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Chicago vacation

Discover Pinterest’s 10 best ideas and inspiration for Chicago vacation. Get inspired and try out new things.
What to do in Chicago

Here are the top 10 things to do in Chicago! I have gathered for you a list of the 10 best things to see and do in Chicago, Illinois (USA)!

Visit Chicago Like a Pro: 13 Mistakes to Avoid When you Travel to Chicago

Need Chicago travel tips? Follow this Chicago travel guide for top tourist mistakes to avoid in Chicago to make the most of your Chicago trip

10 things not to do in Chicago (and what to do instead)

Ditch that guidebook for our much cooler guide to Chicago—we'll tell you what to really do, and what not to do, in the Windy City. (Spoiler alert: ditch Willis Tower, the Navy Piers, and er, ketchup).

Girls Trip to Chicago | Nashville travel | Greta Hollar

This girls trip to Chicago is in collaboration with Choose Chicago. A few weeks ago, I got to take my first Babes That Wander trip to the Windy City, Chicago! Babes That Wander is a travel group a group of bloggers and I formed before the pandemic. As you have probably noticed, there has been

The Perfect 2 Day Chicago Itinerary - Things To See Do & Eat

The perfect itinerary for 2 days in Chicago. Places to visit, things to do, where to stay and best time to visit. Plus cool places to eat during your visit.

Where To Stay In Chicago: Best Hotels And Areas - Midwest Explored

We will help you decide where to stay in Chicago, Illinois, no matter what kind of Chicago accommodation you are looking for!


Ultimate Chicago Bucket List that includes the top things to do in Chicago, the best restaurants, and Chicago rooftop bars to check out in the Windy City.

Watch popular Chicago vacation videos

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Fun Things to do in Chicago
Instagram Worthy Restaurants in Chicago