Gale Hotel, Chicago • Freedom Destinations
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Rooftop, Gale Chicago
Bedroom, Raffaello Hotel
Restaurant, Raffaello Hotel
Restaurant, Raffaello Hotel
Bedroom, Raffaello Hotel

Gale Chicago


FREEDOM rating: ★★★★

This striking, red brick boutique hotel with classic canopied entrance holds a prime location on the popular Magnificent Mile, making it well placed for exploring this characterful city famed for its bold architecture and illustrious skyline.

  • Speakeasy-themed rooftop bar
  • Views of Lake Michigan
  • Prime spot on Magnificent Mile
  • Beautiful Italian restaurant
  • Next to the John Hancock Centre

About Your Hotel

The hotel’s elegant rooms and suites are European in style with subtle earthy tones and soothing accents, they provide a welcome haven to return to after a busy day of sightseeing.

The hotel’s speakeasy-style rooftop bar is the perfect place to begin a night out on the town – the moody yet energetic bar boasts a beautiful outdoor terrace with views of Lake Michigan and the Hancock building.

When in need of some inspiration, the hotel’s friendly staff are always on hand to offer recommendations on where to find the best places to shop, nearby theatres, the best nightlife and great restaurants.


Rooms are air conditioned with cable TV, free WiFi, iHome docking station, hairdryer, coffee maker, microwave, fridge and mini bar.

Room Type Occupancy Meals


Italian restaurant
Rooftop bar
24-hour fitness centre


Local Attractions

  • Magnificent Mile shops
  • Navy Pier attractions
  • John Hancock Centre
  • Historic Water Tower
  • Oak Street Beach
  • 360 Chicago Observation Deck

Price & Availability

You can book your stay at the Gale Chicago on its own or as part of a complete America holiday. For price and availability, please get in touch.

Gale Chicago


FREEDOM rating: ★★★★