The Robey occupies a slender 1920s Art Deco tower at the famous six-way intersection of Wicker Park, the creative, restaurant-and-music-rich neighborhood northwest of downtown. It's a design lover's hotel — sharp mid-century-modern interiors, a coveted rooftop bar and pool with skyline views, and a ground-floor café and cocktail bar. For travelers who want to skip the tourist core and stay in Chicago's hippest neighborhood, it's the obvious choice.
The Robey is set in a distinctive, narrow Art Deco tower from the late 1920s that anchors the six-corners intersection at the center of Wicker Park — the neighborhood northwest of downtown long associated with Chicago's independent music, art, dining, and nightlife scenes. The hotel restored the building into a design-forward boutique with a strong point of view.
Rooms are sleek and mid-century-modern in feel, many with great neighborhood and skyline views thanks to the tower's height and slim profile. The rooftop — a bar and small pool perched at the top — is a cult favorite for sunset, with the downtown skyline laid out to the southeast. A ground-floor café and a cocktail bar round out the social spaces.
Wicker Park and adjacent Bucktown deliver some of the city's best independent restaurants, bars, live-music venues, vintage shops, and coffee — all walkable from the door, with the Blue Line giving a fast train connection to downtown and to O'Hare. The Robey is for travelers who'd rather wake up in a vibrant residential neighborhood than amid downtown hotels, and who value design and atmosphere.
Why stay here
- ✓Rooftop bar and pool
- ✓Art Deco tower with skyline views
- ✓Ground-floor café and cocktail bar
- ✓Design-forward rooms
- ✓Fitness access
- ✓Free WiFi
- ✓Blue Line nearby (downtown + O’Hare)
Good questions
Where is The Robey?+
At the six-corners intersection in the heart of Wicker Park, the creative neighborhood northwest of downtown known for music, dining, and nightlife. The Blue Line connects quickly to downtown and O'Hare.
What's the rooftop like?+
A cult-favorite rooftop bar with a small pool and skyline views toward downtown — a popular sunset spot for guests and locals.
Is it far from downtown attractions?+
It's a neighborhood stay rather than a downtown one. The Blue Line train reaches the Loop quickly; the trade-off is being in a livelier residential area instead of among downtown hotels.








