The Group Travel Guide to Airports in & Around Waukegan, Illinois

Planning a group flight into or out of Waukegan? Whether your team is catching a business flight to O’Hare International Airport, your family is flying through Midway after a summer reunion on Lake Michigan, or you need pickup at Chicago Executive Airport for a private charter—Charter Bus Rental Waukegan will keep every airport transfer running smoothly. We offer 24/7 service and a huge fleet of vehicles, from 56-passenger charter buses with luggage bays to compact minibuses perfect for zipping down Sheridan Road. Call 224-570-5620 anytime, and our reservation experts can quote your airport shuttle in about 30 seconds.

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Waukegan groups have easy access to three major airports in the Chicagoland region—O’Hare, Midway, and Chicago Executive—as well as several smaller regional fields like Waukegan National Airport. The best airport for your group will depend on your airline, destination, and where you’re staying in the city. No matter which hub you choose, Charter Bus Rental Waukegan offers flexible pick-up and drop-off across all terminals, and we can even provide multi-day shuttles between hotels, convention centers, and attractions while your group is in town.

Chicago O’Hare International Airport (ORD)

O’Hare is one of the busiest airports in the world, serving more than 80 million passengers annually with nonstop flights to over 200 destinations. Located just 35 miles south of downtown Waukegan via I-94, it’s the main gateway for international and cross-country travel. United, American, Delta, and Southwest all operate large hubs here, so you’ll find the widest selection of airlines and routes.

For the most seamless group transfer, have your bus drop off passengers at the designated charter bus area outside Terminal 5 (International Arrivals). There are also commercial vehicle lanes at Terminals 1, 2, and 3—just be sure to coordinate with your group so everyone knows where to meet. Traffic at O’Hare can be heavy, especially during morning and evening rush hours, but your driver will handle navigating crowded roadways and parking lots while your passengers relax onboard. If your group has downtime before or after a flight, consider booking a shuttle to nearby Rosemont for shopping at Fashion Outlets of Chicago, dining at Parkway Bank Park Entertainment District, or catching a game or concert at Allstate Arena.

O’Hare has a wide range of amenities for groups, including dozens of sit-down restaurants and grab-and-go eateries in each terminal. You’ll find everything from Chicago deep-dish pizza at Giordano’s to sushi, burgers, and craft beer bars. There are also plenty of shops for last-minute souvenirs, books, or electronics, as well as free Wi-Fi and charging stations throughout the airport. If anyone in your party needs extra assistance, O’Hare offers accessible restrooms, wheelchairs, and support services.

Chicago Midway International Airport (MDW)

Located about 45 miles south of Waukegan, Midway is the second-largest airport in the Chicago area and a major base for Southwest Airlines. It’s often less crowded and easier to navigate than O’Hare, making it a popular choice for domestic flights and budget-conscious travelers. Midway serves more than 80 destinations, primarily within the U.S., Mexico, and the Caribbean.

Your group can be dropped off or picked up at the commercial vehicle lane outside the main terminal on Cicero Avenue. Midway’s compact layout means shorter walks from curb to gate, which is ideal if you’re traveling with kids, seniors, or lots of luggage. During peak times, traffic around the airport and along I-55 can get congested, but your driver will plan the best route to keep your group on schedule.

While waiting for your flight, grab a bite at local favorites like Harry Caray’s 7th Inning Stretch or Billy Goat Tavern, or opt for national chains such as Potbelly Sandwich Shop and Dunkin’. The Central Market area offers quick options for coffee, snacks, and fresh sandwiches. For groups needing to kill time, there’s free Wi-Fi, charging stations, and a play area for children.

Chicago Executive Airport (PWK)

If your group is flying on a private jet or charter, you might use Chicago Executive Airport in Wheeling/Prospect Heights, about 25 miles southwest of Waukegan. PWK is one of the busiest reliever airports in the country, handling general aviation and corporate flights. It’s a convenient alternative to the larger commercial airports, especially for business teams or VIPs who value privacy and efficiency.

Your bus can pull right up to the fixed-base operator (FBO) terminal for direct ramp access, ensuring a quick and discreet transfer between plane and ground transportation. Many FBOs offer luxury lounges, conference rooms, catering, and concierge services—perfect for hosting meetings or relaxing before departure. If your group has time to spare, consider a short trip to nearby Ravinia Festival in Highland Park for outdoor concerts or visit the Chicago Botanic Garden in Glencoe.

Waukegan National Airport (UGN)

For groups arriving by private plane or charter flight, Waukegan National Airport is a convenient option just 5 miles west of downtown. It offers two runways capable of handling midsize jets and turboprops, with full-service FBOs providing amenities like pilot lounges, catering, and rental cars. Your bus can meet your group directly on the tarmac or at the terminal entrance for a seamless transfer to local hotels, event venues, or attractions like Genesee Theatre and Waukegan Harbor.

Tips for Smooth Airport Transfers

Booking a private shuttle ensures your entire group travels together, arrives on time, and avoids the hassle of coordinating multiple rideshares or taxis. Here are some tips to make your airport transfer as smooth as possible:

Choose the Right Vehicle: Consider your group size and luggage needs when selecting a bus. A 56-passenger charter bus has undercarriage storage for suitcases, golf clubs, or trade show displays, while a 25-passenger minibus is perfect for smaller groups with carry-ons. If you’re traveling with students or athletes, request a bus with reclining seats and restrooms for added comfort.

Plan for Traffic and Delays: Chicago-area airports are notorious for congestion, especially during holidays and major events. Build extra time into your itinerary for potential delays, and let your reservation specialist know if you need flexible pick-up or drop-off times. Your driver will monitor real-time traffic updates and adjust routes as needed.

Stay Connected: Onboard amenities like Wi-Fi and power outlets allow your group to check flight statuses, send emails, or stream entertainment en route. You can also use the PA system to make announcements or share updates with passengers.

Arrange Multi-Day Shuttles: If your group is staying in Waukegan for a conference, wedding, or tour, consider booking a multi-day shuttle service. Your bus can provide daily transfers between the airport, hotel, and local destinations, eliminating the need for rental cars or public transit.

Book Your Waukegan Airport Shuttle Today

When it comes to group air travel, Charter Bus Rental Waukegan makes airport transportation easy and stress-free. Our 24/7 team is always ready to help you choose the perfect vehicle, customize your itinerary, and ensure every passenger enjoys a comfortable ride. With instant online pricing and a reputation for reliability, we’re the top choice for airport shuttles in Waukegan and beyond. Ready to get started? Call 224-570-5620 now or book online to see how simple group travel can be!