Stays in Chicago, IL
Stays in Chicago, IL, from $58 a night. Book direct on each manager's site, no OTA fee.
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Classy and Comfortable Apartment
Apartment · 2 bed · 2 bath · sleeps 5
Chicago, IL
From $129 a night
- water park 5 minutes drive
- grocery store 2 minutes drive
- downtown 10 minutes drive
- theme park 15 minutes drive
Exact location
Book direct on His, Hosting International Students
Modern Apartment with Creative Touch
Apartment · 2 bed · 2 bath · sleeps 5
Chicago, IL
From $129 a night
- water park 5 minutes drive
- grocery store 2 minutes drive
- downtown 10 minutes drive
- theme park 15 minutes drive
Exact location
Book direct on His, Hosting International Students
A Grand Modern Apartment
Apartment · 2 bed · 2 bath · sleeps 6
Chicago, IL
From $149 a night
- water park 5 minutes drive
- grocery store 2 minutes drive
- downtown 10 minutes drive
- theme park 15 minutes drive
Exact location
Book direct on His, Hosting International Students
Modern and Luxury Apartment
Apartment · 2 bed · 2 bath · sleeps 5
Chicago, IL
From $149 a night
- water park 5 minutes drive
- grocery store 2 minutes drive
- downtown 10 minutes drive
- theme park 15 minutes drive
Exact location
Book direct on His, Hosting International Students
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
From $181 a night
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Premium 4 King Apartment w/ City Views
Apartment · 4 bed · 3 bath · sleeps 10
Chicago, IL
From $699 a night
- air conditioning
- bbq grill
- bed linens
- cable tv
Exact location
Book direct on Envitae
5358 W Wrightwood Ave Basement - 2/1
Apartment · 2 bed · 1 bath
Chicago, IL
From $70 a night
- children welcome
- infants welcome
- smoking not allowed
- wheelchair inaccessible
Exact location
Book direct on Palm Wave Stays
West Loop Condo Walk 2 Restaurants
Condo · 2 bed · 1 bath · sleeps 6
Chicago, IL
From $99 a night
- internet
- wireless
- air conditioning
- kitchen
Exact location
Book direct on Angie's Stays
Near UChicago, 3BR Apt, Parking, W/D, 2 Workspaces
Apartment · 3 bed · 2 bath · sleeps 7
Chicago, IL
From $100 a night
- ac
- bathtub
- bed linens
- body soap
Exact location
Book direct on Partha Property Group: Home
Edgewater Apt with Free Parking, Gym, City Living
Apartment · 2 bed · 2 bath · sleeps 4
Chicago, IL
From $175 a night
- air conditioning
- baking sheet
- bed linens
- blender
Exact location
Book direct on CielStay
Bright 4BR Apartment Near Lincoln Park Zoo
Apartment · 4 bed · 3 bath · sleeps 10
Chicago, IL
From $193 a night
- air conditioning
- bbq grill
- bed linens
- blender
Exact location
Book direct on CielStay
Wrightwood Place | Lincoln Park 4BR Elegant Apartment
House · 4 bed · 3 bath · sleeps 12
Chicago, IL
From $367 a night
- body soap
- cleaning products
- conditioner
- hot water
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
5358 W Wrightwood Ave Whole Property - 6/3
Apartment · 6 bed · 3 bath
Chicago, IL
From $750 a night
- children welcome
- infants welcome
- smoking not allowed
- wheelchair inaccessible
Exact location
Book direct on Palm Wave Stays
Douglass Atelier | 3BR Home & Private Garden
House · 3 bed · 2 bath · sleeps 10
Chicago, IL
From $499 a night
- conditioner
- hair dryer
- bed linens
- dryer
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
Midcentury Artist Loft w/ King bed
House · 4 bed · 1 bath · sleeps 8
Chicago, IL
From $560 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Location! Private Deck! Parking!
House · 4 bed · 3 bath · sleeps 14
Chicago, IL
From $983 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Apartment Spacious 3Br Home Near Chicago Downtown, University Of Illinois Chicago & Medical District
