Exploring Chicago alone can be one of the best ways to see the city at your own pace. Whether you're a local taking a solo day for yourself or a traveler on a solo trip, there are plenty of fun and safe solo activities in Chicago that let you enjoy the best the city has to offer.

From peaceful scenic spots to solo dining, art galleries, and walking tours, this guide covers the top ideas on what to do alone in Chicago—without needing anyone else to tag along.

Is Chicago Safe for Solo Travelers?

If you're wondering, “Is Chicago safe for solo travelers?”, the short answer is yes—with smart planning. Like any big city, some areas are safer than others, so stick to well-known neighborhoods like Lincoln Park, the Loop, River North, and Wicker Park during your solo adventure.

During the day, Chicago is full of people, and many top attractions are in busy, walkable areas. Stick to public spaces, use ride-shares or public transit at night, and trust your instincts.

How to Spend a Day Alone in Chicago

Not sure how to spend a day alone in Chicago? Start with these ideas that give you the freedom to go at your own pace and enjoy the city like a local:

• Morning: Grab coffee and a pastry at a local spot like La Colombe or Hero Coffee Bar.
• Midday: Explore a museum or take a solo walking tour downtown.
• Afternoon: Relax at a park or enjoy lunch at a spot known for solo dining.
• Evening: Catch a comedy show, rooftop view, or scenic stroll before heading home.

Best Places to Go Alone in Chicago

If you're looking for the best places to go alone in Chicago, here are top picks loved by solo travelers:

1. Millennium Park

Take a selfie at Cloud Gate (aka “The Bean”), stroll through the gardens, and enjoy free public art and performances in summer.

2. The Art Institute of Chicago

This is one of the top solo art galleries in Chicago. Spend as much time as you want with world-famous paintings, modern exhibits, and quiet corners.

3. Garfield Park Conservatory

Looking for peaceful, scenic spots in Chicago? The indoor gardens here are perfect for a quiet solo moment, especially on colder days.

4. Chicago Riverwalk

Enjoy the view, people-watch, or stop at a riverside café. It's also a great place for a walking tour solo.

Top Solo Experiences in Chicago

Make your solo day unforgettable with these top solo experiences in Chicago:

Take a Solo Architecture Cruise

Hop on a boat tour along the Chicago River and learn about the city's famous buildings. No need to chat—just relax and listen to the guide.

Explore Lincoln Park Zoo

It’s free, walkable, and one of the most fun things to do alone in Chicago, especially on a sunny afternoon.

Visit the Museum of Contemporary Art

Art lovers will enjoy this quieter museum with modern installations, perfect for solo wandering.

Solo Dining in Chicago: Where to Eat Alone

Dining out alone can be enjoyable—especially in a food city like Chicago. These places are perfect for solo dining:

• Ema (River North): Light Mediterranean plates and bar seating.
• Sushi-san (Downtown): Great counter service and casual vibe.
• Lou Malnati’s: Yes, deep dish pizza for one! Order a personal-size and enjoy.
• Revival Food Hall: Try a variety of dishes in a busy setting where solo eaters are common.

Fun Things to Do Alone in Chicago

Still looking for inspiration? These are more fun things to do alone in Chicago any time of year:

• Comedy Shows: Laugh it off at The Second City or Zanies. No plus-one needed.
• Bookstores: Browse indie shops like Myopic Books or Unabridged Bookstore.
• Street Art Walks: Check out murals in Pilsen or Wabash Arts Corridor.
• Bike the Lakefront Trail: Rent a Divvy bike and cruise along Lake Michigan.

Walking Tours Solo in Chicago

Taking a walking tour solo is one of the easiest ways to learn about Chicago without needing a group. Choose self-guided tours or audio apps like VoiceMap, or join a guided food tour or ghost walk—you’ll meet people without the pressure of sticking together.

Final Thoughts: Why Going Solo in Chicago is Worth It

Exploring the city on your own lets you move at your own pace, try new things, and fully enjoy the moment. Whether it’s museums, parks, food, or a relaxing walk, the variety of things to do by yourself in Chicago makes this city great for solo adventures.

So next time you’re free for the day, skip the group chat and dive into one of these solo activities in Chicago—you might discover something even better when you're by yourself.