Find Romantic Hotels in Downtown Chicago from S$202

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Check availability on Downtown Chicago Romantic Hotels

Tonight
22 Jun - 23 Jun
Tomorrow
23 Jun - 24 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Top Romantic Hotels in Downtown Chicago

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, (2055)
"Amazing stay"
The price is S$280
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2329)
"Great stay "
The price is S$204
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1166)
"Great location "
The price is S$202
includes taxes & fees
1 Jul - 2 Jul
Crowne Plaza Chicago West Loop by IHG
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1093)
"Great stay! "
The price is S$230
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3258)
"Amazing location and super friendly staff "
The price is S$319
includes taxes & fees
29 Jun - 30 Jun
Hyatt Regency Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3013)
"Its a nice hotel in a good location and you had a lots of options to choose from like the spa."
The price is S$218
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2752)
"Great hotel and location! "
The price is S$202
includes taxes & fees
30 Jun - 1 Jul
Aloft Chicago Mag Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1946)
"Magnificent hotel! "
The price is S$276
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2267)
"Wonderful stay!"
The price is S$269
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago
Palmer House a Hilton Hotel
Daily to-go breakfast for a fee

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1754)
"Beautiful, historical hotel!"
The price is S$281
includes taxes & fees
29 Jun - 30 Jun
Palmer House a Hilton 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.