Explore top 2026 5 Star Hotels in Northwest Side

Name: The St. Regis Chicago
Price range: $766 total
Rating: 9.4

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Top Northwest Side 5 Star hotels

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

$640 nightly

$761 total

Sep 20 - Sep 21

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

9.4/10 Exceptional! (1,002 reviews)

"Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons."

Reviewed on Sep 2, 2026

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

$506 nightly

$602 total

Sep 20 - Sep 21

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...

The Langham, Chicago

330 North Wabash Avenue Chicago IL

$625 nightly

$743 total

Sep 7 - Sep 8

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.8/10 Exceptional! (1,006 reviews)

"It was not worth what I paid. The spa was a disappointment. The steam rooms and sauna were small and uncomfortable. One of the steam rooms had missing tiles and loose tiles. I did not care for the pool. Check-in went well and the rooms were good size. The beds were comfortable. However, the rooms ..."

Reviewed on Sep 5, 2026

The Peninsula Chicago

108 East Superior Street Chicago IL

$625 nightly

$743 total

Sep 7 - Sep 8

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...

Waldorf Astoria Chicago

11 E. Walton Street Chicago IL

$638 nightly

$758 total

Sep 20 - Sep 21

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...

Nobu Hotel Chicago

155 N. Peoria Street Chicago IL

$468 nightly

$557 total

Sep 13 - Sep 14

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

$516 nightly

$613 total

Sep 20 - Sep 21

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

$615 nightly

$731 total

Sep 7 - Sep 8

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.6/10 Exceptional! (1,001 reviews)

"The BEST SHOWER!!! Seriously, the shower alone was worth the stay. Staff amazing."

Reviewed on Sep 5, 2026

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

$644 nightly

$766 total

Sep 21 - Sep 22

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.4/10 Exceptional! (131 reviews)

"The location is great. Lovely hotel with great staff."

Reviewed on Sep 5, 2026

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Northwest Side Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Northwest Side to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Northwest Side 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Northwest Side before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.