Find Romantic Hotels in Downtown Chicago from S$127

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Check availability on Downtown Chicago Romantic Hotels

Top Romantic Hotels in Downtown Chicago

2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3391)
"Great location and hotel."
United States
Travis
The price is S$251
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2988)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is S$154
includes taxes & fees
16 Dec - 17 Dec
Warwick Allerton - Chicago
Terrace/patio
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, (2237)
"Room was spotless…staff was great!"
United States
Tamika
The price is S$184
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3111)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is S$160
includes taxes & fees
16 Dec - 17 Dec
Eurostars Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2746)
"The place was great. Always a great stay. "
United States
Mario
The price is S$164
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3327)
"Great stay!"
United States
Rose
The price is S$127
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2914)
"Great location!!"
United States
sarah e
The price is S$144
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3072)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is S$223
includes taxes & fees
17 Dec - 18 Dec
The Royal Sonesta Chicago Downtown
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9600)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
Congress Plaza Hotel
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1558)
"Great location, and friendly staff."
United States
Mauricio
The price is S$143
includes taxes & fees
25 Nov - 26 Nov
Courtyard by Marriott Chicago Magnificent Mile
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 Downtown Chicago Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Loved the room! Clean, cozy, beautiful view!"
ZsaNay 1-night trip
Posted 16 hours ago
Eurostars Magnificent Mile

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Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you looking for a romantic getaway? Couples choose Downtown Chicago for its stunning river views and popular theatre scene. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Millennium Park, Maggie Daley Park or Grant Park. Whether you want to sip a glass of champagne or get a couples' massage, you'll be sure to find accommodation in Downtown Chicago to make for a relaxing weekend away.
What is there to do in Downtown Chicago?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Downtown Chicago. If you're hoping to experience some of the local culture, you'll love Downtown Chicago for its stunning architecture, top museums and popular theatre scene. You might think about visiting Michigan Avenue, Navy Pier or Lake Michigan.
What's the best way to get to Downtown Chicago and around town during my romantic getaway?
This information about transportation options in Downtown Chicago might help your romantic trip get off to a smooth start: If you're looking to fly in, the closest major airport is iChicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. Nearby metro stations include State Station, Clark-Lake Station and Lake Station.