Book Guest Houses in Southwest Side, IL

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

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Southwest Side

Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue, Chicago, IL
$87 nightly
The price is $102 total per night
$102 total
Oct 2 - Oct 3
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Parking included
Free WiFi
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave, Chicago, IL
$91 nightly
The price is $107 total per night
$107 total
Oct 2 - Oct 3
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a communal living room, and express check-in are also on offer.
Parking included
Free WiFi
Chicago Avenue Inn

Chicago Avenue Inn

2 out of 5
3305 W Chicago Ave, Chicago, IL
$96 nightly
The price is $112 total per night
$112 total
Oct 6 - Oct 7
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave, Chicago, IL
$434 nightly
The price is $484 total per night
$484 total
Oct 5 - Oct 6
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, laundry facilities, and a virtual front desk are also on offer.
Parking included
Free WiFi
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.

Top hotels in Southwest Side

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
$301 nightly
The price is $348 total per night from Oct 30 to Oct 31
$348 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (2,433 reviews)

Southwest Side Guest Houses essential information

Accommodation
4 Guest Houses
Lowest Price
$102
Highest Price
$484
Popular accommodation
Mccormick Place Guest House, Villa Dubois Guest House, Chicago Avenue Inn, Wrigleyville Inn

Explore more Guest Houses

Popular accommodation searches

More places to stay in Southwest Side

Book on Expedia