Tag

Things to do in Chicago

Highlight Foodie Photos from Best Chicago Food Tours
28
May

8 Best Chicago Food Tours in 2026: Deep Dish, Donuts & Biking

Chicago’s food scene is one to indulge in, especially when paired with the city’s rich history and iconic architecture. These are our recommendations for the best of Chicago food tours to add to your Chicago foodie plans.
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Sunset over the Chicago skyline.
17
Nov

Things To Do In Chicago On Your First Visit

Planning your first trip to Chicago? This guide highlights the must-see landmarks, lakefront views, neighborhoods, and foodie spots that make the city unforgettable—plus the best ways to explore them on bike or foot with Bobby’s Bike Hike. Get ready to experience Chicago’s icons, flavors, and hidden gems all in one seamless adventure.
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Chicago chinatown buildings.
12
Nov

Navigating Chicago’s Chinatown Restaurants

Chicago’s Chinatown is packed with dim sum hotspots, hand-pulled noodles, bold Sichuan flavors, and hidden gems only locals know. After guiding thousands of guests through the neighborhood, we’ve rounded up the best places to eat, what to order, and how to explore Chinatown like a pro. Come hungry — this is your ultimate guide to...
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View from inside Wrigley Field in Chicago.
29
Sep

A Local’s Guide to Wrigleyville: What to See, Eat, & Explore

Planning a trip to Wrigleyville? From Cubs games at historic Wrigley Field to iconic restaurants, lively bars, and neighborhood attractions, our guide covers the best things to do in Wrigleyville, Chicago. Find out when to visit, how to get there, and top spots to explore.
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Two women posing on Lincoln Park boardwalk with skyline and pond in background.
19
Aug

Exploring Lincoln Park in Chicago

Explore Lincoln Park like a local—bike scenic trails, visit the zoo, snap skyline views, and eat your way through one of Chicago’s most iconic neighborhoods.
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Collage of Chicago tourist attractions like skyline, concert venue, Wrigley field, and beer tap.
24
May

The Ultimate Tourist Guide to Chicago

Chicago can be an overwhelming city to visit for the first, second, fifth, and tenth times. Okay, even us local-Chicagoans are overwhelmed from time to time. That’s not so bad though – it just means you have a lot to look forward to on your trip! So grab your pen or pencil, a piece of...
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View from concert venue lawn with skyscrapers in background.
20
May

10 Creative Summer Date Ideas in Chicago

Dating can be hard, but luckily for you, you’re dating in a city that has some of the best food, beer, and entertainment options in the world. So start by counting your blessings, and then dive into this article to plan that perfect Chicago date for your current, soon-to-be, or hopeful significant other! These are...
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5 Great Chicago Group Activities Graphic
08
May

5 Fun Group Activities To Do If You Live In Chicago

Life is more fun with friends! It’s also more fun when you can cruise around Chicago experiencing the Windy City and all that it has to offer! So, whether you’re looking for a bachelor or bachelorette party idea, an educational and exciting field trip, or something to do after your wine and cheese party –...
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Chicago Bachelor and Bachelorette Weekend Ideas
29
Mar

Bobby’s Bachelor/ette Party Ideas!

Are you or your #1 pal getting married this summer? Come celebrate your bachelor/ette party in Chicago! Don’t worry about trying to comb through the city’s endless options for the best hotels, restaurants, and activities; the expert Chicagoans at Bobby’s Bike Hike have got you covered. Step One: Check-In Moxy Hotel Chicago  This funky boutique...
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Best Sweets Shops in Chicago to Visit
27
Feb

Chicago’s Wild and Wonderful Dessert Scene

It’s no secret that Chicagoans know how to eat. It’s also no secret that our recipes tend to be a bit over the top. We take pride in that! While visiting Chicago, you have to try our deep dish pizza and you have to try our fully-loaded Chicago dog, but what should you do for...
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