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Check availability on Near North Side Romantic Hotels

Our top choices for Near North Side romantic hotels

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, (2968)
"The room was very clean, the location was excellent."
United States
Craig
The price is 2.080.149 ₫
2.441.886 ₫ total
includes taxes & fees
14 Jan - 15 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, (2267)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.396.648 ₫
3.709.996 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (3494)
"Great place to stay "
United States
RaShawna
The price is 2.353.465 ₫
2.762.733 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Chicago/Magnificent Mile Suites
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, (2750)
"Excellent place to stay "
United States
Teniesha
The price is 2.156.637 ₫
3.304.726 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3018)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.895.832 ₫
2.998.311 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3142)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is 2.528.544 ₫
2.968.257 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Eurostars Magnificent Mile
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, (2128)
"Hotel is beautiful, staff was very kind. "
United States
Lauren
Silversmith Hotel Chicago Downtown
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3411)
"The Hotel was amazing great location "
United States
Donnisha
The price is 3.661.121 ₫
5.070.840 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago
View from property
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1606)
"Great stay!!"
United States
Adrian
The price is 2.573.855 ₫
3.021.448 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Chicago Magnificent Mile
Ballroom
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3153)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is 3.001.734 ₫
4.366.326 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
The Royal Sonesta Chicago Downtown
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

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).