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Luxury Hotels in Chicago

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Featured Luxury Chicago

Hotel Arista
Hotel Arista
4.5 out of 5
2139 City Gate Ln, Naperville, IL, 60563
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the restaurant and the helpful staff in ...
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5 out of 5
401 N Wabash Ave, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the breakfast and the helpful staff in our ...
The Langham, Chicago
The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the comfy rooms in our ...
The Peninsula Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
521 North Rush Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the bar and the helpful staff in our ...
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 out of 5
20 E Chestnut St, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast, and 24-hour room service. Our guests praise the helpful staff and the clean rooms ...
Thompson Chicago
Thompson Chicago
4.5 out of 5
21 East Bellevue, Chicago, IL, 60611
Fully refundable
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5 out of 5
11 E. Walton Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular ...
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL, 60601
Fully refundable
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL, 60603
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions ...
Chicago Athletic Association, a Hyatt Hotel
Chicago Athletic Association, a Hyatt Hotel
4.5 out of 5
12 South Michigan Avenue, Chicago, IL, 60603
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. ...
Loews Chicago Hotel
Loews Chicago Hotel
4.5 out of 5
455 North Park Drive, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the helpful staff and the clean rooms in ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Chicago

Imagine yourself living your best life in one of the luxury hotels in Chicago. From the moment you step foot inside the Instagram-worthy property, you’re waited on hand-and-foot and treated like royalty amidst state-of-the-art amenities. You already know that the right hotel can be reason enough to book an entire trip. And the best luxury hotels in Chicago are raising the bar for what it takes to be a truly exceptional place to stay. The luxury hotels Chicago has in store for you are going the extra mile to create that perfect experience for when only the best will do. So what are you waiting for!?

Live the High Life for a Low Price

We’re going to let you in on one of the best-kept secrets about staying in luxury hotels. High-end doesn’t always mean high prices. Thanks to Hotwire Hot Rate hotel deals, even some of the top luxury hotels Chicago is known for are available at incredible rates—where oversized suites also get oversized discounts. Booking an upscale vacation at cheap luxury hotels will make you feel like you’re riding high for a low, low price.

Living Large on the Small Scale

As the rules of exclusivity dictate—the smaller, the better. Arrive at the boutique scene of small luxury hotels in Chicago, where irresistible indulgences come with a distinctly local touch. These luxe sanctuaries personalize every detail of your stay with features like individually -decorated suites and themes ranging from hip and trendy to old-fashioned romantic. When you book your trip on Hotwire, you’ll be saving big on these small boutique experiences, perfect for the style-seeking traveler who wants a high-class experience on a small-scale budget.

Frequently Asked Questions About Luxury Hotels

How to get last-minute deals on luxury hotels in Chicago?

You shouldn’t have to compromise on price or style just because you’re tight for time. With Hotwire’s last-minute deals, you can get luxury hotels in Chicago for less. In fact, you could save up to 60% off versus booking a listed rate two weeks earlier. 4-star hotels at 2-star prices? Yes, please! Now when you say you can’t wait for your next vacation, you’ll really mean it. Don’t wait to book a luxury trip—we’ll get you there right on time for a whole lot less. We’re talking rooms as low as $224 kind of less.

How many luxury hotels are in Chicago?

Pick your preferred version of paradise from 2873 luxury hotels in Chicago. And you can bet the bottom-line of your glammed-up getaway will be less than you think when you score Hotwire Hot Rate deals on luxury accommodation in Chicago.

How to book cheap luxury hotels in Chicago?

Certainly, travel is about more than seeing the sights. It’s a chance to feel pampered, get away from everyday life, and step into the extraordinary. And what’s more extraordinary than finding cheap luxury hotels in Chicago? It’s just one more reason why you’ll be bragging about your next vacation to your friends. Make Hotwire Hot Rate hotel deals your go-to travel hack for booking bougie trips and scoring envy-inducing rates. Now roll out the red carpet, Chicago … a very savvy traveler is coming to town!

Is it safe to travel to Chicago during the coronavirus (COVID-19) crisis?

With recent restrictions and precautions put in place due to COVID-19, many are wondering, is it safe to travel to Chicago? With all the uncertainty in the world, you don’t want to feel that on vacation. Travel with confidence and truly enjoy your stay at the luxury hotels in Chicago by checking the latest COVID updates and guidance for Chicago before you go.

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