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Chicago, IL

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Chicago

Chicago Architecture

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Downtown Chicago

Downtown Chicago

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Chicago

Lake View, Chicago

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Chicago is a city with an appetite—for food, of course, but also for design, history, and culture. Come here to marvel at the cutting-edge architecture or take in the gorgeous views of Lake Michigan; to spend a day cheering with baseball fans and a night laughing at a comedy show; to shop, to visit renowned institutions like the Field Museum and the Adler Planetarium, and to experience the legendary blues scene. To do all this, you'll need nourishment: taste deep-dish pizza, piled-high hot dogs, Italian beef sandwiches, and more.

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Things You Can’t Miss

Place
Art Institute of Chicago
Samantha's Pick Art Institute of Chicago

Contemplate the deep thoughts of the anonymous diners of one of America’s most important and timeless paintings: Edward Hopper’s “Nighthawks.”

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Image Credit

Charles Cook / Getty Images

Place
Passport to Beer
Samantha's Pick Passport to Beer

The Map Room is a great, friendly bar with 200 types of beer representing 36 brewing styles, and a proper glass is always used for each style of beer.

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Image Credit

Ryan McVay / Getty Images

Place
Where to Stay
Samantha's Pick Where to Stay

Chicago is an architectural showstopper, and I love to stay downtown to be surrounded by the swirl of art deco buildings and gleaming 20th-century towers.

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Image Credit

Steve Geer / Getty Images

Place
Take a Stroll Through Millennium Park
Take a Stroll Through Millennium Park

Gaze at the reflected city skyline in Anish Kapoor's iconic, three-story sculpture, Cloud Gate, at this recent addition to Chicago's downtown area.

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Image Credit

Phillip Hayson / Getty Images

Place
See it All at the John Hancock Tower
See it All at the John Hancock Tower

For views as spectacular as those at the Willis Tower, and lines about half the size, this architectural gem in Chicago's northeast is a must visit.

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Image Credit

Chris Pritchard / Getty Images

Place
Laugh Out Loud at Second City
Laugh Out Loud at Second City

In the mood for comedy? Take the Brown Line over to Old Town for a night of laughs at Second City Theater – home of Chicago improv for over 50 years.

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Image Credit

Bruce Leighty / Getty Images

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Must Reads Before You Go

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Chicago Travel Guide

Chicago vacation travel guide and tour information including highlights such as the Brookfield Zoo, Museum of Science and Industry, and Steppenwolf.

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5 Amazing Frank Lloyd Wright Buildings

by Alexis Flippin

Discover his unique architecture from California to New York.

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Get On Out to the Ball Game

What better way to enjoy a family vacation than to visit some of America's best ballparks?

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Cruising the Great Lakes

by Melinda Quintero

Cruise ships, schooners, ferries - there are many ways to cruise the Great Lakes. Start planning your Great Lake cruise today.