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Check availability on Near North Side Romantic Hotels

Our top choices for Near North Side romantic hotels

Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2951)
"Great location and great staff!!"
United States
lynne
The price is 2.132.649 ₫
2.503.518 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (2258)
"This place was amazing !"
United States
Jayla Danyell
The price is 2.528.691 ₫
3.865.887 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2740)
"Great food clean room friendly staff"
United States
MARINA
The price is 1.916.751 ₫
3.022.828 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Ballroom
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, (3470)
"Great place to stay "
United States
RaShawna
The price is 2.137.388 ₫
2.509.080 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.663.993 ₫
2.725.841 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2114)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3145)
"Great location "
United States
Christian
The price is 2.277.245 ₫
2.673.257 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Eurostars Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3387)
"I always love staying at this place when I visit"
Canada
William
The price is 3.580.744 ₫
4.976.192 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago
Exterior
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2033)
"room was good,location was perfect!"
United States
Kyan
The price is 2.582.986 ₫
3.032.166 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2005)
"Great location, clean hotel"
United States
Andre
The price is 2.343.281 ₫
3.368.982 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Millennium Knickerbocker Chicago
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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Frequently asked questions

Searching for romantic hotels in Near North Side?
If you and your partner need some romantic time away, we've got just the ticket. Our guests also love Near North Side for its stunning architecture, top museums and popular art scene. You might consider checking out some of the nearby sights and attractions such as Michigan Avenue, Navy Pier or Lake Michigan. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Near North Side?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Near North Side. If you're hoping to experience some of the local culture, you'll love Near North Side for its stunning architecture, top museums and popular art scene. Michigan Avenue, Navy Pier and Lake Michigan are worth a stop when you're out and about.
What's the best way to get to Near North Side and around town during my romantic getaway?
This information about transportation options in Near North Side might help your romantic trip get off to a smooth start: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 9.5 mi (15.3 km) away. You can walk to nearby metro stations including Clark-Division Station, Chicago Station (Brown Line) and Chicago Station (Red Line).