Monthly Rentals in Chicago Loop
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favourite
Flat in West Town
4.96 out of 5 average rating, 262 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
24 Nov – 22 Dec
$3,041 SGD per month
Guest favourite
Flat in Magnificent Mile
4.98 out of 5 average rating, 362 reviewsUnwind in Style Steps from the Magnificent Mile
28 Oct – 25 Nov
$5,934 SGD per month
Guest favourite
Flat in Wicker Park
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
10 Jan – 7 Feb
$4,058 SGD per month
Superhost
Flat in West Town
5.0 out of 5 average rating, 4 reviews1 BR in historic East Ukrainian Village Chicago
7 Mar – 8 Apr
$3,307 SGD per month
The comforts of home and great monthly rates
Amenities and perks for longer stays
Furnished rentals
Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.
Flexibility you need
Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*
Simple monthly prices
Special rates for long-term holiday rentals and a single monthly payment without additional charges.*
Book with confidence
Reviewed by our trusted community of guests and 24/7 support during your extended stay.
Work-friendly spaces for digital nomads
Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
Popular amenities for monthly rentals
Destinations to explore
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*Some exclusions may apply in certain geographies and for some properties.