Search Apart Hotels in Southwest Side

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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
$143 nightly
The price is $168 total per night
$168 total
Dec 21 - Dec 22
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 luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a 24-hour business center, and a meeting room.
Pool
Kitchen
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
$202 nightly
The price is $237 total per night
$237 total
Dec 21 - Dec 22
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 luggage storage, concierge services, and dry cleaning/laundry. 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
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.
Kitchen
Pet friendly
Sonder by Marriott Bonvoy The Opal Apartments River North

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 out of 5
61 West Erie Street Chicago IL
Guests of The Opal Apartments River North enjoy features like free WiFi in public areas. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kitchen
Free WiFi
The Gem Museum Suites

The Gem Museum Suites

3.5 out of 5
1555 Oak Avenue Evanston IL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $188 total per night
$188 total
Dec 19 - Dec 20
Total with taxes and fees
Guests of The Gem Museum Suites enjoy features like a 24-hour gym, free WiFi in public areas, and a terrace. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include laundry facilities, a garden, and a banquet hall.
Breakfast included
Kitchen
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St Chicago IL
$213 nightly
The price is $251 total per night
$251 total
Dec 22 - Dec 23
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
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
$137 nightly
The price is $161 total per night
$161 total
Dec 22 - Dec 23
Total with taxes and fees
Guests staying at Wrigleyville Suites enjoy free WiFi in public areas, laundry facilities, and a garden.
Free WiFi
Air conditioning
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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

    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $89 nightly
    The price is $105 total per night from Jan 5 to Jan 6
    $105 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,504 reviews)
    Silversmith Hotel Chicago Downtown

    Silversmith Hotel Chicago Downtown

    10 S Wabash Ave Chicago IL
    $127 nightly
    The price is $149 total per night from Dec 27 to Dec 28
    $149 total
    Dec 27 - Dec 28
    Total with taxes and fees
    9.2/10 Wonderful! (2,133 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $140 nightly
    The price is $160 total per night from Dec 28 to Dec 29
    $160 total
    Dec 28 - Dec 29
    Total with taxes and fees
    8.4/10 Very Good! (2,123 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
46 Extended Stay Hotels
Lowest Price
$105
Highest Price
$251
Popular accommodation
Kasa Magnificent Mile Chicago, Sentral Michigan Avenue, Level Chicago – Old Town, Kasa South Loop Chicago, The Neighborhood Hotel-Little Italy, Sonder by Marriott Bonvoy The Opal Apartments River North, The Gem Museum Suites, Kasa River North Chicago, Wrigleyville Suites

More to Explore