7 Best Luxury Hotels in Chicago: Windy City Glamour 2026

Introduction

Chicago is a city built on grand architecture, and its luxury hotels reflect that legacy. Unlike the cramped rooms of New York or the chaotic energy of Las Vegas, Chicago offers a refined, midwestern elegance.

Here, luxury means waking up to floor-to-ceiling views of the Chicago River, sipping cocktails in a historic jazz lounge, or relaxing in a spa inspired by ancient traditions. Whether you are visiting for business or a romantic winter getaway, the “Windy City” knows how to pamper its guests.

In this guide, we rank the 7 best luxury hotels in Chicago. These are the top-rated spots where design, service, and location come together perfectly.

Want to compare this with other cities? Check out our comparison of New York vs Las Vegas Hotels

Luxury hotel room with Chicago River view.

1. The Langham, Chicago

Located in a skyscraper designed by the legendary Mies van der Rohe, The Langham is widely considered the #1 hotel in the city.

  • The Vibe: It is modern, sleek, and filled with art. The lobby on the second floor feels like a private museum.
  • Best Feature: The Chuan Spa. Based on Traditional Chinese Medicine, it is an urban sanctuary. The swimming pool lights up with twinkling stars on the ceiling.

2. The Peninsula Chicago

If you want technology mixed with classic luxury, this is it. The Peninsula is famous for its service.

  • The Room: Everything is controlled by a tablet—from the lights to the curtains.
  • The Experience: Their “Peninsula Sky Rink” (an outdoor ice skating rink on the terrace) is a magical winter activity.
  • Love winter travel? See our guide to Hotels with Indoor Water Parks

3. Four Seasons Hotel Chicago

Fresh off a massive renovation, this hotel sits right on the Magnificent Mile (Chicago’s shopping district).

  • The Location: You are literally steps away from the best shopping in the Midwest.
  • For Families: They have a “Ice Cream Man” who visits rooms with a customized cart. It is luxury that doesn’t take itself too seriously.

4. Waldorf Astoria Chicago

Located in the upscale Gold Coast neighborhood, this hotel looks like a Parisian chateau.

  • The Design: It features a cobblestone courtyard and a grand spiral staircase. It feels very European and romantic.
  • Planning a romantic trip? Check out our Best Romantic Getaways in USA

Waldorf Astoria Chicago luxury hotel entrance.

5. Viceroy Chicago

For those who find traditional luxury a bit “stuffy,” the Viceroy offers a retro-glam vibe.

  • The Rooftop: The “Devereaux” rooftop lounge offers one of the best views of the skyline and Lake Michigan. In summer, the rooftop pool is the place to be.

6. Ritz-Carlton Chicago

A classic choice that sits high above the Water Tower Place mall.

  • The Views: Because the lobby is on the 12th floor, the views of Lake Michigan are unobstructed.
  • Dining: The Italian steakhouse “Torali” is a destination in itself.

7. LondonHouse Chicago, Curio Collection

This is arguably the most Instagrammable hotel in Chicago.

  • The Cupola: You can book a private dinner in the hotel’s historic cupola (dome) at the very top of the building. It is the ultimate proposal spot.

Insider Booking Tip: The “River View” Upgrade

In Chicago, the view matters.

  • The Hack: When booking at The Langham or LondonHouse, always pay the extra $30-$50 for a “River View” room. The architecture boat tours pass right underneath, and the city lights reflecting on the water at night are worth every penny. A “City View” often just stares at another building.

Need more booking tips? Read our Hotel Booking Tips & Hacks

Frequently Asked Questions (FAQ)

1. Which hotel has the best pool?

The Langham wins for its indoor pool. It is serene, spotless, and has a hot tub. Viceroy has the best outdoor rooftop pool for summer vibes.

2. Is it safe to walk around these hotels?

Yes. These hotels are located in River North, Magnificent Mile, or Gold Coast, which are the safest and most tourist-friendly areas of downtown Chicago.

3. Do luxury hotels in Chicago have parking?

Yes, but valet is pricey—expect to pay $70-$80 per night. Since these hotels are so central, you don’t really need a car. Uber or walking is easier.

Mizanur Rahman Hridoy

Mizanur Rahman Hridoy

Founder & Editor In Chief

Mizanur Rahman Hridoy is the Founder and Editor-in-Chief of Hotels & Resort. As a dedicated USA travel market analyst and luxury hospitality expert, Mizanur specializes in uncovering the best 5-star experiences, hidden resort gems, and exclusive travel deals. With a passion for helping travelers book with confidence, he combines data-driven research with a love for comfort to guide you through America's top destinations.

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