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Chicago Travel Guide

Second City? Not by our count. Chicago is world-class in so many categories—magnificent architecture, stunning museums, brilliant chefs, a massive brewing scene, and so much to do that you'll never see it all. But it's worth a shot: Scratch the surface in the Loop and on the Gold Coast, which are the major hubs for visitors, then go deeper into the city's 77 neighborhoods, where you'll find cutting-edge restaurant and chilled out corner bars everywhere from Bridgeport to Logan Square. It's a wide and varied city, but no matter where you go, one thing is constant: here, you'll meet some of the most pleasant people you'll find anywhere. 

Plan Your Chicago Trip

Why the Magic of Chicago Endures
Chicago native Helen Rosner on what makes the best large city in the United States—as voted by our readers—so damn special.
With Art Hubs and Performances, Theaster Gates Is Redefining Chicago’s South Side
The artist is injecting new life—and art—into abandoned and run down spaces, and investing in community in the South Side. 
What to Do in Chicago's Hyde Park  
Making the most of the vibrant South Side neighborhood.
27 Best Hotels in Chicago
Since you'll need more than one visit to scratch the surface of this beautiful city, here's where we stay when we go.

The Best Things to Do in Chicago

21 Best Things to Do in Chicago
How to get to know the city that’s second to none.
14 Best Museums in Chicago
Whatever your interest, from literature to art to architecture, you’ll find its expression in one of the Windy City’s top museums.
Things to Do in Wicker Park and Bucktown, Chicago
Booming since the early aughts, the dual hotspots prove they’re only just heating up.
The Best Airbnbs Near Chicago for a Weekend Away
The cheese curds are calling.
Say I Sent You: A Chicago Sunday Funday
In Say I Sent You, Chicago-based creative entrepreneur, Nathan Michael, explores his favorite local Chicago spots for a Sunday Funday.

More from Chicago

Readers' Choice Awards
2023 Readers’ Choice Awards: The Top Hotels in Chicago
The properties you voted the best in Chicago—which has once again been crowned the best large city in the United States.
Where to Watch the Chicago Fourth of July Fireworks 2023
From Navy Pier to hotel rooftops, here are the best places to catch 4th of July fireworks in Chicago.
Places to Stay
The Best Airbnbs in Chicago, From Frank Lloyd Wright-Built Homes to Modern Lofts
For solo trips, family vacations, and more.
The 8 Best Spas in Chicago
It’s important to consider all the wonderful ways to be indoors in the Windy City—and spending a day (or three) at the spa tops our list.
The Best Weekend Getaways in the U.S. for a Quick Escape
From Catalina Island to the Florida Keys, here are some road trip ideas out of Miami, Los Angeles, Dallas, and more.
Where to Watch Fourth of July Fireworks in Chicago
River cruises, hotel rooftops, and and views of Lake Michigan provide ample options.
Chicago’s Thoughtful New Spaces Make the City Worth Revisiting
A slate of new hotels and restaurants, as well as innovative new cultural experiences, give you plenty of reasons to return to this Midwestern giant. 
Christmas in Chicago: 17 Festive Things to Do This Season (Safely)
Whether in-person or at home, the Windy City has lined up a season's worth of ways to celebrate safely.
What to Do in Chicago Labor Day Weekend 2020
Here's how to enjoy the long weekend—even in an outlier of a year.
The Best Resort Getaways from Chicago
For when the City of Big Shoulders is crowding you.
How to Support Local Business in Chicago During COVID-19
From restaurants offering local delivery to special-edition art and fundraisers, here's how you can help.
Reader's Choice Awards: Why We Love Chicago, the Best Large City in America
It was named the best large U.S. city for the third year in a row.
News & Advice
Where to Watch Fourth of July Fireworks in Chicago
Stay along the shores of Lake Michigan for the best views or head inland to get away from the crowds.
News & Advice
'Women Who Travel' Live Podcast: Chicago, Here We Come
Next up, we're heading to Chicago—joined by our friends over at Pitchfork.
What to Do in Chicago This Spring
Here's what's happening in the city in April, May, and June 2019.