Whether you're looking to stumble upon an inspirational getaway, or have your heart set on getting to the Windy City, this is the place for Last-Minute Weekends to Chicago this week or next. You'll find the best selection, lowest prices, and package combinations that work for you--all right here!


Chicago

If You Build It, They Will Come

The Windy City got its nickname because its early residents liked to talk big about their town, but Chicago’s most legitimate bragging right is its architecture. Wonder at three of the world’s tallest buildings, including Sears Tower, ride the world’s first Ferris wheel, or go on an architectural walking tour while you’re here!

Side-Splitting and Soul-Soothing

Put a smile on your face and a song in your heart in Frank Sinatra’s favorite toddlin’ town. Many of the country’s top comics got their start at Second City comedy club, which features shows and improv sets nightly, and jam sessions at jazz joints like Green Mill Cocktail Lounge and Andy’s Jazz Club are legendary.

Deep Dish Dilemma

Since 1943, when a man named Ike invented the "deep-dish," giving traditional pizza a hearty Midwestern flair, there’s been a never-ending debate about who makes the best deep-dish in Chi-town. Join the fray by sampling mouth-watering pies from Lou Malnati's, Chicago Pizza and Oven Grinder Co., and Ginos East.

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