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From hidden gems to must-see attractions, we’ve got your itinerary covered. If it’s happening in Chicago, you’ll find it here.

The 17 Most Beautiful Streets In Chicago: From Iconic Vistas To Hidden Gems

by Struan Hogg

The 17 most beautiful streets in Chicago, from the Magnificent Mile to hidden residential gems. A local’s guide to the postcard views and quiet boulevards.

20 Things Worth Doing In Chicago This May (From People Who Actually Live Here)

by Struan Hogg

The 20 things actually worth doing in Chicago this May, from people who live here. Festivals, food, lakefront, rooftops, plus a few even locals miss.

Best Chicago Tours

8 Chicago Guided Tours That Are Actually Worth Doing!

by Struan Hogg

Here are the 8 tours in Chicago that are genuinely worth booking, ranked by who they’re best for.

The Incredible True Story Behind Chicago’s Most Disturbing Museum Exhibit

by Struan Hogg

In a quiet corner of the Field Museum, behind a sheet of glass in the Rice Gallery, two maneless lions … Read more

masterpieces at art institute of chicago and stories behind them

15 Masterpieces You Need To See At The Art Institute Of Chicago (And The Stories Behind Them)

by Struan Hogg

The 15 must-see masterpieces at the Art Institute of Chicago, from American Gothic to Nighthawks, with the wild stories behind each one.

16 Stunning Churches In Chicago That Look Like European Cathedrals

by Struan Hogg

Chicago’s most spectacular interiors aren’t its skyscrapers, they’re its churches. 15 stunning sanctuaries that rival anything in Europe, all free to visit.

Chicago 3 Day Itinerary

The Perfect 3 Day Itinerary in Chicago: A Local’s Guide to Getting It Right

by Struan Hogg

The only Chicago itinerary you need — where to go, what to skip, and exactly what locals would tell you if you asked. 3 days, no filler.

Chicago Has Some of the Most Beautiful Doors in the World. Here’s Where to Find Them.

by Struan Hogg

Chicago has some of the most beautiful doors in the world — and most people walk straight past them. Here’s exactly where to find them.

Chicago Peaceful Spots

10 Places in Chicago to Escape the City Without Ever Leaving It

by Struan Hogg

Chicago’s lakefront gets all the attention. These spots are what locals actually go to when they want peace and quiet.

15 Stunning Lobbies in Chicago You Can Experience for Free

by Struan Hogg

This is your guide to unlocking Chicago’s “secret palaces”—the stunning public lobbies you can explore, relax in, and experience without spending a single dime.

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