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Search for hotel, cruise, vacation, entertainment, restaurant and spa deals in your destination.
Find the lowest prices at hotels across the city, from the Loop to Streeterville and Lincoln Park
Chicago hotels, entertainment and free events
Stay at this historic hotel close to shopping and receive a complimentary bottle of wine.
Stretch out in a suite at a AAA 4-Diamond hotel on Chicago's famed Michigan Avenue
Unpack at a downtown Chicago hotel one block from the sites and shopping on Michigan Avenue
Stay 2 or more nights and receive an instant rebate with this deal.
Soak in some local flavor -- and stay clear of high downtown prices -- at a Chicago neighborhood hotel
Tickets are more than 60% off for the musical comedy "Cuff Me!"
"Blue Man Group" is a unique theatrical production that features Grammy-nominated live music, comedy and multimedia theatrics
Stay at an elegant 4-star hotel overlooking Chicago's Grant Park
Make flying into the Windy City a breeze with this deal for a 4-star airport-connected hotel
"The atmosphere, the wait staff, and the excellent food made Orso's a much rewarding experience" (recent Travelzoo visitor)
Save more than $50 on a massage or facial
"Elegant" with a "professional, helpful staff" (CBS Chicago)
"The owners have ... created something special" (CBS Chicago)
Learn about Chicago within underground tunnels and overhead bridges
Opt to dine Turkish style while lounging on cushions in the dining room
Dine on cuisine from one of Chicago's most celebrated chefs of all time
Dine in the Willis Tower overlooking Lake Michigan, Chicago and beyond
Create a work of art to bring home
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