Vacations Chicago
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Chicago Hotel Deals
- Comfort Suites Chicago: Rates from $149, 7/3-8/1
- Inn of Chicago - Magnificent Mile: Rates from $154, 7/3-8/1
- Wyndham Chicago: Rates from $160, 7/3-8/1
Chicago Hotels
5-Star Hotels
- Conrad Chicago
- Four Seasons Chicago
- Sofitel Chicago Water Tower
- The James Chicago Hotel
- The Peninsula Chicago
- The Ritz-Carlton Chicago (A Four Seasons Hotel)
- Trump International Hotel & Tower Chicago
4-Star Hotels
Chicago Vacation
1-Day Bike Rental
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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.
Adler Planetarium
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Journey to the moon, the stars, the edge of the galaxy, and beyond … all without leaving Chicago. The Adler Planetarium has been delighting star-struck audiences for more than 70 years!
Architectural River Tour
Seadog II heads down the Chicago River to Sears Tower (Photo provided by Seadog Ventures)
Departing from Navy Pier, this 75-minute architectural tour features exciting views of Chicago's most famous architecture as seen from the Chicago River and lakefront.
Bucktown & Wickerpark Shopping Tour
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Turn the Windy City into the shopping city! Explore boutiques in two of Chicago’s hippest neighborhoods—Bucktown and Wickerpark. Your shopping guide leads the way, keeping your hands free of maps so you can carry more bags!
Chicago Amazing Lakefront Bike Tour
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Hop on a bike for an excursion into the art, history, and nature of Chicago’s lakefront. Your tour guide will take you to some of Chicago’s best known sites, including Lincoln, Millennium, and Grant Parks.
Chicago Brunch Cruise
(Photo provided by Odyssey Cruises)
Make your day special as you indulge your senses with stunning views of Chicago, a delectable brunch buffet, and live entertainment.
