Laptop and charger
  • Smartphone and charger
  • Headphones or earbuds
  • Travel adapters if needed

While there will never be enough time to explore every inch of a big and vibrant city like Chicago, four days are ideal to visit the main sights, such as the Art Institute, Willis Tower, and enjoy a deep-dish pizza. You can also stroll through Millennium Park and cruise on Lake Michigan. Don’t miss the vibrant neighborhoods like Wicker Park for a local vibe. And don’t hesitate to check out our blog, containing a lot of useful information on destinations in and around Chicago.

For a business trip to Chicago, the ideal choice of accommodation is often found in the Loop or River North neighborhoods, which are central to the city’s business districts and offer a variety of high-quality hotels. The Loop is particularly popular for its proximity to major corporations, the financial district, and conference centers. Hotels, such as the Chicago Marriott Downtown Magnificent Mile and the Hyatt Regency Chicago, provide excellent business facilities, including meeting rooms, high-speed internet, and convenient transport links.

River North is another excellent option, known for its upscale hotels, such as The Langham or the Westin Chicago River North, which cater specifically to business travelers with amenities like business centers and on-site dining options. These areas are also close to several fine restaurants and cultural attractions, making them perfect for entertaining clients or unwinding after a day’s work.

For those flying into Chicago for business, O’Hare International Airport serves as a major hub with extensive amenities tailored to business travelers. Located approximately 17 miles from downtown Chicago, it offers a variety of lounges, dining options, and conference facilities for conducting meetings right on arrival or before departure. This connectivity and array of services ensure a smooth transition from air travel to business engagements in the city, making it convenient for those looking to maximize their time efficiently.

Yes! We operate 24 hours a day, 7 days a week, including weekends and holidays. Early morning or late-night flight? We’ve got you covered.

Absolutely. Our minibuses and full-size coaches offer ample luggage space in undercarriage compartments or overhead bins, ideal for tour groups, sports teams, or event attendees.

Yes, Bus Connection allows pets on board, but a few guidelines apply. Small pets must be kept in secure carriers throughout the trip, and make sure to contact us if you are travelling with larger pets.

For service animals, no special notice is required—service animals are always welcome in accordance with ADA guidelines.

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Other Nearby Areas in Illinois That We Cover

Bus Connection proudly offers bus rental throughout Chicago and the greater Chicagoland area, offering reliable group transportation to and from both O’Hare (ORD) and Midway (MDW) airports. Whether you’re headed downtown, to a hotel in the Loop, a suburban residence, or a college campus outside the city, we provide seamless airport transfers tailored to your location. Explore the areas we serve below to learn more about our local pickup and drop-off options.

While Bus Connection is based in Chicago, our service area extends far beyond the city. We proudly provide long-distance group transportation throughout the Midwest, including destinations across Illinois, Michigan, Indiana, and Wisconsin. Whether you’re comparing charter bus companies in Michigan, looking for a reliable charter bus rental in Indiana, or exploring affordable Wisconsin charter bus rentals, our team can help you coordinate smooth, safe, and comfortable transportation across state lines.

Explore our full service area page to see where we operate and how we can assist with your next trip.