Romantic Hotels & Resorts in Downtown Chicago from NZ$211

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Romantic Hotels

Best Downtown Chicago Romantic Hotels

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, (2082)
"Great place to stay!"
The price is NZ$372
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (2023)
"Great location awesome staff..."
The price is NZ$406
includes taxes & fees
24 Aug - 25 Aug
The Royal Sonesta Chicago River North
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (709)
"Beautiful, staffed with great people."
The price is NZ$554
includes taxes & fees
24 Aug - 25 Aug
Nobu Hotel Chicago
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1336)
"Great area and very walkable to local attractions "
The price is NZ$583
includes taxes & fees
24 Aug - 25 Aug
Virgin Hotels Chicago
Ameristar Casino Hotel East Chicago
Lobby

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1006)
"Great place to visit and stay"
The price is NZ$211
includes taxes & fees
1 Sept - 2 Sept
Ameristar Casino Hotel East Chicago
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (105)
"Would stay again anytime!!"
The price is NZ$522
includes taxes & fees
19 Aug - 20 Aug
Villa D' Citta
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (251)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
The Hotel at Midtown
Exterior

The Hotel at Midtown

4.0 star property
9.0 out of 10, Wonderful, (798)
"Beautiful hotel with great athletic amenities, food, and perfect for a stop in Chicago."
The Hotel at Midtown
DoubleTree by Hilton Chicago - Alsip
Interior entrance

DoubleTree by Hilton Chicago - Alsip

4.0 star property
8.2 out of 10, Very good, (1008)
"Easy on and off the highway l, you plenty of restaurants close by the hotel. "
The price is NZ$250
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Alsip
DoubleTree by Hilton Chicago - North Shore Conference Center
Bar (on property)

DoubleTree by Hilton Chicago - North Shore Conference Center

4.0 star property
8.6 out of 10, Excellent, (1011)
"Third great stay!"
The price is NZ$269
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - North Shore Conference Center
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Internet access "
Rossmery 3-night trip
Posted 11 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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.