Luxury Boutique Hotels in Chicago, United States

  1. Chicago, United States

    Thompson Chicago

    Style

    Edgy city slicker

    Setting

    Glitzy Gold Coast

    Rates per night from (ex tax)$209.00

    Best-price guarantee

    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

    Two welcome cocktails
  2. Chicago, United States

    The Robey

    Style

    Updated art deco

    Setting

    Hip suburban ‘hood

    Rates per night from (ex tax)$150.00

    Best-price guarantee

    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 Champagne and US$25 ‘raid the minibar’ credit
  3. Chicago, United States

    Freehand Chicago

    Style

    Easy-going Art Deco

    Setting

    Heart of downtown

    Rates per night from (ex tax)$125.28

    Best-price guarantee

    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 free cocktail at the Broken Shaker for each guest