Walking tours in Chicago

Self-Guided Walking Tours in Chicago

20 GPS-guided walking routes to explore Chicago at your own pace. No booking, no guide.

4.6 based on 757 reviews|From $5.25 per person

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Walking Routes in Chicago

Explore Chicago on foot with 20 GPS-guided walking routes on Questo. Routes take you past Fountain of the Great Lakes, Sir Georg Solti Garden, and Seated Lincoln, 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.

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20

routes

1-3

hours

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3.1

km avg

🏛

114

landmarks

Popular Walking Routes in Chicago

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Walking Route: Eastside Chicago: The Art Heist Walking Tour & Escape Game

4.7 (179 reviews)·2.4 km·~106 min
S
Fountain of the Great Lakes, The Art Institute of Chicago is one of the oldest and largest art museums in the United States, and...
1
Sir Georg Solti Garden
2
Seated Lincoln
3
Buckingham Fountain
4
Fisher Boy
E
The Art Institute of Chicago, The Art Institute of Chicago is one of the oldest and largest art museums in the United States, and...
+8 more stops along the way
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Walking Route: Ghosts of Chicago: Haunted Lincoln Park Walking Tour & Escape Game

4.7 (173 reviews)·1.9 km·~79 min
S
Alfred Caldwell Lily Pool
1
Lincoln Park Conservatory
2
Lincoln Park Zoo, Lincoln Park Zoo has been delighting Chicago families for over 160 years, making it one of the...
3
Hans Christian Andersen Statue
4
Carlson Cottage
E
Chicago History Museum, The Chicago History Museum stands as the second-oldest museum in Chicago, preserving and sharing...
+4 more stops along the way
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Walking Route: The Oz Escape in Chicago

4.5 (153 reviews)·3 km·~120 min
S
11 W Dickens Ave/N Burling St - Oz Park Entry
1
10 Cafe Ba-Ba-Reeba!
2
9 Interior Define
3
9 Interior Define
4
12 Oz Park Basketball Court
E
Near entrance to DePaul University - School of Music on N Halsted St
+9 more stops along the way

What people say about Chicago walking tours

4.6

Based on 757+ Local Reviews

Davida M's quest photo

Davida M

Chicago Chinatown: Quest for the Dragon Kings

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.

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Tips for Walking in Chicago

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Best Time

Mornings for the quietest experience.

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Terrain

Comfortable walking shoes recommended.

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Getting There

Chicago is walkable from most central hotels and transit.

Duration

Most routes take 1-3 hours at a relaxed pace.

Chicago City Pass

Unlock all 8 walking tours in Chicago for just $39.99. Save 59% vs. buying individually.

Get City Pass

Chicago Walking Tour FAQ

Yes, Questo has 20 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.