Savings in the Second City
No matter what the season, there are new reasons to fall in love with -- or rekindle love for -- Chicago. Skyscraper views amidst free holiday events are just the beginning for those who time a trip this fall or winter.
Plus, 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.