Self-Guided Walking Tours in Chicago
19 GPS-guided walking routes to explore Chicago at your own pace.
No booking, no guide.
🎟️ Chicago City Pass — All 7 tours for USD 39.99
Save 55% vs. buying individually
Walking Routes in Chicago
Explore Chicago on foot with 19 GPS-guided walking routes on Questo. Routes take you past 12 Oz Park Basketball Court, 10 Cafe Ba-Ba-Reeba!, and 3 L.P.'s T.A.P. House/The Loft/Moretti's, covering Chicago's best neighborhoods and hidden corners. Each route uses GPS navigation — just open the app and start walking. Most routes take 1-3 hours at a comfortable pace.
19
routes
1-3
hours
2.9
km avg
61
landmarks
Popular Walking Routes in Chicago
Walking Route: Murder Mystery: Death in the Shadows in Lincoln Park, Chicago
Walking Route: Kid Quest: Solve the case of the lost senses in Chicago
Walking Route: Chicago Detective Mystery: Infiltrate a Secret Society!
All Walking Tours in Chicago
Christmas Operation: Sleigh Down in Chicago
Murder Mystery: Crime on Date Night in Lincoln Park, Chicago
Murder Mystery: Death in the Shadows in River North, Chicago
Ghost Hunt in Chicago
Captured Cubs Player in Chicago: a Ken Clever Mystery
Kid Quest: Solve the case of the lost senses in Chicago
Tips for Walking in Chicago
Best Time
Mornings for the quietest experience.
Terrain
Comfortable walking shoes recommended.
Getting There
Chicago is walkable from most central hotels and transit.
Offline
All Questo tours work offline — no mobile data needed.
Duration
Most routes take 1-3 hours at a relaxed pace.
How Walking Tours in Chicago Work
- 1
Pick a Route
Choose from 19 walking routes in Chicago
- 2
Follow the GPS
The Questo app guides you step by step to each stop
- 3
Explore
Discover stories, hidden details, and local secrets at your own pace
Chicago City Pass
Unlock all 7 walking tours in Chicago for just USD 39.99. Save 55% vs. buying individually.
Cosa dicono le persone sulle quest a Chicago?
Basato su 757+ recensioni locali
the landmark to the pope states totally yours not truly yours
algo diferente para hacer con nuestras hijas.
fun adventure for the family to learn more about the city
This was really awesome. We enjoyed ourselves. It was fun and it gave us great exercise and it was nice to get the opportunity to solve some things together and work together.
I don't think the tips to get where you were going was confusing, but typing the answers in could be, especially when words were spaced in the clue but there was no spaces when entering your answer (like the artist's name for the last puzzle). If you do not know Mandarin, you may not know what the issue is. Also wish it wasn't so much back and forth walking, it could be a little more in a complete circle to save people like me who were already tired from walking elsewhere. Overall nice to learn about Chinatown this way though! I liked learned the facts and seeing the beautiful architecture through this lense instead of just going to look on my own.
Chicago Walking Tour FAQ
Yes — Questo has 19 self-guided walking routes in Chicago. Each uses GPS navigation to guide you at your own pace. Just open the app, pick a route, and start walking. No booking required.