Where to Rest

The 2 best places to stay in Chicago (2026)

Ranked by real guest ratings across Chicago — only places with a solid number of reviews qualify.

  1. 1
    Monastery of the Holy Cross Guesthouses, Guesthouse in ChicagoGuesthouse
    Monastery of the Holy Cross Guesthouses★★★
    3111 S Aberdeen St, Chicago, IL 60608
    ★ 4.9 (22)
  2. 2
    The Polo Inn, Motel in ChicagoMotel
    The Polo Inn★★★
    3322 South Morgan Street, Chicago
    ★ 4.5 (29)

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