Skip to content

168 places to stay

Entire apartment
Rating 4.15 out of 5384 reviews
South loop 1 bdrm apt parking&WiFi
5 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$39 / night
Entire apartment
Rating 4.21 out of 5466 reviews
South Loop Cozy 2BdRm parking&WiFi&NetFlix
10 guests · 2 bedrooms · 3 beds · 1 bath
Wifi · Kitchen · Heating
Price:$39 / night
SUPERHOST
Private room
Rating 4.86 out of 5152 reviews
Last-min booking | clean cozy | mins to loop!
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Price:$29 / night
Entire apartment
Rating 4.12 out of 5232 reviews
Elegant south loop 2 bedroom apt, parking, WiFi
6 guests · 2 bedrooms · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$39 / night
Private room
Rating 4.54 out of 5197 reviews
A2. DowntownChicago!BestLocation & AffordablePrice
3 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Price:$23 / night
Entire guest suite
Rating 4.51 out of 5111 reviews
Comfy 1 bedroom apartment, parking, Wi-Fi, fruits
6 guests · 1 bedroom · 3 beds · 1 bath
Wifi · Kitchen · Heating
Price:$39 / night
Entire apartment
Rating 4.80 out of 515 reviews
• Hidden Gem in the Heart of Pilsen •
6 guests · 1 bedroom · 0 beds · 1 bath
Wifi · Kitchen · Heating
Price:$19 / night
Entire apartment
Rating 4.31 out of 5188 reviews
Charming South Loop Apartment-Wifi,Netflix,parking
13 guests · 3 bedrooms · 3 beds · 1.5 baths
Wifi · Kitchen · Heating
Price:$39 / night
Private room
Rating 4.41 out of 5281 reviews
Relaxing private bedroom, AC,free WiFi,Netfix,park
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Price:$29 / night
Private room
Rating 4.24 out of 5208 reviews
Huge cozy bedroom, AC, free WiFi, NetFlix, parking
4 guests · 1 bedroom · 3 beds · 1 bath
Wifi · Kitchen · Heating
Price:$29 / night
Private room
Rating 4.68 out of 581 reviews
Spacious 1 BR close by Chicago downtown
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Price:$50 / night
SUPERHOST
Entire apartment
Rating 4.95 out of 520 reviews
Modern
3 guests · 2 bedrooms · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$59 / night
SUPERHOST
Private room
Rating 4.81 out of 531 reviews
Classic Pilsen Redstone-Chicago
2 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Kitchen · Heating
Price:$40 / night
Plus
Entire apartment
Rating 4.85 out of 5225 reviews
Eclectic Artist Designed Sanctuary Heart of Pilsen
4 guests · 2 bedrooms · 2 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
Price:$99 / night
Plus
Private room
Rating 4.99 out of 584 reviews
Cozy Hideout in Art Filled Chicago Neighborhood
2 guests · 1 private bedroom · 1 bed · 1 private bath
Wifi · Heating
Price:$80 / night

Introducing Airbnb Adventures

Multi-day trips led by local experts—activities, meals, and stays included
Private room
Rating 4.57 out of 5202 reviews
A3. DowntownChicago!Excellent Price-Location
3 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Price:$19 / night
SUPERHOST
Entire apartment
Rating 4.77 out of 5239 reviews
Convenient & Beautifully Updated Pilsen Flat
8 guests · 3 bedrooms · 4 beds · 1.5 baths
Wifi · Kitchen · Heating
Price:$45 / night
SUPERHOST
Private room
Rating 4.91 out of 5178 reviews
Spacious & serene in hip spot. Sleeps 4.
4 guests · 1 bedroom · 2 beds · 1 shared bath
Wifi · Kitchen · Heating
Price:$33 / night
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.