Book Guest Houses in Southwest Side, IL

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
$106 nightly
The price is $125 total per night
$125 total
Sep 29 - Sep 30
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
$129 nightly
The price is $151 total per night
$151 total
Oct 28 - Oct 29
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
$100 nightly
The price is $111 total per night
$111 total
Oct 27 - Oct 28
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
Get rates
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

Hilton Chicago

Hilton Chicago

720 S Michigan Ave Chicago IL
$185 nightly
The price is $220 total per night from Oct 24 to Oct 25
$220 total
Oct 24 - Oct 25
Total with taxes and fees
8.6/10 Excellent! (3,299 reviews)

Southwest Side Guest Houses essential information

Accommodation
4 Guest Houses
Lowest Price
$111
Highest Price
$249
Popular accommodation
Mccormick Place Guest House, Villa Dubois Guest House, Chicago Avenue Inn, Wrigleyville Inn

Explore More Ways to Travel with Travelocity