TLDR: Expect engaging stories, city landmarks, and helpful tips from expert local guides. Free walking tours in Chicago are 100% tip-based and beginner-friendly.
What to Expect on a Free Walking Tour in Chicago (Tips for First-Timers)
How Do Free Chicago Walking Tours Work?
Free walking tours in Chicago are pay-what-you-wish experiences—there’s no upfront fee, just a tip at the end. You book a spot online, meet your guide at a set location, and enjoy a 2 hour tour covering 1.5–2 miles.
All tours are led by local experts who share facts, stories, and lesser-known insights about the Windy City. You’ll visit major landmarks and hidden gems depending on the tour you choose.
What Happens During the Tour?
- Meet your guide: They’ll be waiting at the designated starting point with a Free Chicago Walking Tours badge or shirt.
- Introduction & orientation: The guide gives a quick overview of the route and safety tips.
- Tour begins: Expect a mix of walking, stopping, storytelling, and Q&A at each landmark.
- End & tip: The tour concludes at a logical end point, and you’re encouraged to tip based on the value you received.
What Should I Wear or Bring?
Chicago weather can be unpredictable—dress accordingly! Here’s what we recommend:
- Comfortable walking shoes (you’ll cover 1.5–2 miles)
- Water bottle
- Layers or a jacket depending on the season
- Sunscreen or hat in summer months
- Phone/camera for photos
Is It Really Free?
Yes—Free Chicago Walking Tours are truly free to join. There’s no hidden fee, deposit, or booking charge. Guides are compensated entirely through tips, so if you enjoy your experience, show your appreciation with a gratuity.
Typical tips range from $15 to $25 per person, depending on satisfaction and group size.
What Kinds of People Take These Tours?
You’ll find a mix of:
- First-time visitors to Chicago
- Budget-conscious travelers
- Locals exploring their city from a new angle
- Solo travelers and curious families
