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Explore Old Town, Chicago
Stays
Experiences
Adventures
Popular experiences
Book activities led by local hosts on your next trip
history walk
Gangsters and Ghosts Tours
From $37/person
Rating 4.8 out of 5 619 reviews
4.8
(619)
history walk
Loop Interior Architecture Tour
From $44/person
Rating 5 out of 5 1 review
5.0
(1)
magic show
Trickery Chicago Magic Show
From $35/person
Rating 4.88 out of 5 41 reviews
4.88
(41)
food walk
Chicago's Underground Donut Tour
From $41/person
Rating 4.9 out of 5 59 reviews
4.9
(59)
history walk
Crime and Haunted Tour in Chicago
From $40/person
Rating 4.82 out of 5 56 reviews
4.82
(56)
photo walk
Explore Chicago with A Photographer
From $48/person
Rating 5 out of 5 16 reviews
5.0
(16)
spirits tasting
Craft Distillery Tour and Tasting
From $16/person
Rating 4.84 out of 5 135 reviews
4.84
(135)
music lesson
Pursue a Music Project with a Producer
From $355/person
Rating 4.98 out of 5 41 reviews
4.98
(41)
culture walk
Chicago Culture and Architecture Tour
From $54/person
Rating 4.92 out of 5 155 reviews
4.92
(155)
design walk
Take Chicago's Top-Ranked Interiors Tour
From $41/person
Rating 4.92 out of 5 612 reviews
4.92
(612)
Show all (130)
Where to stay
Plus
Entire apartment · 2 beds
Rating 4.85 out of 5
4.85
Arrive in a Beautiful Loft Style Apartment
Price:
$99 CAD
/night
Entire house · 1 bed
Rating 4.83 out of 5
4.83
Cute Studio in Old Town
Price:
$65 CAD
/night
SUPERHOST
Entire condominium · 1 bed
Rating 4.86 out of 5
4.86
Great Location Walk to Restaurants/Nightlife/Beach
Price:
$65 CAD
/night
SUPERHOST
Entire apartment · 1 bed
Rating 4.92 out of 5
4.92
Charming apartment in Old Town
Price:
$152 CAD
/night
Entire apartment · 1 bed
Rating 4.38 out of 5
4.38
Old Town / Downtown / Lincoln Park / Gold Coast
Price:
$73 CAD
/night
Entire loft · 2 beds
Rating 4.59 out of 5
4.59
Tin Ceiling Studio Loft in Old Town
Price:
$89 CAD
/night
SUPERHOST
Entire apartment · 2 beds
Rating 4.97 out of 5
4.97
2-Story Coach House in Old Town! Great Location!
Price:
$103 CAD
/night
Entire loft · 2 beds
Rating 4.59 out of 5
4.59
Sunny Vintage Loft in Old Town
Price:
$105 CAD
/night
Plus
Entire apartment · 2 beds
Rating 4.88 out of 5
4.88
Apartment in a Century Building Across from Lincoln Park Zoo
Price:
$130 CAD
/night
Entire loft · 2 beds
Rating 4.63 out of 5
4.63
Modern Black Loft in Old Town near Lincoln Park
Price:
$105 CAD
/night
Show all (184)
Stay with a Superhost
Make yourself at home with these experienced hosts
Plus
Entire apartment · 2 beds
Rating 4.85 out of 5
4.85
Arrive in a Beautiful Loft Style Apartment
Price:
$99 CAD
/night
SUPERHOST
Entire apartment · 1 bed
Rating 4.92 out of 5
4.92
Charming apartment in Old Town
Price:
$152 CAD
/night
SUPERHOST
Entire condominium · 1 bed
Rating 4.86 out of 5
4.86
Great Location Walk to Restaurants/Nightlife/Beach
Price:
$65 CAD
/night
Plus
Entire apartment · 2 beds
Rating 4.88 out of 5
4.88
Apartment in a Century Building Across from Lincoln Park Zoo
Price:
$130 CAD
/night
SUPERHOST
Entire apartment · 2 beds
Rating 4.97 out of 5
4.97
2-Story Coach House in Old Town! Great Location!
Price:
$103 CAD
/night
SUPERHOST
Entire apartment · 1 bed
Rating 4.71 out of 5
4.71
Chic Home! Walk to Nightlife-Comedy-Restaurants!
Price:
$105 CAD
/night
SUPERHOST
Entire apartment · 2 beds
Rating 4.94 out of 5
4.94
Old Town/Lincoln Park Vintage Charm
Price:
$85 CAD
/night
SUPERHOST
Entire condominium · 2 beds
Rating 4.83 out of 5
4.83
Superhost! Lux Lincoln Park Condo; Free Parking!
Price:
$131 CAD
/night
Plus
Entire apartment · 1 bed
Rating 4.98 out of 5
4.98
Sophisticated Flat in Historic Building
Price:
$159 CAD
/night
SUPERHOST
Entire apartment · 1 bed
Rating 4.14 out of 5
4.14
Spacious Studio in Lincoln Park - Incredible Views
Price:
$133 CAD
/night
Show all (65)
Places to stay with wifi
16% of guests who visited Chicago last year searched for a place to stay with wifi
Plus
Entire apartment · 2 beds
Rating 4.85 out of 5
4.85
Arrive in a Beautiful Loft Style Apartment
Price:
$99 CAD
/night
Entire house · 1 bed
Rating 4.83 out of 5
4.83
Cute Studio in Old Town
Price:
$65 CAD
/night
SUPERHOST
Entire condominium · 1 bed
Rating 4.86 out of 5
4.86
Great Location Walk to Restaurants/Nightlife/Beach
Price:
$65 CAD
/night
Show all (183)
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