Vacations Chicago
Check Availability
Chicago Hotel Deals
- Ambassador East Hotel: Weekday rates from $199, 7/8-8/6
- The Whitehall Hotel: Weekday rates from $239, 7/8-8/6
- Hotel Blake: Weekday rates from $245, 7/8-8/6
Chicago Hotels
5-Star Hotels
4-Star Hotels
Chicago Vacation
1-Day Bike Rental
()
See for yourself why Chicago was voted the #1 bike-friendly city in the United States by Bicycling Magazine. Explore over 120 miles of bikeways, including the magnificent lakefront.
Chicago CityPass
The Shedd Aquarium is the world’s largest aquarium. (Photo provided by CityPass)
CityPass is the ticket to the Windy City's most popular attractions at almost 50% savings. With a leisurely nine days to use all of the tickets, you can take everything in on a weekend break—or a week! Plus, you won’t wait in long ticket lines. Save up to US$44 on five attractions with one CityPass
Chicago Grand Tour
Along the tour, head to the top of the Sears Tower for spectacular vistas. (Photo provided by Gray Line of Chicago)
Take in all the sights of Chicago, from the Chicago Art Museum to Hyde Park.
Chicago Grand Tour and Hancock Tower
Take in all you can on this tour of the Windy City. (Photo provided by Gray Line of Chicago)
Take in all the sights of Chicago, one of America's most vibrant and cosmopolitan cities. The tour includes a trip to the top of the Hancock Tower.
Chicago North Side Tour
(Photo provided by Gray Line of Chicago)
Experience the vitality of downtown Chicago and everything that makes it famous, from Wrigley Field to State Street. Also, travel through Chicago's bustling main business section, one of the financial centers of the world.
Chicago South Shore Tour
(Photo provided by Gray Line of Chicago)
Experience history, science, and beauty as you travel through Chicago's South Shore. You'll see Grant Park, Soldier Field, Adler Planetarium, museums, and more.
