Find Romantic Hotels in Downtown Chicago from S$166

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Check availability on Downtown Chicago Romantic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Romantic Hotels in Downtown Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2164)
"Great hotel "
The price is S$327
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9286)
"Beautiful hotel!"
Congress Plaza Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3057)
"Perfect location, walkable to many restaurants and shops"
The price is S$166
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1971)
"We have stayed here several times and love the hotel and location."
The price is S$169
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2896)
"Great location, friendly staff."
The price is S$171
includes taxes & fees
3 Nov - 4 Nov
Warwick Allerton - Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1571)
"Hotel was very comfortable and I felt very safe during my entire stay. "
The price is S$228
includes taxes & fees
2 Nov - 3 Nov
Crowne Plaza Chicago West Loop by IHG
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3015)
"Enjoyed our stay"
The price is S$219
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (185)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is S$319
includes taxes & fees
26 Oct - 27 Oct
The Publishing House B&B
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is S$218
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1723)
"Nice sized rooms, comfortable beds, and a delicious attached restaurant "
Hotel Saint Clair- 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.
View all properties

Top Downtown Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Good place to stay, will come back."
Tan Phuc 3-night trip
Posted 13 hours ago
Hilton Chicago/Magnificent Mile Suites

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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, Grant Park or Maggie Daley 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.