Search Inns in Southwest Side

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

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
We don't have any properties that match your exact search
See all properties in Southwest Side

Recommended hotels in Southwest Side

Fridge, microwave, oven, stovetop
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
9.0 out of 10, Wonderful, (6)
"It was great it had the basic amenities for a family to enjoy the stay"
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Coffee and/or coffee maker
Carlton Inn Midway
Carlton Inn Midway
2.0 star property
6.4 out of 10, (1011)
"Front Desk attention was great."
The price is HK$925
HK$1,086 total
includes taxes & fees
17 Oct - 18 Oct
Carlton Inn Midway
Exterior
Capital O Rainbow Motel Chicago
Capital O Rainbow Motel Chicago
2.0 star property
6.0 out of 10, (13)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
Capital O Rainbow Motel Chicago
Fridge, microwave, oven, stovetop
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
The price is HK$544
HK$1,655 total
includes taxes & fees
22 Oct - 23 Oct
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Exterior
Skylark Motel
Skylark Motel
2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
The price is HK$763
HK$896 total
includes taxes & fees
19 Oct - 20 Oct
Skylark Motel
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2606)
"Great place to stay "
The price is HK$1,100
HK$1,510 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2932)
"The lodging was super nice."
The price is HK$684
HK$1,031 total
includes taxes & fees
13 Nov - 14 Nov
Warwick Allerton - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3120)
"Our stay was great"
The price is HK$877
HK$1,029 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2196)
"Great hotel "
The price is HK$1,238
HK$1,718 total
includes taxes & fees
10 Nov - 11 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
"Had a great stay!"
The price is HK$1,073
HK$1,259 total
includes taxes & fees
10 Nov - 11 Nov
Aloft Chicago Mag Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4748)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is HK$1,216
HK$1,427 total
includes taxes & fees
29 Oct - 30 Oct
River Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3216)
"Great stay "
The price is HK$1,238
HK$1,453 total
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9438)
"Beautiful hotel!"
The price is HK$1,937
HK$2,273 total
includes taxes & fees
18 Oct - 19 Oct
Congress Plaza Hotel
Lobby
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 star property
8.6 out of 10, Excellent, (1996)
"We have stayed here several times and love the hotel and location."
The price is HK$770
HK$1,086 total
includes taxes & fees
12 Nov - 13 Nov
Millennium Knickerbocker Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3380)
"Beautiful hotel! Would stay again "
The price is HK$1,295
HK$1,521 total
includes taxes & fees
16 Nov - 17 Nov
LondonHouse Chicago, Curio Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.8 out of 10, Excellent, (1857)
"We loved the area!"
The price is HK$1,216
HK$1,427 total
includes taxes & fees
29 Oct - 30 Oct
Club Quarters Hotel Wacker at Michigan, Chicago
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3084)
"Very nice location and everything was a 10/10"
The price is HK$840
HK$986 total
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2480)
"Great place"
The price is HK$523
HK$751 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (3955)
"Great place to stay. "
The price is HK$1,018
HK$1,195 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (3663)
"Great location , good breakfast"
The price is HK$729
HK$856 total
includes taxes & fees
16 Nov - 17 Nov
The Whitehall Hotel, BW Premier Collection
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Perfect. Everything was great"
Erica 4-night trip
Posted 22 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Southwest Side

Southwest Side Inns information

Number of reviews
Accommodation
 Inns
Lowest Price
Highest Price

Explore a world of travel with Expedia