Itineraries
Great Chicago date night ideas
Chicago has something for every kind of date, from cozy bars perfect for a first date to romantic restaurants worthy of milestone anniversaries. Whether it’s…
Classic Chicago itineraries
The can’t-miss things to see and do.
Family, Itineraries
30+ kid-friendly things to do in Chicago
It’s the inspiration kids find in all the things to do and see in Chicago that makes the city feel like home — if home…
Food & drink, Itineraries
Chicago neighborhoods for food lovers
No matter where you go in Chicago, you’ll find a diverse selection of places to eat and drink in every corner of our city. These…
Architecture & history, Itineraries
Chicago architecture tour: two-day itinerary
From Frank Lloyd Wright’s Prairie School to skyscraper cool, you’ll find architecture that’s just your style in Chicago. This self-guided architecture tour covers some of…
Articles, Itineraries, Parks & outdoors
Things to do in Chicago in the spring
What’s spring like in Chicago? Tulips bloom along iconic Michigan Avenue, cherry blossoms pop up in Jackson Park, and city parks begin to overflow with…
Itineraries, Music
Music lover’s weekend in Chicago
Ready for a music-filled weekend in Chicago? While it’s impossible to fit all of Chicago’s legendary venues into just a few days, this jam-packed itinerary…
Itineraries, Parks & outdoors
2 days, 2 Chicago waterfronts
The waterfront is a center of life in Chicago. It’s where discoveries are made and adventures begin. Dedicate one day each to exploring the Chicago…
Architecture & history, Itineraries
Chicago architecture highlights
Chicago’s is full of truly unique architectural wonders. Use the guide to build your own Chicago architecture itinerary, from the iconic buildings in the Loop…
Itineraries
Been to Chicago? Do this next time.
It only takes one trip to Chicago to fall in love. Our skyline, our food, our festivals, museums, neighborhoods, and so much more make it…
Itineraries
How to spend a romantic weekend in Chicago
Chicago is the perfect spot for a romantic weekend getaway. You and your sweetheart can enjoy a scenic bike ride along the lake, bucket-list fine…
Itineraries
Chicago’s best spots for selfies
Looking for that perfect Chicago photo opp? Not to worry — with this roundup of must-see places to visit in Chicago, your selfie game will…
Architecture & history, Itineraries
Tour historic districts in Chicago’s neighborhoods
History and architecture go hand in hand in Chicago. Whether you’re inspired by industrial history, interested in local lore, or looking for old-world architecture, you’ll…
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