Search Hotels with Connecting Rooms in Near North Side

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Check availability on Near North Side Hotels with Connecting Rooms

Our top choices for Near North Side hotels with connecting rooms

Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2967)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is 1.999.332 ₫
2.347.015 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Aloft Chicago Mag Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.438.070 ₫
3.757.974 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is 2.578.086 ₫
3.798.524 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3498)
"Great place to stay "
United States
RaShawna
The price is 2.135.602 ₫
2.506.984 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3017)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.662.918 ₫
2.724.081 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1989)
"A good place for stay "
United States
Julio
The price is 1.968.138 ₫
2.310.397 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3479)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is 3.025.305 ₫
3.551.405 ₫ total
includes taxes & fees
28 Dec - 29 Dec
voco Chicago Downtown - Riverwalk by IHG
Lobby
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2304)
"Great stay"
United States
Jeremy
The price is 2.551.779 ₫
3.837.357 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4249)
"Excellent location Restaurant attached "
United States
Rebecca
The price is 2.293.970 ₫
2.692.892 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1485)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is 1.812.026 ₫
2.899.248 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
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

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