Cheat Sheet: Chicago
For High Rollers
The 67-story Park Hyatt Chicago is a flagship for the brand. Centrally located in the Loop on Michigan Avenue, the hotel offers rooms fitted with mid-century-modern seating, glass and chrome details, and killer views. Nomi Restaurant remains a standout dining destination for locally grown, seasonally inspired cuisine.
800 North Michigan Avenue
From $360 per night
(Courtesy: Longman and Eagle)
Where the Cool Kids Are
Longman and Eagle caters to a select few simply by dint of the lack of rooms—there are only six at the hotel, which is above the restaurant of the same name. The look of each room is unique, with custom artwork on display on a rotating basis, Apple TV, and, occasionally, items like old Fisher-Price cassette players. The rooms are not gigantic, but they are ideal for stumbling home after an inventive nose-to-tail meal downstairs.
2657 North Kedzie Avenue
From $85 per night
(Courtesy: Primehouse at The James)
Still vibrant after nearly a decade, The James is the blueprint for many of Chicago’s chic hotels. Offering nearly 300 rooms, it’s generally bustling, especially at David Burke’s Primehouse restaurant, which slings his whimsical, crowd-pleasing spins on comfort food (donuts! bacon on everything!). Many rooms have separate sitting areas, and all have separate dining areas, giving guests some breathing room in the clean, modern space with blonde wood and blocky furnishings.