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Explore Chicago Loop

Where to stay

  1. Entire apartment
  2. Near North Side
*Magnificent Mile Chicago Condo*
  1. Private room
  2. Little Italy/UIC
Private Room in Beautiful Apartment
  1. Boutique hotel
  2. Chicago
Found Hotel Chicago River North
  1. Room in boutique hotel
  2. Loop
Staypineapple Chicago, Deluxe King
  1. Hotel room
  2. Near North Side
Traveler's Dream - 1 bed in a shared bedroom
  1. Room in boutique hotel
  2. Near North Side
Luxury - Claridge House, Standard King Room
  1. Hotel room
  2. South Loop/Printers Row
DownTown sleeping pods rooms in a Hotel BnB/S-4
  1. Private room
  2. West Loop/Greektown
An apartment near everything!
  1. Entire flat
  2. Loop
Amazing studio/ Pool,Gym,Sauna!Heart of Chicago!
  1. Entire apartment
  2. Near North Side
30 E. Huron #1308 Private Residence

Popular experiences in Chicago

Book activities led by local hosts on your next trip

Popular restaurants

Gastropub
12 S Michigan Ave
  • 81 locals recommend
Tiki Bar
435 North Clark Street
  • 55 locals recommend
Pizza Place
439 North Wells Street
  • 51 locals recommend
Pizza Place
805 S State St
  • 53 locals recommend
Music Venue
700 South Wabash Avenue
  • 35 locals recommend
Steakhouse
218 West Kinzie Street
  • 32 locals recommend
Breakfast Spot
130 E Randolph St
  • 29 locals recommend
Bar
230 West Kinzie Street
  • 42 locals recommend
Hotel Bar
  • 27 locals recommend
Breakfast Spot
1152 South Wabash Avenue
  • 24 locals recommend

Stay with a Superhost

Make yourself at home with these experienced hosts.
SUPERHOST
  1. Private room
  2. Near North Side
Restoring Chicago Speakeasy from 1920's Room 1A
SUPERHOST
  1. Private room
  2. Near North Side
SHARED Artist Loft . Very Unique
SUPERHOST
  1. Entire flat
  2. River West
Cute Designer Touch Minimal Loft,Blue Line
SUPERHOST
  1. Private room
  2. River West
⭐️Cozy Bedroom by Downtown & Train; Rooftop Deck!⭐️
SUPERHOST
  1. Entire flat
  2. Near North Side
Michigan Ave | 24/7 Security Next to Hancock Tower
SUPERHOST
  1. Entire flat
  2. West Loop/Greektown
Great View Downtown Apartment Perfect Location 2
SUPERHOST
  1. Entire flat
  2. Pilsen
Teeny Tiny Bohemian Lodge - Clean & Affordable
SUPERHOST
  1. Private room
  2. Pilsen
In the heart of Pilsen's art community.
SUPERHOST
No reviews yet
  1. Entire flat
  2. Near North Side
RIVER NORTH LUX 1BR + BALCONY and ROOFTOP POOL!
SUPERHOST
  1. Entire flat
  2. West Loop/Greektown
Great location Stylish Downtown Apartment 5

Food tour experiences

Discover local eateries and sample distinct dishes.

Photography experiences

Learn to train your lens with local photographers.

Architecture experiences