Featured Chicago Hotels Available on September 27, 2025
The Drake, a Hilton Hotel - 4-Star
Click for hotel info and to check availability140 E Walton Place
Hotel Zachary Chicago, a Tribute Portfolio Hotel - 4-Star
Click for hotel info and to check availability3630 N Clark St
Hilton Chicago/Magnificent Mile Suites - 3.5-Star
Click for hotel info and to check availability198 E Delaware Pl
Courtyard by Marriott Chicago Downtown River North - 3.5-Star
Click for hotel info and to check availability30 E Hubbard St
Chicago Marriott Downtown Magnificent Mile - 4-Star
Click for hotel info and to check availability540 North Michigan Avenue
W Chicago - Lakeshore - 4.5-Star
Click for hotel info and to check availability644 N Lake Shore Dr
Claridge House - 4-Star
Click for hotel info and to check availability1244 N Dearborn Parkway
The Tremont Chicago Hotel at Magnificent Mile - 3.5-Star
Click for hotel info and to check availability100 E Chestnut St
The Langham, Chicago - 5-Star
Click for hotel info and to check availability330 North Wabash Avenue
Residence Inn by Marriott Chicago Downtown / River North - 3.5-Star
Click for hotel info and to check availability410 N Dearborn St
Warwick Allerton - Chicago - 4-Star
Click for hotel info and to check availability701 North Michigan Avenue
Trump International Hotel & Tower Chicago - 5-Star
Click for hotel info and to check availability401 N Wabash Ave
Hotel EMC2, Autograph Collection - 4-Star
Click for hotel info and to check availability228 E Ontario St
Chicago Marriott Midway - 3.5-Star
Click for hotel info and to check availability6520 South Cicero Avenue
Swissotel - Chicago - 4.5-Star
Click for hotel info and to check availability323 E Wacker Dr