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29 Dec - 30 Dec
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30 Dec - 31 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for West Side hotels

City view from property
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1138)
"Everything is great. Nice boutique feel; staff friendly and really great sized rooms. Great location and definitely will stay again! "
United States
Krista
The price is NZ$272
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Chicago West Loop
3 bars/lounges, piano bar
The Hoxton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1006)
"Awesome hotel"
United States
Eligija
The Hoxton Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1816)
"Great location with friendly staff and clean, comfortable room"
United States
Aubrey
The price is NZ$185
includes taxes & fees
26 Jan - 27 Jan 2026
Crowne Plaza Chicago West Loop by IHG
Exterior
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
"Staff was so friendly Hotel was so clean and spacious!!! Loved the bed!! "
United States
Denise
The price is NZ$255
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (766)
"Staff was amazing, room was spotless and the whole vibe of the hotel is relaxing. Celebrated our anniversary and it was intimate and perfect. "
United States
Filjelaine
The price is NZ$641
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago
Exterior
The Emily Hotel

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1290)
"Clean rooms & courteous staff"
United States
Allyson
The price is NZ$474
includes taxes & fees
20 Jan - 21 Jan 2026
The Emily Hotel
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1014)
"Location was great."
Canada
Shahid
The price is NZ$230
includes taxes & fees
29 Jan - 30 Jan 2026
Holiday Inn & Suites Chicago - Downtown by IHG
Terrace/patio
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
"Good place to stay in."
United States
Joan
The price is NZ$262
includes taxes & fees
9 Jan - 10 Jan 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Executive lounge
Level Chicago Fulton Market

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (365)
"Great spot for a quick work trip! I loved the space and kitchen and location. "
United States
Marie
Level Chicago Fulton Market
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (190)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is NZ$480
includes taxes & fees
11 Jan - 12 Jan 2026
The Publishing House B&B
Breakfast and dinner served
Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park
3.0 star property
West Town
9.4 out of 10, Exceptional, (1005)
"Clean hotel, wonderful staff."
United States
Yuridia
The price is NZ$221
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Place Chicago/Wicker Park
Business centre
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
2.5 star property
Near West Side
9.6 out of 10, Exceptional, (391)
"Easy check in/out process and good breakfast:)"
United States
Belle
The price is NZ$183
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Chicago Medical District UIC
Exterior
Hyatt House Chicago Medical/University District

Hyatt House Chicago Medical/University District

Hyatt House Chicago Medical/University District
3.5 star property
Near West Side
9.0 out of 10, Wonderful, (1291)
"Great stay, clean and hotel breakfast is good."
United States
LAN
The price is NZ$203
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Chicago Medical/University District
3 bars/lounges, cocktail bar, rooftop bar, rooftop bar
The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
3.5 star property
West Town
9.2 out of 10, Wonderful, (1000)
"Good location, great staff!"
United States
Veronica
The price is NZ$299
includes taxes & fees
11 Jan - 12 Jan 2026
The Robey, Chicago, a Member of Design Hotels
Front of property – evening/night
Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western
2.5 star property
Near West Side
8.2 out of 10, Very good, (1048)
"Great customer service as well as the room was clean and comfortable "
United States
angelique
The price is NZ$206
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Chicago West Loop, SureStay Collection by Best Western
Garden
Courtyard by Marriott Chicago at Medical District/UIC

Courtyard by Marriott Chicago at Medical District/UIC

Courtyard by Marriott Chicago at Medical District/UIC
3.5 star property
Near West Side
8.8 out of 10, Excellent, (1002)
"Room was clean , staff was great, enjoyed my stay ."
United States
Michael Keith
The price is NZ$208
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Chicago at Medical District/UIC
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (257)
"Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so."
United States
Jeffrey
Wicker Park Inn
Front of property
Grand House

Grand House

Grand House
2.0 star property
West Town
7.4 out of 10, Good, (23)
"Excellent and friendly management "
United States
Richmond
The price is NZ$164
includes taxes & fees
6 Jan - 7 Jan 2026
Grand House
Exterior
Chicago Avenue Inn

Chicago Avenue Inn

Chicago Avenue Inn
2.0 star property
Humboldt Park
7.0 out of 10, Good, (101)
"It was a great experience "
United States
Joseph
The price is NZ$215
includes taxes & fees
5 Jan - 6 Jan 2026
Chicago Avenue Inn
Studio | Exterior
Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is NZ$382
includes taxes & fees
30 Dec - 31 Dec
Chicago Third Floor Studio by 747 Lofts
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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Holiday Rentals in West Side

Aparthotel
Property entrance
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy
4.0 star property
Near West Side
9.6 out of 10, Exceptional, (225)
"great place- excellent rooms and near tons of dining "
The Neighborhood Hotel-Little Italy
See all holiday rentals
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Stay near popular Great Lakes attractions

Chicago_UnitedCenter_6064077_01

United Center

4.2/5 (1,943 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
See properties
Tri Taylor

University of Illinois Chicago

4.1/5 (1,050 reviews)
Enjoy the student vibe at University of Illinois Chicago during your visit to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
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Learn more about West Side

Discover things to see and do in West Side as you venture to popular sights like United Center.

See all hotels in West Side
Garfield Park Conservatory showing a park and interior views

Top West Side Hotel Reviews

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

10/10 Excellent
"Enjoyed our stay! The room was great and the staff were so friendly and helpful especially Elena! Thank you Elena for all your help. "
Arthur 3-night trip
Posted 2 days ago
Hampton Inn & Suites Chicago Medical District UIC

More cheap accommodation in West Side

STAY

STAY

1415 Ashland Ave Chicago IL
The price is NZ$133 per night from 4 Jan to 5 Jan
NZ$133
4 Jan - 5 Jan 2026
includes taxes & fees
7.8/10 Good! (180 reviews)

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