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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
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
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
What to Do in Chicago's Hyde Park  
Making the most of the vibrant South Side neighborhood.
27 Best Hotels in Chicago
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
21 Best Things to Do in Chicago
Get to know the city that’s second to none.
14 Best Museums in Chicago
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
Things to Do in Wicker Park and Bucktown, Chicago
Booming since the early aughts, the dual hotspots prove they’re only just heating up.
Say I Sent You: A Chicago Sunday Funday
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

The Best Boutique Hotels in Chicago, From River North to Hyde Park
Destinations
The Best Boutique Hotels in Chicago, From River North to Hyde Park
With fewer rooms, a personalized feel, and unique decor, these boutiques offer a fun new side to a well-loved city.
2025 Readers’ Choice Awards: The Top Hotels in Chicago
Readers' Choice Awards
2025 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.
The Bear's Behind-the-Scenes Chef on Where to Eat in Chicago
Destinations
The Bear's Behind-the-Scenes Chef on Where to Eat in Chicago
Ahead of season four, Courtney Storer lets us in on the favorite eateries of herself, the cast, and crew.
Where to Stay During Pride Month in the US and Canada
Inspiration
Where to Stay During Pride Month in the US and Canada
These are the best LGBTQ+ friendly hotels at some of the biggest Pride celebrations this year.
11 Hotels in Chicago Under $300 a Night
Places to Stay
11 Hotels in Chicago Under $300 a Night
Browse our edit of affordable stays for your next visit to the Windy City.
The Best Airbnbs in Chicago, From Midcentury Townhouses to a Sprawling Sunlit Loft
Places to Stay
The Best Airbnbs in Chicago, From Midcentury Townhouses to a Sprawling Sunlit Loft
For solo trips, family vacations, and more.
7 Best Beaches in Chicago
Islands & Beaches
7 Best Beaches in Chicago
The Windy City is also called the Third Coast for a good reason—seven of them, in fact.
The 10 Best Spas in Chicago
Destinations
The 10 Best Spas in Chicago
One of many wonderful ways to be indoors in the Windy City.
The Best Weekend Getaways in the US for a Quick Escape
Inspiration
The Best Weekend Getaways in the US for a Quick Escape
From Catalina Island to the Florida Everglades, here are some road trip ideas out of Miami, Los Angeles, Dallas, and more.
The Best Burger in Chicago
Destinations
The Best Burger in Chicago
Ever since 1917 when Drexel's Pure Food debuted the burger in the Windy City, the sandwich has been the stuff of legend.
The Most Romantic Hotels in Chicago
Places to Stay
The Most Romantic Hotels in Chicago
Perfect for honeymoons, anniversaries, weekend getaways, and more.
Where to Watch the Chicago Fourth of July Fireworks 2024
News & Advice
Where to Watch the Chicago Fourth of July Fireworks 2024
From ferris wheels on Navy Pier to swanky hotel rooftops, here are the best places to watch 4th of July fireworks in Chicago.
Where to Watch Fourth of July Fireworks in Chicago
Destinations
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
Destinations
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)
Destinations
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.