You can see Chicago from any angle: from high above in the sky, along the shores on a boat and on the ground with your own two feet. So it stands to reason that you can also explore the city on wheels. Take your pick of vehicle — bus, bike, Segway, or Trikke — with these Chicago tours.

Tour Chicago by bus

You’ll recognize the big, bright red buses from Chicago Trolley and Double Decker Company throughout the city. Check out the famous Hop On, Hop Off Tour that covers miles of city attractions and offers you the opportunity to jump off the bus for a close-up look and jump back on when you’re ready to roll on to the next stop for more sightseeing. Even better, you can keep the ride inside or outside on the Double Decker tour, with enclosed seating on the lower level and open air seating — and views — up top. Adding to the entertainment factor, the guides are always good for a laugh.

Or tour the city in a luxury vehicle with a guide from Chicago Private Tours, who’s an expert on Chicago attractions, history, and culture. Customizable to meet your particular interests, tours are available in English, Spanish, Italian, French, German, Mandarin, and Russian.

See Chicago on bike

Group bike tour
Bike near the zoo in Lincoln Park

Combine your love for exploration with a little exercise on a bike tour. Chicago’s smooth, flat terrain makes it easy to sightsee by bicycle, with tour possibilities covering everything from neighborhood outings to food adventures. Bobby’s Bike Hike was voted #1 Tour Company in Chicago by TripAdvisor‘s loyal crowd — not too shabby. And the Bikes at Night Tour with Bike and Roll shows off Chicago’s sparkly side when the sun goes down and the downtown lights come on.

Join the local cyclists who cruise the bike lanes using the city’s bike sharing system, Divvy. Painted a bright baby blue, you’ll spot this fleet right away. Bike share racks are parked at major hubs across town (there are over 580 stations) and a 24-hour pass can be purchased on-site anytime, making for a convenient way to have access to your own wheels just about anywhere.

Friday Night Flights

Chicago Segway tours

But a bike isn’t the only way to cruise around Chicago on two wheels. If you don’t feel like pedaling, zoom around with the skyline in view on a futuristic Segway. Step onto your two-wheeled self-balancing ride and cruise down Chicago’s streets. Try Absolutely Segway Tours, or City Segway Tours, which both offer a selection of specialty excursions, from a Fireworks Tour that lights up Navy Pier and Buckingham Fountain, to a Riverwalk Tour along the downtown waterfront, to a Holiday Lights Tour during the festive winter months.

Go with #1 Chicago Tours for more Segway excursions — or take it one wheel further with a three-wheeled Trikke. Lean into the wind on these stable, user-friendly electric rides while you learn about top sights like the gorgeous open parks and scenic lakefront on their Trikke Chicago Tour. No matter your age or fitness level, there’s a tour for you. Grab some wheels and go!

More ways to see Chicago on wheels

Sightseeing on the l train

Cover more ground with an ‘L’ tour of Chicago. The city’s raised public transit system, known as the ‘L’, is one of the best ways to explore the city. Let L Stop Tours be your guide as you explore different ‘L’ lines and the neighborhoods they connect. Each tour features one to three unique neighborhoods, covering topics like local history, architecture, hidden gems, museums, and more.

Please note: Some of the above tours are available seasonally and are weather dependent. Please check with each tour company for availability.