Monthly Rentals in Chicago Loop

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

Nearby monthly rentals

Superhost
Flat in Logan Square
Comfy and Clean 3 bedroom in Logan Square
23 Oct – 24 Nov
$2,643 SGD per month
4.81 out of 5 average rating, 263 reviews
Superhost
Flat in Chicago
McCormick Place Studio/parking/sleeps up to 4
19 Jan – 16 Feb
$2,741 SGD per month
4.8 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Magnificent Mile
Early Spring special! $99! Bean & Millenium Park!
27 Oct – 28 Nov
$4,087 SGD per month
4.93 out of 5 average rating, 14 reviews
Superhost
Guest house in Logan Square
Private Coach House / Easy Commute
30 Jan – 27 Feb
$3,563 SGD per month
4.91 out of 5 average rating, 11 reviews

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.

Stay near Chicago Loop's top sights

Millennium Park1,243 locals recommend
Grant Park332 locals recommend
Shedd Aquarium673 locals recommend
Cloud Gate473 locals recommend
Willis Tower324 locals recommend
Skydeck Chicago124 locals recommend

Destinations to explore

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