Monthly Rentals in South Loop, Chicago

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

Nearby monthly rentals

Superhost
Condo in The Loop
5 out of 5 average rating, 3 reviews

Modern Luxe Loop 2BR Condo Fast Wi-Fi, City View

ShawnRating, 5 stars10 months ago
Joshua's home was very comfortable. The beds in both bedrooms were great with high quality linens and bedding. Living room furniture was comfortable. The kitchen was stocked with the basic and very livable for our 3 month stay. I would highly recommend this unit and location. Given the chance we would stay here again.
Superhost
Apartment in Near West Side
4.76 out of 5 average rating, 74 reviews

Modern Lux 2bd/2ba Bright Condo near The UC

HeatherRating, 5 stars9 months ago
Patty was a very communicative host and was very easy to reach when I had questions.
Superhost
Apartment in The Loop
5 out of 5 average rating, 3 reviews

*BRAND NEW* Luxury Apt in Downtown Chicago

DaneRating, 5 stars10 months ago
The place was wonderful. Quiet, beautiful views, clean, nice river walk, close to good restaurants, great amenities and people at the front desk. It was definitely worth the price, I paid more for a previous Airbnb that wasn't half as good. When I move back to Chicago this space is definitely at the top of my list. Victor was also fantastic to deal with. He was extremely accommodating, always prompt to respond (even late at night), very friendly, low maintenance, and generous. He's everything you want in a host, I cannot recommend him enough!
Guest favorite
Apartment in The Loop
4.93 out of 5 average rating, 184 reviews

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

Kuo-ChinRating, 5 stars3 days ago
Very clean, large, open plan apartment in prime location, right at Chicago south loop. Close to many sites, even Trader Joe's is near by. The elevated railway may cause some vibration and noise but soon will get use to it.

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 vacation 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

Traveling 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 South Loop, Chicago's top sights

Millennium Park213 locals recommend
Shedd Aquarium123 locals recommend
The Field Museum97 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. South Loop
  7. Monthly Rentals