Find Romantic Hotels in Downtown Chicago from S$151

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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, (3581)
"The gold standard. Perfect hotel. "
The price is S$262
includes taxes & fees
26 Nov - 27 Nov
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very good, (1500)
"The Palmer House is a beautiful place in the perfect location. Easy walking to parks, the Lake Shore, museums and restaurants. Will definitely choose it again on a trip to Chicago. "
The price is S$234
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1420)
"Great!"
The price is S$610
includes taxes & fees
17 Nov - 18 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Great stay. "
The price is S$817
includes taxes & fees
25 Nov - 26 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2707)
"Great stay!"
The price is S$174
includes taxes & fees
24 Nov - 25 Nov
Eurostars Magnificent Mile
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1214)
"Great location and over vibe. "
The price is S$347
includes taxes & fees
5 Dec - 6 Dec
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1646)
"Always a pleasure staying at Sofitel. Antonio at Le bar is always on point! Great service from him and the staff. "
The price is S$302
includes taxes & fees
25 Nov - 26 Nov
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1932)
"staff is perfect !"
The price is S$274
includes taxes & fees
25 Nov - 26 Nov
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very good, (1169)
"Great location. Great service. Reasonably priced. Great breakfasts."
The price is S$151
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (934)
"Perfect hotel for families and couples "
The price is S$250
includes taxes & fees
24 Nov - 25 Nov
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.