Skip to content
300+ stays

Stays in Downtown Chicago

Check travel restrictions before booking.
Please review and follow government travel guidelines.
Learn more
SUPERHOST
Private room in Chicago
Shared Artist Loft Own Private Room
3 guests1 bedroom2 beds1 shared bath
WifiAir conditioningKitchen
Rating 4.92 out of 5;616 reviews
Price:$101 / night
SUPERHOST
Entire apartment in Chicago
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.87 out of 5;269 reviews
Price:$127 / night
Entire apartment in Chicago
Beautiful Studio in the Loop. Amazing Location!
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchen
Rating 4.59 out of 5;251 reviews
Price:$81 / night
Hotel room in Chicago
Hotel Perks - Private Bedroom | Private Bathroom
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.62 out of 5;380 reviews
Price:$98 / night
Entire apartment in Chicago
Amazing 2BR-2BA in the heart of Downtown Chicago
10 guests2 bedrooms5 beds2 baths
WifiAir conditioningKitchen
Rating 4.67 out of 5;260 reviews
Price:$128 / night
Entire apartment in Chicago
Sonder | Spacious 1BR in South Loop Near Trader Joe's
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.95 out of 5;83 reviews
Price:$320 / night
PLUS
Entire loft in Chicago
Stunning Old Town Penthouse with Private Rooftop
16+ guests5 bedrooms8 beds4 baths
WifiAir conditioningKitchen
Rating 4.93 out of 5;82 reviews
Price:$876 / night
SUPERHOST
Private room in Chicago
Private Room-sunny loft. McCormick place/downtown
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioningKitchen
Rating 4.85 out of 5;496 reviews
Price:$70 / night
SUPERHOST
Private room in Chicago
Metropolitan En Suite with Exceptional Loop Access
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningKitchen
Rating 4.91 out of 5;227 reviews
Price:$60 / night
SUPERHOST
Entire apartment in Chicago
Great Location Studio III
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchen
Rating 4.78 out of 5;279 reviews
Price:$55 / night
Entire apartment in Chicago
Cozy 2BR-2BA a block away from Millenium Park
9 guests2 bedrooms4 beds2 baths
WifiAir conditioningKitchen
Rating 4.66 out of 5;148 reviews
Price:$121 / night
Hotel room in Chicago
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
2 guests1 bedroom1 bed1 private bath
WifiAir conditioning
Rating 4.59 out of 5;96 reviews
Price:$239 / night
SUPERHOST
Entire apartment in Chicago
Zen Loft Downtown Chicago
10 guests4 bedrooms5 beds2 baths
Free parkingWifiAir conditioningKitchen
Rating 4.87 out of 5;60 reviews
Price:$643 / night
SUPERHOST
Entire condominium in Chicago
Unique Lincoln Park Duplex Apt
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.95 out of 5;230 reviews
Price:$119 / night
SUPERHOST
Entire apartment in Chicago
Great location.
2 guests1 bedroom1 bed1 bath
Free parkingWifiAir conditioning
Rating 4.96 out of 5;413 reviews
Price:$88 / night
Entire apartment in Chicago
PROFESSIONALLY CLEANED 2BR IN THE PARK
5 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
Rating 4.50 out of 5;173 reviews
Price:$109 / night
SUPERHOST
Entire loft in Chicago
*COOL South Loop Loft 5 min to Downtown/McCormick
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.84 out of 5;114 reviews
Price:$92 / night
Room in boutique hotel in Chicago
Michigan Avenue Boutique Hotel, Queen Bed
2 guests1 bedroom1 bed1 private bath
Wifi
Rating 4.37 out of 5;246 reviews
Price:$107 / night
SUPERHOST
Private room in Chicago
SHARED Artist Loft . Very Unique
3 guests1 bedroom1 bed1 private bath
WifiAir conditioningKitchen
Rating 4.92 out of 5;438 reviews
Price:$101 / night
SUPERHOST
Entire apartment in Chicago
Great Location!!-12
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.82 out of 5;253 reviews
Price:$59 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.