Daily Breakfast For 2

$75 Hotel Credit 

Room upgrade on arrival, if available

Early check-in based on availability

Late check-out based on availability

Free Wi-Fi

Skylark only includes hotels that meet our stamp of approval. Our editorial review for this one isn’t ready yet—but we’re working on it! See below for the hotel’s own description.

With a rich history rooted in Chicago’s Jazz Age, Ambassador Chicago is the city’s original boutique hotel dating back to 1926. Located in the heart of the Gold Coast, the iconic property has hosted the who’s who of the 20th and 21st centuries, having served as a local beacon to countless celebrities. Ambassador Chicago is nestled among stunning mansions in a quiet, gilded neighborhood tucked into the center of the Windy City offering incredible views of Lake Michigan, and with easy access to Chicago’s main shopping boulevard, Michigan Avenue. With 285 spacious guest rooms, a 24 hour fitness center, two restaurants, thoughtful programming, and amenities curated by local artisans and chefs, Ambassador Chicago maintains its distinct and legendary character while offering guests an authentic Chicago experience.

Hyatt Rewards

Ambassador Chicago

A valid credit card is required to complete your booking. Don’t worry, your card won’t be charged. It’s only needed to hold your reservation at the hotel.

Hotel Guarantee Policy

A valid credit card is required to complete your booking. Your card will be charged a deposit to confirm your reservation at the hotel.