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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing
Carlton Inn Midway

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is Rp1.647.954
Rp1.934.534 total
includes taxes & fees
4 Jan - 5 Jan 2026
Carlton Inn Midway
Exterior
Skylark Motel

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is Rp1.483.363
Rp1.741.320 total
includes taxes & fees
17 Dec - 18 Dec
Skylark Motel
Restaurant
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1000)
"Great stay"
United States
Maria
The price is Rp1.766.702
Rp2.240.545 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Chicago – Midway Airport S by IHG
Room, 1 Queen Bed, Jetted Tub | Free WiFi, bed sheets
Rainbow Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"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 "
United States
Conner
The price is Rp1.616.699
Rp2.064.708 total
includes taxes & fees
17 Dec - 18 Dec
Rainbow Motel
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2967)
"Great location and great staff!!"
United States
lynne
The price is Rp1.266.692
Rp1.486.969 total
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Mag Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is Rp1.542.418
Rp2.377.441 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3498)
"Great place to stay "
United States
RaShawna
The price is Rp1.351.322
Rp1.586.317 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is Rp1.633.366
Rp2.406.584 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4861)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is Rp1.386.028
Rp1.627.033 total
includes taxes & fees
17 Dec - 18 Dec
River Hotel
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is Rp2.316.713
Rp3.208.765 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is Rp1.257.358
Rp1.965.190 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2200)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is Rp1.489.696
Rp1.748.753 total
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3018)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is Rp1.053.354
Rp1.725.535 total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2986)
"Excellent stay great location and great rooms"
United States
Joseph
The price is Rp1.661.188
Rp2.419.744 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Riu Plaza Chicago
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2649)
"The room was spotless and the staff where great!"
United States
Maria
The price is Rp973.791
Rp1.436.245 total
includes taxes & fees
13 Jan - 14 Jan 2026
Freehand Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3442)
"Loved the location and view!"
United States
Erica
The price is Rp2.173.043
Rp2.550.935 total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Ballroom
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3162)
"The location, hotel, and views are absolutely fantastic!"
United States
Frederick
The price is Rp1.897.644
Rp2.760.315 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Royal Sonesta Chicago Downtown
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3480)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is Rp1.916.705
Rp2.250.021 total
includes taxes & fees
28 Dec - 29 Dec
voco Chicago Downtown - Riverwalk by IHG
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.
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Top Southwest Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"We did not eat breakfast at the hotel, staff was fine and i didn't use the laundry"
Ray 1-night trip
Posted 5 hours ago
Congress Plaza Hotel

Find out more about Southwest Side

Southwest Side Inns information

Number of reviews
42,678
Accommodation
0 Inns
Lowest Price
Rp1.436.245
Highest Price
Rp3.208.765