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.

60
Curated stays
9.3/ 10
Average guest score
5
5-star properties

60 properties · curated by Staycation

citizenM Chicago DowntownHotel
Chicago (IL), United States
citizenM Chicago Downtown
10.0Exceptional
Fairfield by Marriott Inn & Suites Chicago Midway AirportHotel
Chicago (IL), United States
Fairfield by Marriott Inn & Suites Chicago Midway Airport
★★★
10.0Exceptional
TownePlace Suites by Marriott Chicago SchaumburgHotel
Chicago (IL), United States
TownePlace Suites by Marriott Chicago Schaumburg
★★★★
9.8Exceptional
Level Chicago – Old TownHotel
Chicago (IL), United States
Level Chicago – Old Town
★★★★
9.8Exceptional
Residence Inn by Marriott Chicago Wilmette/SkokieHotel
Chicago (IL), United States
Residence Inn by Marriott Chicago Wilmette/Skokie
★★★
9.7Exceptional
The Peninsula ChicagoHotel
Chicago (IL), United States
The Peninsula Chicago
★★★★★
9.7Exceptional
The Langham, Chicago HotelHotel
Chicago (IL), United States
The Langham, Chicago Hotel
★★★★★
9.6Exceptional
Hotel EMC2, Autograph CollectionHotel
Chicago (IL), United States
Hotel EMC2, Autograph Collection
★★★★
9.5Exceptional
SpringHill Suites by Marriott Chicago ChinatownHotel
Chicago (IL), United States
SpringHill Suites by Marriott Chicago Chinatown
★★★★
9.5Exceptional
Canopy by Hilton Chicago Central LoopHotel
Chicago (IL), United States
Canopy by Hilton Chicago Central Loop
★★★★
9.5Exceptional
Des Plaines Motel By OYO O'Hare Airport ChicagoHotel
Chicago (IL), United States
Des Plaines Motel By OYO O'Hare Airport Chicago
★★
9.4Exceptional
Nobu Hotel ChicagoHotel
Chicago (IL), United States
Nobu Hotel Chicago
★★★★★
9.4Exceptional
Renaissance Chicago Downtown HotelHotel
Chicago (IL), United States
Renaissance Chicago Downtown Hotel
★★★★
9.4Exceptional
Sofitel Chicago Magnificent MileHotel
Chicago (IL), United States
Sofitel Chicago Magnificent Mile
★★★★★
9.4Exceptional
Four Points by Sheraton Mount Prospect O’HareHotel
Chicago (IL), United States
Four Points by Sheraton Mount Prospect O’Hare
★★★
9.4Exceptional
Chicago Athletic Association HotelHotel
Chicago (IL), United States
Chicago Athletic Association Hotel
★★★★★
9.4Exceptional
Viceroy ChicagoHotel
Chicago (IL), United States
Viceroy Chicago
★★★★★
9.4Exceptional
Loews Chicago HotelHotel
Chicago (IL), United States
Loews Chicago Hotel
★★★★★
9.4Exceptional
The Blackstone, Autograph CollectionHotel
Chicago (IL), United States
The Blackstone, Autograph Collection
★★★★
9.4Exceptional
Courtyard by Marriott Chicago Arlington Heights/SouthHotel
Chicago (IL), United States
Courtyard by Marriott Chicago Arlington Heights/South
★★★
9.3Exceptional
Residence Inn by Marriott Chicago Downtown Magnificent MileHotel
Chicago (IL), United States
Residence Inn by Marriott Chicago Downtown Magnificent Mile
★★★
9.3Exceptional
Hampton Inn & Suites Chicago/Mt. ProspectHotel
Chicago (IL), United States
Hampton Inn & Suites Chicago/Mt. Prospect
★★★
9.3Exceptional
Riu Plaza ChicagoHotel
Chicago (IL), United States
Riu Plaza Chicago
★★★★
9.3Exceptional
Hampton Inn & Suites by Hilton Chicago Medical District UICHotel
Chicago (IL), United States
Hampton Inn & Suites by Hilton Chicago Medical District UIC
★★★
9.3Exceptional
Kimpton Gray Hotel By IHGHotel
Chicago (IL), United States
Kimpton Gray Hotel By IHG
★★★★★
9.3Exceptional
The Gwen, a Luxury Collection Hotel, Michigan Avenue ChicagoHotel
Chicago (IL), United States
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
★★★★★
9.3Exceptional
L7 CHICAGO BY LOTTEHotel
Chicago (IL), United States
L7 CHICAGO BY LOTTE
★★★★★
9.3Exceptional
The Buckingham HotelHotel
Chicago (IL), United States
The Buckingham Hotel
★★★
9.3Exceptional
Fairfield by Marriott Inn & Suites Chicago O'HareHotel
Chicago (IL), United States
Fairfield by Marriott Inn & Suites Chicago O'Hare
★★★
9.3Exceptional
Chicago Marriott NorthwestHotel
Chicago (IL), United States
Chicago Marriott Northwest
★★★★
9.3Exceptional
Hyatt House Chicago / West Loop-Fulton MarketHotel
Chicago (IL), United States
Hyatt House Chicago / West Loop-Fulton Market
