Find Luxury Hotels in Near North Side, IL

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Check availability on Near North Side Luxury Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Near North Side luxury hotels

Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1814)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is ￥44,369
￥52,085 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Trump International Hotel & Tower Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Amazing stay. Definitely our favorite hotel in Chicago! The staff was so kind and our room was absolutely spotless. 20/10 as our daughter would say!"
United States
Amela
The price is ￥66,677
￥78,272 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1017)
"Our stay "
United States
Tashauannea
The price is ￥74,086
￥86,969 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Peninsula Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"One of my favorite hotels in Chicago. Always an excellent stay. "
United States
Liane
The price is ￥30,360
￥40,218 total
includes taxes & fees
Jan 23 - Jan 24, 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2279)
"Great hotel "
United States
Shantasha
The price is ￥25,056
￥33,992 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Sofitel Chicago Magnificent Mile
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1307)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is ￥21,056
￥29,319 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Thompson Chicago, by Hyatt
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is ￥60,475
￥70,992 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Waldorf Astoria Chicago
Exterior
Loews Chicago Hotel

Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1592)
"Easy to get around and great staff on-site. "
United States
Marilyn
The price is ￥27,919
￥37,718 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Loews Chicago Hotel
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1006)
"great location"
United States
Curtis
The price is ￥57,787
￥67,836 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Ritz-Carlton, Chicago
Bar (on property)
Hotel 55

Hotel 55

Hotel 55
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1552)
"Staff was amazing, rooms were great."
United States
Brigit
The price is ￥18,467
￥26,256 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel 55
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.
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Top Near North Side Hotel Reviews

Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Clean room "
Pauline E 1-night trip
Posted 10 hours ago
Warwick Allerton - Chicago

Frequently asked questions

Are you looking for a luxury hotel for your Near North Side vacation?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare Intl. Airport (ORD) Airport, and then treat yourself to a stay at one of 20 Near North Side luxury hotels. Known for its lake views and art, Near North Side also has some interesting things to see and do including Michigan Avenue and Navy Pier, so you may want to take in the local sights during your visit.
What's the best high-end place to stay in Near North Side?
InterContinental Chicago Magnificent Mile by IHG is a luxury hotel with 2 restaurants and spa services, and it's a popular choice for Expedia travelers looking for an elegant place to stay. The Royal Sonesta Chicago River North and Trump International Hotel & Tower Chicago are two other upscale options for your trip.
How many luxury hotels are there in Near North Side?
Lie in the lap of luxury during your getaway to Near North Side in one of Expedia's 20 luxury hotels.
What's there to see and do in Near North Side?
Take in the sights and attractions that Near North Side offers with a visit to Michigan Avenue, Navy Pier, and Lake Michigan. If you have extra time while you're in the area, you might want to see Dave & Buster's and Oak Street.
How can I get around Near North Side?
It's easier to get around town in style when you know your options. You can access metro transit at Clark-Division Station, Chicago Station (Brown Line), and Chicago Station (Red Line).