Search Apart Hotels in Southwest Side

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Extended Stay Hotels in Southwest Side

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place, Chicago, IL
Guests of Kasa Magnificent Mile Chicago enjoy features like a gym, free WiFi in public areas, and express check-out. Self parking is available for USD 51.00 per day.
Kitchen
Washer
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $188 total per night
$188 total
Nov 10 - Nov 11
Total with taxes and fees
Guests staying at Sentral Michigan Avenue enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 75 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and a meeting room.
Pool
Kitchen
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 out of 5
1436 West Randolph Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $129 total per night
$129 total
Nov 4 - Nov 5
Total with taxes and fees
At Sonder by Marriott Bonvoy Market Hall Apartments West Loop, guests enjoy features like a nightclub, a gym, and free WiFi in public areas. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Kitchen
Free WiFi
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $228 total per night
$228 total
Nov 10 - Nov 11
Total with taxes and fees
At Level Chicago – Old Town, guests have access to a 24-hour gym, a sauna, and a rooftop terrace. Self parking is offered for USD 68.30 per night. The front desk is staffed 24/7 to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool.
Pool
Kitchen
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 out of 5
555 West Jackson Boulevard, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $159 total per night
$159 total
Nov 6 - Nov 7
Total with taxes and fees
A gym and free WiFi in public areas are features at Sonder by Marriott Bonvoy The Burnham Apartments Loop. Staff members are on hand to provide concierge services, luggage storage, and access to locker space.
Kitchen
Free WiFi
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 out of 5
1419 South Wabash Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $159 total per night
$159 total
Nov 3 - Nov 4
Total with taxes and fees
Guests staying at Sonder by Marriott Bonvoy South Wabash Apartments South Loop enjoy features like a gym. Staff members are on hand to provide concierge services, luggage storage, and access to locker space.
Kitchen
Washer
Kasa South Loop Chicago

Kasa South Loop Chicago

4 out of 5
900 S Clark Street, Chicago, IL
At Kasa South Loop Chicago, guests have access to a gym, a rooftop terrace, and free WiFi in public areas. Self parking is available for USD 32 per night. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a business center, an arcade/game room, and express check-out.
Kitchen
Washer
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
1431 W Taylor St, Chicago, IL
The Neighborhood Hotel-Little Italy features free WiFi in public areas and laundry facilities. Staff members can answer questions about accommodations, and also provide luggage storage.
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St, Chicago, IL
$257 nightly
The price is $302 total per night
$302 total
Oct 27 - Oct 28
Total with taxes and fees
Guests of Kasa River North Chicago enjoy a gym, a rooftop terrace, and a business center. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include a seasonal outdoor pool, express check-out, and a communal living room.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Southwest Side
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Southwest Side

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $145 nightly
    The price is $170 total per night from Nov 2 to Nov 3
    $170 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.8/10 Good! (9,498 reviews)
    Freehand Chicago

    Freehand Chicago

    19 East Ohio Street, Chicago, IL
    $95 nightly
    The price is $112 total per night from Nov 10 to Nov 11
    $112 total
    Nov 10 - Nov 11
    Total with taxes and fees
    7.8/10 Good! (2,498 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    $114 nightly
    The price is $134 total per night from Nov 16 to Nov 17
    $134 total
    Nov 16 - Nov 17
    Total with taxes and fees
    8.8/10 Excellent! (3,142 reviews)

Extended Stay Hotels

Book an extended stay hotel in Southwest Side
If you want to spend plenty of time in Southwest Side but don’t need all the bells and whistles (and their extra cost), then an extended stay hotel is an ideal solution. Also called short-term housing, these hotels will make your next long trip even better. Stay in Southwest Side for several weeks or months without a care in the world. Whether you’re on a business assignment, relocating to the area, or simply want to visit for more than a few days, Southwest Side extended stay hotels are for you. 

Letting you live life while on the road
One of the biggest perks of extended stay accommodations is that these types of facilities let you settle into a comfortable living routine. Many include a small kitchenette in the room, which allows you to store and make your own food. This adds convenience and significant cost savings, since you won’t have to go out to eat for every meal.

Additionally, many extended stay hotels include laundry facilities on site. While short-term travelers can easily live out of a suitcase, you’ll need clean clothes if you plan on staying in Southwest Side for more than a week or two.

Some extended stay hotels also include pools and gyms, which can help you maintain your fitness routine or give the kids a fun activity to enjoy. Speaking of kids, if you’re bringing the whole family, extended stay hotels won’t bust your budget. Even if you’re traveling solo or as a couple, accommodation designed for long-term stays is downright convenient. Make your booking today and see for yourself.

Southwest Side Extended Stay Hotels essential information

Accommodation
41 Extended Stay Hotels
Lowest Price
$112
Highest Price
$302
Popular accommodation
Kasa Magnificent Mile Chicago, Sentral Michigan Avenue, Sonder by Marriott Bonvoy Market Hall Apartments West Loop, Level Chicago – Old Town, Sonder by Marriott Bonvoy The Burnham Apartments Loop, Sonder by Marriott Bonvoy South Wabash Apartments South Loop, Kasa South Loop Chicago, The Neighborhood Hotel-Little Italy, Kasa River North Chicago

More to Explore