10 Things to Do in Chicago: The Most Amazing Tour of All Time You’ll Have

The first time you see Chicago’s skyline rising above the shores of Lake Michigan, it is easy to understand why so many people fall in love with the city. From world famous architecture to incredible food and vibrant neighbourhoods, there are countless things to do in Chicago whether you are visiting for a weekend or planning a longer stay.

My first trip to Chicago completely exceeded my expectations. I arrived thinking I would spend most of my time sightseeing, but I quickly discovered that wandering through parks, exploring local cafés, and simply enjoying the city’s energy became just as memorable as visiting the famous attractions. 

That mix of iconic landmarks and everyday charm is what keeps people coming back.

1. Grab a Meal at Portillo’s Hot dogs

No visit to Chicago feels complete without trying Portillo’s. The famous Chicago-style hot dogs and Italian beef sandwiches are worth every bite. I was surprised by how flavorful everything tasted, even the fries. The lively atmosphere makes the meal even more enjoyable. Whether it is your first visit or your tenth, eating here is one of the tastiest things to do in Chicago.

2. Explore Chicago’s Chinatown

Chicago’s Chinatown is full of colorful streets, delicious restaurants, and unique local shops. I loved walking through the neighborhood and discovering authentic food around every corner. The beautiful Chinatown Gate is also a great place for photos. Take your time because there is so much to explore. Visiting this vibrant neighborhood is one of the most enjoyable things to do in Chicago.

3. Spend the Day at Navy Pier

Navy Pier has something for everyone, from family attractions to waterfront dining. I enjoyed riding the Centennial Wheel while taking in beautiful views of Lake Michigan. There are also boat tours, live entertainment, and plenty of places to relax. It is easy to spend several hours here without getting bored. Visiting Navy Pier is one of the most popular things to do in Chicago.

4. Walk Along the Chicago River

Walking beside the Chicago River lets you experience the city’s famous skyline from a different angle. The Riverwalk is filled with cafés, public art, and peaceful places to sit. I loved watching boats pass while enjoying the city views. It is relaxing during the day and even prettier after sunset. Exploring the riverfront is one of the must-try things to do in Chicago.

5. Visit Saint Clement Church

Saint Clement Church is one of Chicago’s hidden architectural gems. The beautiful stained-glass windows, detailed interior, and peaceful atmosphere make it a wonderful place to visit. I enjoyed taking a quiet break here while exploring the city. Whether you appreciate history, architecture, or simply want a calm place to reflect, this church is worth adding to your itinerary. Visiting this historic landmark is one of the meaningful things to do in Chicago.

6. Watch Buckingham Fountain Come Alive

Buckingham Fountain is one of Chicago’s most famous landmarks. Watching the water shows with the skyline in the background feels unforgettable. I recommend visiting in the evening when the lights make the fountain even more beautiful. It is also one of the best places for memorable photos. Seeing this iconic attraction is one of the classic things to do in Chicago.

7. Explore the Field Museum

The Field Museum is one of the best places to discover history, science, and incredible natural wonders. I was amazed by the massive dinosaur fossils, ancient artifacts, and interactive exhibits. Every gallery offers something new to explore, making it easy to spend several hours here. Whether you are traveling with family or exploring on your own, this museum is a must-see. Visiting the Field Museum is one of the most exciting things to do in Chicago.

8. Take in the Views from Skydeck Chicago

Skydeck Chicago offers one of the most breathtaking views in the city. Standing on The Ledge, with glass beneath your feet, is both exciting and unforgettable. I was amazed by how far you can see on a clear day. Bring your camera because the views are incredible. Visiting Skydeck is one of the most thrilling things to do in Chicago.

9. Relax at Garfield Park Conservatory

Garfield Park Conservatory feels like stepping into a tropical escape without leaving the city. The indoor gardens are filled with colorful flowers, towering palms, and peaceful walking paths. I loved how calm and relaxing the atmosphere felt. It is a wonderful place for nature lovers and photographers alike. Exploring this beautiful conservatory is one of the hidden things to do in Chicago.

10. Visit the World’s Largest Starbucks

Even if you are not a huge coffee fan, the World’s Largest Starbucks is worth visiting. The multi-level space offers unique drinks, fresh bakery items, and an impressive coffee experience. I enjoyed exploring each floor because every area feels different. It is much more than a regular coffee shop. Stopping here is one of the most unique things to do in Chicago.

Final Thoughts

There are countless things to do in Chicago, from exploring remarkable architecture and world class museums to enjoying beautiful parks, incredible food, and lively neighbourhoods. Every corner of the city offers something different, making it easy to create an itinerary that matches your interests and travel style.

Instead of rushing from one attraction to the next, give yourself time to enjoy the city’s unique rhythm. The memories you create while strolling along the lakefront, discovering local cafés, or watching the skyline light up at sunset may become the moments you remember long after your trip comes to an end.