Find Romantic Hotels in Downtown Chicago from S$200

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Check availability on Downtown Chicago Romantic Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Romantic Hotels in Downtown Chicago

The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1013)
"Great Front desk staff! All staff was very friendly and location was wonderful 😀"
The price is S$222
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1094)
"We enjoyed our time at this stay. "
The price is S$211
includes taxes & fees
8 Jul - 9 Jul
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1638)
"Great stay"
Hotel Saint Clair- Magnificent Mile
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8877)
"Great location, beautiful hotel "
The price is S$214
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
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, (2043)
"Amazing stay"
The price is S$323
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Eurostars Magnificent Mile
Reception hall

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3026)
"Enjoyed the stay "
The price is S$215
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1872)
"Very historic place, nice rooms, staff was helpful, great for a short stay"
The price is S$220
includes taxes & fees
7 Jul - 8 Jul
Millennium Knickerbocker Chicago
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2343)
"It was a great stay! "
The price is S$278
includes taxes & fees
7 Jul - 8 Jul
Swissotel - Chicago
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2747)
"Good location, comfortable bed, staff very nice and helpful!"
The price is S$200
includes taxes & fees
7 Jul - 8 Jul
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1003)
"A great place "
The price is S$204
includes taxes & fees
10 Jul - 11 Jul
Ivy Boutique Hotel
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.

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 Art Institute of Chicago. 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 Art Institute of Chicago.
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.