Find Romantic Hotels in Downtown Chicago from S$133

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Top Romantic Hotels in Downtown Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3584)
"Beautiful Hotel and centrally located to just about everything a tourist or out of towner could want to do and see. Only knock i give them is for the scare there staff gave me because they had cancelled my reservation after arriving late. Luckily the Manager worked to get us into a much nicer room than we had paid for and all was forgiven. Just be weary if you are going to have a late arrival to make sure you call the hotel and make them aware."
The price is S$208
includes taxes & fees
8 Dec - 9 Dec
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very good, (1522)
"Quiet room, courteous staff, Starbucks right off the elevator for a first-thing-in-the-morning refresher."
The price is S$239
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1450)
"I had to pay fomy upgrade "
The price is S$622
includes taxes & fees
1 Dec - 2 Dec
Trump International Hotel & Tower Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Nice property, excellent housekeeping staff. Nice amenities and a nice pool. "
The price is S$830
includes taxes & fees
24 Dec - 25 Dec
The Peninsula Chicago

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2767)
"Great hotel!"
The price is S$185
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1233)
"Had never stayed at a Virgin property. Liked everything. Our room was nicely laid out, and the hotel is in a great part of town, perfect for doing those things in Chicago visitors want to do. Next time in Chicago, we stay at Virgin."
The price is S$288
includes taxes & fees
24 Dec - 25 Dec
Virgin Hotels Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1671)
"Amazing staff and so accommodating"
The price is S$308
includes taxes & fees
28 Nov - 29 Nov
Sofitel Chicago Magnificent Mile

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1972)
"Was clean "
The price is S$253
includes taxes & fees
24 Nov - 25 Nov
Swissotel - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1163)
"Great value, but not the fanciest place on the block. The breakfast was good. Everything was very clean. Great location."
The price is S$133
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn Chicago Downtown/Magnificent Mile

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1056)
"The atmosphere is absolutely amazing "
The price is S$240
includes taxes & fees
22 Dec - 23 Dec
L7 Chicago by LOTTE
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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Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you and your partner looking for a romantic holiday? Our guests also love Downtown Chicago for its stunning architecture, top museums and popular theatre scene. You might consider checking out some of the nearby sights and attractions such as Michigan Avenue, Navy Pier or Millennium Park. If you’re interested in staying close to a certain attraction, you can sort by neighbourhood and proximity to top sights, so you’ll be able to see everything on your list.
What's the best accommodation for a romantic holiday in Downtown Chicago?
Congress Plaza Hotel is a favourite hotel for couples, and features deep-soaking baths and cable TV. Other good options for a romantic stay include Eurostars Magnificent Mile and InterContinental Chicago Magnificent Mile, an IHG Hotel.
How many romantic hotels can we expect to find in Downtown Chicago?
Expedia has 18 romantic Downtown Chicago hotels for you to get cosy in.
#### When is the Best Time to Visit Downtown Chicago?\n
  • Hottest months: July, August, June and September, with an average temperature of 21°C
  • Coldest months: January, February, December and March
  • Driest months: November, January, February and December
  • Rainiest months: June, May, April and October
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 Millennium Park.
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.