Your Trip
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- Home
- Destinations
- North America
- Usa Cities
- Chicago
- Accommodation
- Amazing location close to Lake Michigan and adjacent to the John Hancock Centre
- Contemporary rooms and suites ensure a relaxing stay ideal for couples and families
- Fantastic spa and fitness centre that is sure to prepare you for the Chicago sights
to start planning your vacation
- Located in Downtown Chicago close to amazing sights such as the Navy Pier and Millennium Park
- An array of 318 rooms are housed here, with unbeatable city views and luxurious decor
- World-class facilities boasting a spa, health centre and swimming pool
to start planning your vacation
- Located on Magnificent Mile and close to sites such as Willis Tower and Cloud Gate
- Award-winning restaurants complete with an amazing range of cuisine
- On-site spa and fitness centre complete with indoor pool, yoga studio and weekly classes
Itineraries Available- Ideal location close to award-winning theatres and amazing shopping on Michigan Avenue
- Wide array of rooms and suites with some having direct access to the on-site spa
- Fantastic global cuisine using local produce can be found at the restaurant
to start planning your vacation
- Set in the Gold Coast neighbourhood surrounded by glamorous boutiques and restaurants
- Modern rooms and suites for a city haven to call home
- On-site spa and fitness centre where stresses melt away
to start planning your vacation
- The human touch
- Complete concierge service
- 24/7 out of hours contact
Extra Mile Guarantee
Our Extra Mile Guarantee
We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home.
David Ox, managing director- Dedicated personal travel managers
Each with a minimum of 10-years’ experience
- Covid regulations, simplified
We explain complicated travel requirements
- Complimentary event invitations
Meet the team at our annual shoot day, O2 London, a private dinner and more
- Transparent price
No hidden fees, quotation costs or admin charges
- The human touch
Just honest conversations with real people
- Out of hours contact
Via email, direct dial and even on Whats’App
- Concierge service
Celebrating? Let us know and we may surprise you
- Your holiday is protected
We’re licensed by ATOL and TTA
- We make it happen
Wherever, whenever, however and every time
Customer Reviews
We are extremely proud of every single one of
our
independent customer reviews
- The human touch
- Complete concierge service
- 24/7 out of hours contact