Find Romantic Hotels in Downtown Chicago from S$240

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Check availability on Downtown Chicago Romantic Hotels

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Romantic Hotels in Downtown Chicago

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3355)
"Great stay"
The price is S$260
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1805)
"What a wonderful place to stay"
The price is S$293
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1668)
"Great hotel "
The price is S$703
includes taxes & fees
17 Aug - 18 Aug
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1009)
"Excellent very clean Quiet great location"
The price is S$938
includes taxes & fees
17 Aug - 18 Aug
The Peninsula Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3073)
"Hotel was great, close to everything and really nice and clean "
The price is S$265
includes taxes & fees
10 Aug - 11 Aug
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1337)
"The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area. "
The price is S$456
includes taxes & fees
27 Jul - 28 Jul
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2090)
"Great location and hotel."
The price is S$374
includes taxes & fees
17 Aug - 18 Aug
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2504)
"Overall, great place to stay, everything is near by. "
The price is S$279
includes taxes & fees
10 Aug - 11 Aug
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1356)
"Great hotel "
The price is S$240
includes taxes & fees
6 Aug - 7 Aug
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2717)
"Great place to stay "
The price is S$345
includes taxes & fees
17 Aug - 18 Aug
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.

Top Downtown Chicago Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Top notch staff, beautiful bar and lobby area, clean rooms and updated bathrooms. Nothing but good things to say about the Freehand!"
Daniel 1-night trip
Posted 22 hours ago
Freehand Chicago

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 Lake Michigan. 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 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.