★★★★
9.3Exceptional
Chicago Marriott SchaumburgHotel
Chicago (IL), United States
Chicago Marriott Schaumburg
★★★★
9.2Exceptional
SpringHill Suites by Marriott Chicago Schaumburg/Woodfield MallHotel
Chicago (IL), United States
SpringHill Suites by Marriott Chicago Schaumburg/Woodfield Mall
★★★
9.2Exceptional
Residence Inn by Marriott Chicago Downtown/LoopHotel
Chicago (IL), United States
Residence Inn by Marriott Chicago Downtown/Loop
★★★★
9.2Exceptional
Sophy Hyde ParkHotel
Chicago (IL), United States
Sophy Hyde Park
★★★★
9.2Exceptional
Chicago Marriott Downtown Magnificent MileHotel
Chicago (IL), United States
Chicago Marriott Downtown Magnificent Mile
★★★★
9.2Exceptional
Hampton Inn & Suites Rosemont Chicago O'HareHotel
Chicago (IL), United States
Hampton Inn & Suites Rosemont Chicago O'Hare
★★★
9.2Exceptional
Holiday Inn Express & Suites Bensenville - O'Hare By IHGHotel
Chicago (IL), United States
Holiday Inn Express & Suites Bensenville - O'Hare By IHG
★★★
9.2Exceptional
SpringHill Suites by Marriott Chicago O'HareHotel
Chicago (IL), United States
SpringHill Suites by Marriott Chicago O'Hare
★★★
9.2Exceptional
LondonHouse Chicago, Curio Collection by HiltonHotel
Chicago (IL), United States
LondonHouse Chicago, Curio Collection by Hilton
★★★★
9.2Exceptional
Chez HotelHotel
Chicago (IL), United States
Chez Hotel
★★★★
9.2Exceptional
Fairfield by Marriott Inn & Suites Chicago Downtown/Magnificent MileHotel
Chicago (IL), United States
Fairfield by Marriott Inn & Suites Chicago Downtown/Magnificent Mile
★★★
9.2Exceptional
Hilton Garden Inn Chicago Central LoopHotel
Chicago (IL), United States
Hilton Garden Inn Chicago Central Loop
★★★
9.2Exceptional
Trump International Hotel & Tower ChicagoHotel
Chicago (IL), United States
Trump International Hotel & Tower Chicago
★★★★★
9.2Exceptional
Claridge House Chicago, Tapestry Collection by HiltonHotel
Chicago (IL), United States
Claridge House Chicago, Tapestry Collection by Hilton
★★★★
9.2Exceptional
Hilton Garden Inn Chicago McCormick PlaceHotel
Chicago (IL), United States
Hilton Garden Inn Chicago McCormick Place
★★★
9.1Exceptional
Homewood Suites by Hilton Chicago West Loop Fulton Market AreaHotel
Chicago (IL), United States
Homewood Suites by Hilton Chicago West Loop Fulton Market Area
★★★
9.1Exceptional
Hampton Inn by Hilton Chicago West Loop Fulton Market AreaHotel
Chicago (IL), United States
Hampton Inn by Hilton Chicago West Loop Fulton Market Area
★★★
9.1Exceptional
Hampton Inn & Suites Chicago/Hoffman EstatesHotel
Chicago (IL), United States
Hampton Inn & Suites Chicago/Hoffman Estates
★★★
9.1Exceptional
Courtyard by Marriott Chicago O'HareHotel
Chicago (IL), United States
Courtyard by Marriott Chicago O'Hare
★★★
9.1Exceptional
Hyatt Place Chicago SchaumburgHotel
Chicago (IL), United States
Hyatt Place Chicago Schaumburg
★★★
9.1Exceptional
Kinzie HotelHotel
Chicago (IL), United States
Kinzie Hotel
★★★★
9.1Exceptional
avid hotels Chicago Ohare Des Plaines By IHGHotel
Chicago (IL), United States
avid hotels Chicago Ohare Des Plaines By IHG
★★★
9.1Exceptional
Hotel Chicago Downtown, Autograph CollectionHotel
Chicago (IL), United States
Hotel Chicago Downtown, Autograph Collection
★★★★
9.1Exceptional
Staypineapple, An Iconic Hotel, The LoopHotel
Chicago (IL), United States
Staypineapple, An Iconic Hotel, The Loop
★★★★
9.1Exceptional
Four Seasons Hotel ChicagoHotel
Chicago (IL), United States
Four Seasons Hotel Chicago
★★★★★
9.1Exceptional
Saratoga Motel By Capital O Near Midway Airport Chicago ILHotel
Chicago (IL), United States
Saratoga Motel By Capital O Near Midway Airport Chicago IL
★★★
9.1Exceptional
The Robey, Chicago, a Member of Design HotelsHotel
Chicago (IL), United States
The Robey, Chicago, a Member of Design Hotels
★★★★
9.0Exceptional
Arlo ChicagoHotel
Chicago (IL), United States
Arlo Chicago
★★★★
9.0Exceptional
The Rose Hotel Chicago O’Hare, Tapestry Collection by HiltonHotel
Chicago (IL), United States
The Rose Hotel Chicago O’Hare, Tapestry Collection by Hilton
★★★★
9.0Exceptional

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.