Find Romantic Hotels in Downtown Chicago from S$237

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Top Romantic Hotels in Downtown Chicago

The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, 1,004 reviews
"Very nice property with good room size, pool, and amazing service."
The price is S$952
per night
16 Jun - 17 Jun
The Peninsula Chicago
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, 1,015 reviews
"The door man remembers us every time we arrive and is a big part of why we choose the property. It appears they have taken away the coffee service in the mornings and we always appreciated the wine happy hour, which they have stopped. But it is a great property and the staff make all the difference."
The price is S$313
per night
30 Jun - 1 Jul
L7 Chicago by LOTTE
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.4 out of 10, Exceptional, 1,000 reviews
"Very nice, clean, large rooms. Well-appointed. Hotel lobby very welcoming. Looked like a lovely outdoor dining patio, though I didn’t eat there. "
The price is S$366
per night
1 Jul - 2 Jul
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, 1,001 reviews
"Everything! The hotel & hospitality are the best! "
The price is S$984
per night
16 Jun - 17 Jun
Waldorf Astoria Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, 1,000 reviews
"Excelent "
The price is S$841
per night
1 Jul - 2 Jul
Four Seasons Hotel Chicago
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, 3,543 reviews
"We enjoyed our stay. Beautiful building and in a wonderful location. "
The price is S$347
per night
1 Jul - 2 Jul
LondonHouse Chicago, Curio Collection by Hilton
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, 1,222 reviews
"We booked 2 rooms for 2 nights, one room is for my mother and one for my family. Our room was great. But it was an issue in my mother’s room. The bathtub was clogged. The water didn’t drained. We let the lady we saw in the hallway know in the morning of 1st night. At 2nd night, brownish water came out from faucet. Also, the water could not be stayed filled out. It drained automatically. It was midnight and my mother does not speak English, she gave up on having bath. As we are Asian, having bath...
The price is S$625
per night
2 Jul - 3 Jul
Trump International Hotel & Tower Chicago
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, 1,004 reviews
"Love the location close to all things necessities "
The price is S$330
per night
1 Jul - 2 Jul
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, 1,394 reviews
"Very clean luxurious and comfortable "
The price is S$395
per night
1 Jul - 2 Jul
Sofitel Chicago Magnificent Mile
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, 1,004 reviews
"Quiet property very clean and in a great spot. Walkable "
The price is S$654
per night
30 Jun - 1 Jul
The Ritz-Carlton, Chicago
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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.

Downtown Chicago Romantic Hotels information

 

Romantic Hotels in Downtown Chicago

120

Highest price
S$952
Cheapest price
S$237
Number of guest reviews
15,388
Total number of hotels in Downtown Chicago
1,650

 

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 Navy Pier, Millennium Park or Michigan Avenue. 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 Navy Pier, Millennium Park or Michigan Avenue.
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.

Recent Reviews in Downtown Chicago
Expedia verified reviews