Find Romantic Hotels in Near West Side, IL

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Check availability on Near West Side Romantic Hotels

Our top choices for Near West Side romantic hotels

American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1775)
"Great location with friendly staff and clean, comfortable room"
United States
Aubrey
The price is AED 324
AED 380 total
includes taxes & fees
15 Jan - 16 January 2026
Crowne Plaza Chicago West Loop by IHG
Exterior
The Emily Hotel

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1282)
"Very pleasant stay for my birthday! Will definitely come back and recommend to others! Top notch service and rooms were beautiful and comfortable!"
United States
Daniela
The Emily Hotel
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (189)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is AED 597
AED 674 total
includes taxes & fees
18 Dec - 19 Dec
The Publishing House B&B
Exterior
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, (3159)
"The location, hotel, and views are absolutely fantastic!"
United States
Frederick
The price is AED 419
AED 609 total
includes taxes & fees
15 Jan - 16 January 2026
The Royal Sonesta Chicago Downtown
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, (2967)
"Great location and great staff!!"
United States
lynne
The price is AED 279
AED 328 total
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Mag Mile
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, (3018)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AED 291
AED 449 total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
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 AED 340
AED 525 total
includes taxes & fees
6 Jan - 7 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3163)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is AED 344
AED 404 total
includes taxes & fees
14 Jan - 15 January 2026
Eurostars Magnificent Mile
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 AED 273
AED 429 total
includes taxes & fees
11 Jan - 12 January 2026
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, (3498)
"Great place to stay "
United States
RaShawna
The price is AED 298
AED 350 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Chicago/Magnificent Mile Suites
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 West Side Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The staff was so friendly and helpful and the hotel was beautiful"
Julianne 2-night trip
Posted 8 hours ago
Palmer House a Hilton Hotel

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Frequently asked questions

Searching for romantic hotels in Near West Side?
If you and your partner need some romantic time away, we've got just the thing. Our guests also enjoy Near West Side for its live music, theater scene, and shopping. If you want to explore the area, you might head to United Center, Credit Union 1 Arena, or Milwaukee Avenue. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Near West Side?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Near West Side has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Near West Side for its live music, theater scene, and shopping. You might consider a visit to United Center, Credit Union 1 Arena, or Milwaukee Avenue.
What's the best way to get to Near West Side and around town during my romantic getaway?
These transportation options in Near West Side might help your romantic trip get off to a smooth start: If you're looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 7.1 mi (11.5 km) away. Nearby metro stations include Polk Station (Pink Line), Racine Station, and Illinois Medical District Station.