Chicago Athletic Association Hotel
12 S. Michigan Ave.
From $369
Freehand Chicago
19 E. Ohio St.
From $35
The Langham Chicago
330 N. Wabash Ave.
From $395
Soho House Chicago
113–125 N. Green St.
From $290
Virgin Hotel Chicago
203 N. Wabash Ave.
From $225
Perfect for History buffs Crashing after Lollapalooza Couples who need a long date Bachelorette escapades Scenesters
Vibe Game of Thrones meets 1930s college prepster Grownup sleepover Vertical resort Vintage industrial Mod and clubby,
like Virgin’s own fleet of aircraft
Unexpected amenity Instagram-ready carvings of Satan throughout the $1,200-a-night Founder’s Suite A private quad that sleeps you and three friends in campy-cool bunk beds A personal butler (if you’re a club-level guest) to unpack your bags and draw you a bubble bath A boxing ring, complete with classes from two-time Golden Gloves champion Terrence Smith An electric red Tesla for complimentary lifts within two miles
Culinary options Daiquiris from Paul McGee and roasted leg of lamb for two at the Cherry Circle Room. Feeling lowbrow? Slurp a Shake Shack concrete. Cortado and jam toast from Café Integral and a Sazerac at the dimly lit Broken Shaker Seasonal American brunch at Travelle or, for club-level guests, complimentary cocktails at the 12th-floor lounge Brunch by the rooftop pool and dinner at the members-only Soho House Club Bar (guests get a pass) Reubens at the street-level Miss Ricky’s or oysters on the half shell from the Izakaya Mita–inspired menu at the rooftop Cerise
Cons Sparse seating at rooftop restaurant Cindy’s. If you’re there for a drink, expect to stand. No gym, no spa, no rooftop, no frills—it’s a hostel, after all. Iffy views. Your room could face the river . . . or a parking lot. Noise. Bring your earplugs. Guests who don’t tie their robes tightly enough in the steamy unisex hammam