Hotel · 1 bed · 2 bath · sleeps 8
Chicago, IL
From $294 a night
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
The Pilsen House
House · 5 bed · 3.5 bath · sleeps 11
Chicago, IL
From $375 a night
City-level location
Book direct on Comfi-Stays
2 Mi to University of Chicago & Obama Center!
Apartment · 1 bed · sleeps 5
Chicago, IL
From $107 a night
City-level location
Book direct on Savvy
Cozy Train Vibes + Rare Parking x3
Apartment · 3 bed · 2 bath · sleeps 6
Chicago, IL
From $534 a night
City-level location
Book direct on Luxury Vacation Rentals in Chicago
The Northside Club House | 2 Living Rooms | Sleeps 8
House · 4 bed · 2 bath · sleeps 8
Chicago, IL
From $713 a night
City-level location
Book direct on Luxury Vacation Rentals in Chicago
1820 W Belle Plaine #2
Apartment · 3 bed · 2 bath · sleeps 6
Chicago, IL
From $751 a night
City-level location
Book direct on Luxury Vacation Rentals in Chicago
The Cubs Dugout | 2 Level Retreat
Apartment · 4 bed · 2 bath · sleeps 9
Chicago, IL
From $758 a night
City-level location
Book direct on Luxury Vacation Rentals in Chicago
Hotel Motel 6 Chicago, Il - Halsted Chicago
Hotel
Chicago, IL
From $75 a night
- 24-hour reception
- air conditioning
- pets allowed
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
Hotel Super 8 By Wyndham Chicago Il
Hotel
Chicago, IL
From $87 a night
- free internet access
- 24-hour reception
- restaurant
- non-smoking property
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
Classy and Comfortable Apartment
Apartment · 2 bath
Chicago, IL
From $129 a night
Exact location
Book direct on Sito holidaysrentals.eu
Apartment Flexhome West Town - Spacious 2Br Duplex - Sleeps 8 Chicago
Hotel · sleeps 8
Chicago, IL
From $263 a night
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
Furnished Corporate Housing in Chicago | Izeal Stay
Apartment · 2 bed · 3 bath
Chicago, IL
From $180 a night
City-level location
Book direct on Furnished Apartments and Corporate Housing USA
K2 Sky High Apartments With Stunning Chicago Views In West Loop
Hotel
Chicago, IL
From $283 a night
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
Apartment First Floor Condo In Chicago
Hotel
Chicago, IL
From $360 a night
City-level location
Book direct on Chicago hotels & apartments, all accommodations in Chicago
The Langham, Chicago
Hotel
Chicago, IL
From $745 a night
City-level location
Book direct on Sojourn House
The Peninsula Chicago
Hotel
Chicago, IL
From $895 a night
City-level location
Book direct on Sojourn House
The Northside Nest
House · 2 bed · 1 bath · sleeps 6
Chicago, IL
No nightly rate published
- air conditioning
- central heating
- baking sheet
- coffee maker
Exact location
Book direct on The Boutique Home Group
1BR City Loft With Modern Glass Views
House · 1 bed · 1 bath · sleeps 4
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
2BR City Loft Sweeping Glass Views
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
2BR City Suite w/ Amazing Glass Views
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
2BR Designer Suite in City Center w/ Skyline Views
Apartment · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- air conditioning
- bathtub
- bed linens
- cable tv
Exact location
Book direct on Envitae
2BR/2BA Luxury Glass Apartment | Amazing Views
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- kitchen
- wifi
- dedicated workspace
- pets allowed
Exact location
Book direct on Envitae
3BR Apartment Near Clybourn Corridor & Old Town
House · 3 bed · 2 bath · sleeps 8
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
3BR Luxury Suite w/Gym and Balcony
House · 3 bed · 2.5 bath · sleeps 8
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
4BR City Retreat, Great for Business & Family
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Bright 3BR Stylish Apartment Near North Ave Shops
House · 3 bed · 2 bath · sleeps 8
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Bright 4BR Apartment Near Lincoln Park Zoo
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Bronzeville Gem: Balcony, Gym & Rooftop Deck
House · 3 bed · 2 bath · sleeps 8
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Chic 4-Bedroom with Skyline Views, Firepit and Gym
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Cozy Studio Suite, Steps from River North & Shops
House · 0 bed · 1 bath · sleeps 4
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
ENVITAE Hotel / 4BR Luxury Modern Apartments
Apartment · 8 bed · 6 bath · sleeps 10
Chicago, IL
No nightly rate published
- air conditioning
- bbq grill
- bed linens
- carbon monoxide detector
Exact location
Book direct on Envitae
ENVITAE Hotel / 4BR Luxury Modern Apartments
Apartment · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- air conditioning
- bbq grill
- bed linens
- carbon monoxide detector
Exact location
Book direct on Envitae
Envitae Hotel, 4BR Modern Sleek Apartment
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Glass Views, 2 King Bed Perfect City Escape
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Luxury Apartment w/City Views, Downtown Location
House · 3 bed · 2 bath · sleeps 8
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Modern & Bright Chicago City Escape
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Modern 1 King City Escape
House · 1 bed · 1 bath · sleeps 4
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Modern 2BR Retreat Near Old Town & Lincoln Park
House · 2 bed · 2 bath · sleeps 6
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Modern 3BR City Retreat - Near Old Town
House · 3 bed · 2 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-30 09:01 UTC. Prices and facts are whatever the manager published on their own site.