6 Things You MUST Do in Chicago—A Tour Guide

Chicago is teeming with world-class attractions, signature dishes, and breathtaking skyline views. Day or night, there’s always something to do in Chicago, and if you’re planning a visit, you’ll want to plan out an itinerary ahead of time. From deep-dish pizza to museums, here are six must-do things in Chicago to add to your bucket list.

The 6 Best Things to Do in Chicago on Your Next Visit 

1. Get a Deep-Dish Pizza from Lou Malnati’s

No trip to the Windy City is complete without knowing where to get deep-dish pizza in Chicago. Deep-dish pizza is an absolute must if you’ll be visiting the city. These pizzas are closer to pie than traditional pizza, with layers of thick ingredients and unforgettable tastes. It’s a cultural experience as much as dinner. Lou Malnati’s is one of the oldest names in Chicago pizza, and it’s well worth the long wait times.

2. Try a Chicago Dog from Portillo’s

Make sure you stop by Portillo’s to try a Chicago dog while you’re in the area. These dogs are bursting with complex flavors because of their unique ingredient combination of relish, celery salt, chopped onion, pickle spears, sport peppers, sliced tomatoes, and mustard. 

3. Visit the 360 Chicago Observation Deck

One of the most breathtaking must-do things in Chicago is the 360 Chicago Observation Deck. See the city’s skylines and the best views of Lake Michigan from over 1,000 feet up and take on TILT, a one-of-a-kind thrill ride that suspends you over the city from 1,030 feet.

4. Learn About Chicago’s History and Skylines on an Architecture River Tour 

Want to know where to go in Chicago at night? You can book a Shoreline Architecture River Tour day or night. While the tours follow the same routes no matter the time of day, a tour at night lets you see the city lights and skylines from below. They’re a great way to learn more about Chicago’s history, including the city’s unique architecture, famous landmarks, and the Great Chicago Fire. 

5. Spend an Evening at Navy Pier

Navy Pier is a must-see attraction in Chicago that’s great for visitors of all ages. There are plenty of things to do on the pier, including a ride on the famous Centennial Wheel, strolling along the shoreline, shopping, dining, and more. And, if you’re wondering where to go in Chicago at night, fireworks are shot off the pier on the weekends of most warmer months. You can even book a boat tour of Lake Michigan during the firework show. 

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6. Visit the Illinois Holocaust Museum & Education Center

The Illinois Holocaust Museum & Education Center is one of the best-hidden gems in Chicago. This museum is dedicated to preserving the legacy of the Holocaust, honoring the memories of survivors and those lost, and educating the public to combat prejudice. 

The Best Way to Travel Around Chicago

There are plenty of things to do in Chicago, and the best attractions are spread throughout the city and surrounding neighborhoods. The easiest way to travel around this big city is by renting a car in Chicago. Not only will you save time you can spend at local attractions, but you’ll also avoid paying for expensive rideshare and cab services.