Chicago (IL) staycation hotels

North America · United States

Your Chicago (IL) Staycation

Hand-picked hotels in Chicago (IL) — ranked by real guest scores, with live Agoda rates and one-tap booking. From boutique hideaways to luxury icons, every stay is curated by Staycation.

20
Curated stays
9.0/ 10
Average guest score
9
5-star properties

20 properties · curated by Staycation

The Langham, Chicago HotelHotel
Chicago (IL), United States
The Langham, Chicago Hotel
★★★★★
9.6Exceptional
Trump International Hotel & Tower ChicagoHotel
Chicago (IL), United States
Trump International Hotel & Tower Chicago
★★★★★
📶 Free WiFi
9.2Exceptional
Per night
HK$4,321 HKD/night
+ taxes & fees
Nobu Hotel ChicagoHotel
Chicago (IL), United States
Nobu Hotel Chicago
★★★★★
9.4Exceptional
Per night
HK$5,103 HKD/night
+ taxes & fees
The Peninsula ChicagoHotel
Chicago (IL), United States
The Peninsula Chicago
★★★★★
9.7Exceptional
Four Seasons Hotel ChicagoHotel
Chicago (IL), United States
Four Seasons Hotel Chicago
★★★★★
9.1Exceptional
Waldorf Astoria ChicagoHotel
Chicago (IL), United States
Waldorf Astoria Chicago
★★★★★
📶 Free WiFi
8.4Excellent
Per night
HK$5,820 HKD/night
+ taxes & fees
The Ritz-Carlton, ChicagoHotel
Chicago (IL), United States
The Ritz-Carlton, Chicago
★★★★★
8.3Excellent
Per night
HK$4,503 HKD/night
+ taxes & fees
Park Hyatt ChicagoHotel
Chicago (IL), United States
Park Hyatt Chicago
★★★★★
8.3Excellent
Per night
HK$4,909 HKD/night
+ taxes & fees
The St. Regis ChicagoHotel
Chicago (IL), United States
The St. Regis Chicago
★★★★★
0.0Good
Per night
HK$5,054 HKD/night
+ taxes & fees
Sofitel Chicago Magnificent MileHotel
Chicago (IL), United States
Sofitel Chicago Magnificent Mile
★★★★★
📶 Free WiFi
9.4Exceptional
Per night
HK$3,210 HKD/night
+ taxes & fees
Loews Chicago HotelHotel
Chicago (IL), United States
Loews Chicago Hotel
★★★★★
📶 Free WiFi
9.4Exceptional
Per night
HK$2,158 HKD/night
+ taxes & fees
The Ivy HotelHotel
Chicago (IL), United States
The Ivy Hotel
★★★★★
📶 Free WiFi
9.0Exceptional
Per night
HK$1,908 HKD/night
+ taxes & fees
L7 CHICAGO BY LOTTEHotel
Chicago (IL), United States
L7 CHICAGO BY LOTTE
★★★★★
📶 Free WiFi
9.3Exceptional
Per night
HK$2,529 HKD/night
+ taxes & fees
Fairmont Chicago Millennium ParkHotel
Chicago (IL), United States
Fairmont Chicago Millennium Park
★★★★★
📶 Free WiFi
9.0Exceptional
Per night
HK$2,504 HKD/night
+ taxes & fees
The Godfrey Hotel ChicagoHotel
Chicago (IL), United States
The Godfrey Hotel Chicago
★★★★★
📶 Free WiFi
8.9Excellent
Per night
HK$1,636 HKD/night
HK$6,545 HKD
+ taxes & fees
Sports Illustrated Resorts ChicagoHotel
Chicago (IL), United States
Sports Illustrated Resorts Chicago
★★★★★
📶 Free WiFi
9.0Exceptional
Per night
HK$2,268 HKD/night
+ taxes & fees
The Royal Sonesta Chicago River NorthHotel
Chicago (IL), United States
The Royal Sonesta Chicago River North
★★★★★
8.8Excellent
Per night
HK$2,066 HKD/night
+ taxes & fees
Swissôtel ChicagoHotel
Chicago (IL), United States
Swissôtel Chicago
★★★★★
8.7Excellent
Per night
HK$2,687 HKD/night
+ taxes & fees
InterContinental Hotel Chicago By IHGHotel
Chicago (IL), United States
InterContinental Hotel Chicago By IHG
★★★★★
📶 Free WiFi
8.7Excellent
Per night
HK$1,664 HKD/night
+ taxes & fees
Radisson Blu Aqua Hotel, ChicagoHotel
Chicago (IL), United States
Radisson Blu Aqua Hotel, Chicago
★★★★★
📶 Free WiFi
8.7Excellent
Per night
HK$1,772 HKD/night
+ taxes & fees

The Best Chicago (IL) Staycation Hotels

Whether you’re planning a weekend staycation in Chicago (IL) or a longer escape acrossUnited States, Staycation curates the finest places to stay — from boutique hideaways and heritage hotels to iconic luxury properties. Every Chicago (IL) staycation hotel is ranked by real guest scores, so you can book with confidence.

Rates are powered by Agoda, with live availability and competitive pricing. Pick your dates above to see tonight’s best Chicago (IL) staycation deals, or explore other destinations in North America.