Discover luxury hotels for Chicago city breaks

Chicago, United States

Pendry Chicago

Style

Lovely bubbly

Setting

Loop de Loop

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A box of local chocolates

Price per night from (ex tax)$126.67

Offers available
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Chicago, United States

The Robey

Style

Updated art deco

Setting

Hip suburban ‘hood

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
Le Belge chocolates and a Robey-branded tote bag

Price per night from (ex tax)$147.00

Offers available
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Chicago, United States

The Publishing House

Style

Literary loft

Setting

Resurgent West Loop

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A welcome drink each on arrival

Price per night from (ex tax)$179.00
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Chicago, United States

Soho House Chicago

Style

Industrial evolution

Setting

Chi-town’s wild side

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A bottle of wine on arrival

Price per night from (ex tax)$220.00
View hotel
Chicago, United States

Nobu Hotel Chicago

Style

Cliché-free refinement

Setting

Chicago’s restaurant row

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Smith Extra
A box of locally made chocolates

Price per night from (ex tax)$240.80

Offers available
View hotel