Featured Destination: Chicago

Savings in the Second City

Chicago transforms into a warm-weather temptress once the city bids winter farewell. A sparkling lakefront framed by skyscraper views plus free outdoor festivals are just the beginning.

Travelzoo Deal Experts have sourced hotel, entertainment and local deals that save up to 50% for spring and summer travel -- Chicago's "peak" season.

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).