7 Superior First Class The Stella Awards Winner 2025 JW Marriott Chicago Guest Rooms - 610Meeting Rooms - 37Largest Conference Room - 8,008 sq. ft.Total event space - 50,979 sq. ft.Room Rate Range - $359-$604
8 Moderate Deluxe Renaissance Chicago Downtown Hotel Guest Rooms - 560Meeting Rooms - 18Largest Conference Room - 10,640 sq. ft.Total event space - 32,025 sq. ft.Room Rate Range - $309-$549
7 Superior First Class The Westin Chicago River North Guest Rooms - 412Meeting Rooms - 14Largest Conference Room - 8,400 sq. ft.Total event space - 29,534 sq. ft.Room Rate Range - $370-$573
8 Moderate Deluxe Kimpton Gray Hotel Meeting Rooms - 10Total event space - 15,507 sq. ft.Room Rate Range - $319-$594
7 Superior First Class Allegro Royal Sonesta Hotel Chicago Loop Guest Rooms - 250Meeting Rooms - 15Largest Conference Room - 3,400 sq. ft.Total event space - 14,000 sq. ft.
7 Superior First Class THE MIDLAND HOTEL, Chicago Guest Rooms - 403Meeting Rooms - 12Largest Conference Room - 4,158 sq. ft.Total event space - 12,589 sq. ft.Room Rate Range - $310-$632
6 First Class Holiday Inn Chicago Downtown-Wolf Point Guest Rooms - 228Meeting Rooms - 14Largest Conference Room - 7,560 sq. ft.Total event space - 11,834 sq. ft.Room Rate Range - $239-$338
3 Superior Tourist Class Comfort Suites & Conf Center O'Hare Guest Rooms - 160Meeting Rooms - 7Largest Conference Room - 4,875 sq. ft.Total event space - 11,520 sq. ft.
6 First Class Embassy Suites Chicago Downtown Guest Rooms - 368Meeting Rooms - 11Largest Conference Room - 3,072 sq. ft.Total event space - 11,000 sq. ft.Room Rate Range - $219-$259