Featured Destination: Chicago

  • Love it? Share it!

  • Email a friend
  • Share on Facebook
  • Share on Twitter
 
 

Savings in the Windy City

No matter what the season, there are new reasons to fall in love with -- or rekindle love for -- Chicago. Skyscraper views, free events and a flourishing culinary scene are just the beginning for those who time a trip this summer or fall.

Travelzoo Deal Experts have sourced hotel, entertainment and local deals that can save more than 50% on regular prices.

Discover why Chicago has a legacy of churning out some of America's most colorful characters, from the influential (President Barack Obama) to the iconic (Michael Jordan) to the infamous (Al Capone). Before you know it, Chicago will be your kind of town, too.

 
 
 
Hotel Deals
Additional savings through fall.
More »
Show Deals
Book your tickets in advance.
More »
Spa & Dining Deals
Make those reservations.
More »
Travelzoo Facebook
Join our 1 million+ fans.
More »
Travelzoo App
Deals at your fingertips.
More »
 

Top Deals Handpicked by Travelzoo

 
Travel into December
Major Airlines on Fly.com
 
 
 
Nov. 23-27; Dec. 14-18, 21-26
Dana Hotel & Spa
 
Redeem by Nov. 12, 2014
Hana Lounge at Westin Chicago River North
 
 
 
 

From: To: Travellers:
Depart: Return: One-way
Round-trip