Top Chicago Rentals

See Chicago your way—and enjoy an active way to explore—with this private, half-day bike rental. Make your own way to the rental facility, choose from a range of bike types (from e-bikes and child bikes to premium road bikes), and set off at your own pace. Accompanied by a map and helmet, you can cycle along the water, explore Millennium Park and the Museum Campus, tour Chicago neighborhoods, and more.

Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this pet-friendly Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you cover multiple branches of the Chicago River and learn insider facts and stories you'd otherwise miss.

S. Silvera Charters offers a unique luxury yacht rental for those looking to create unforgettable memories on the water. Perfect for special events or leisurely cruising, this charter allows you to set your own schedule and enjoy a personalized experience. With a minimum rental of three hours, you can relax on board while exploring beautiful coastal views. Captain's fees are separate, ensuring a tailored experience for your group. - Exclusive yacht rental for luxury experiences - Flexible scheduling with afternoon and evening options - Minimum three-hour rental for ample exploration - Personalized service with optional captain at an additional fee

Skip the hassle of long taxi lines or crowded airport shuttles and treat yourself to a VIP arrival at Chicago O'Hare International Airport (ORD). During this one-way, private car service, you’ll travel comfortably in a climate-controlled, newer model sedan with a driver to your downtown hotel accommodation. One-way rides include curbside pickup outside the arrivals hall.

Discover Chicago in a fun new way—and combine your sightseeing with a lively scavenger hunt—on this two-in-one excursion. With your smartphone in hand, set off at a time that works best for you on this self-led tour. Prompted by the game, explore the Windy City's vibrant Loop neighborhood. You'll spot historic buildings, famous streets, and other local landmarks along the way, all while your party solves clues and challenges.

Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.

Experience the freedom of exploring Lincoln Park, Chicago with these electric bike rentals. Perfect for both leisurely rides and adventurous outings, our e-bikes provide an effortless boost that enhances your outdoor experience. Enjoy the convenience of no traffic hassles and no gas expenses as you zip around the city. Rentals include a thorough demo ride for comfort and fit assessment, ensuring you find the right bike for your journey. - Convenient location on Clark Street, Lincoln Park (Lake Michigan 0.6 miles Away) - Free one-hour test ride available - Expert guidance to help you choose the perfect e-bike - Enjoy a cost-effective travel option without parking fees or Traffic!