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Monthly Rentals in Downtown Chicago

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Apartment in Jefferson Park
9 Mar – 6 Apr
$2,201 SGD per month
Flat in Logan Square
Comfy and Clean 3 bedroom in Logan Square
23 Oct – 24 Nov
$2,642 SGD per month
Guest favourite
Apartment in West Town
Vintage Gem in West Town
5 Apr – 7 May
$2,970 SGD per month
Guest favourite
Apartment in Magnificent Mile
Early Spring special! $99! Bean & Millenium Park!
8 Nov – 10 Dec
$3,752 SGD per month

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.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.