Search Luxury Hotels in Near North Side

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Near North Side Luxury Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

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, (1792)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.828.712 ₫
9.190.127 ₫ total
includes taxes & fees
4 Jan - 5 Jan 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, (1000)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.645.733 ₫
12.497.024 ₫ total
includes taxes & fees
11 Jan - 12 Jan 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, (1005)
"Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing "
United States
christie
The price is 12.499.625 ₫
14.673.309 ₫ total
includes taxes & fees
4 Jan - 5 Jan 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, (1002)
"One of my favorite hotels in Chicago. Always an excellent stay. "
United States
Liane
The price is 5.569.570 ₫
7.310.464 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Bar (on property)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2267)
"Great location, nice bar."
United States
Erik
The price is 4.239.347 ₫
5.748.915 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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, (1300)
"Great hotel!"
United States
Julie
The price is 3.552.525 ₫
4.946.602 ₫ total
includes taxes & fees
4 Jan - 5 Jan 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, (1001)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 9.999.700 ₫
11.738.648 ₫ total
includes taxes & fees
18 Jan - 19 Jan 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, (1586)
"Easy to get around and great staff on-site. "
United States
Marilyn
The price is 4.710.385 ₫
6.363.757 ₫ total
includes taxes & fees
5 Jan - 6 Jan 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, (1001)
"Festive, staff, food and bar all a perfect 10!"
United States
Angela
The price is 9.749.708 ₫
11.445.181 ₫ total
includes taxes & fees
3 Jan - 4 Jan 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, (1561)
"Staff was amazing, rooms were great."
United States
Brigit
The price is 3.136.748 ₫
4.454.573 ₫ total
includes taxes & fees
23 Dec - 24 Dec
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.
View all properties

Top Near North Side Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your Near North Side holiday?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare International 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.
How many luxury hotels can I expect to find 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 transport at Clark-Division Station, Chicago Station (Brown Line) and Chicago Station (Red Line).