Find Romantic Hotels in Downtown Chicago, IL

    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

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Downtown Chicago Romantic Hotels

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3351)
"Great stay"
The price is NT$5,214
NT$6,120 total
includes taxes & fees
Aug 10 - Aug 11
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, (1799)
"What a wonderful place to stay"
The price is NT$5,108
NT$6,733 total
includes taxes & fees
Aug 22 - Aug 23
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, (1660)
"Great hotel "
The price is NT$13,808
NT$16,210 total
includes taxes & fees
Aug 3 - Aug 4
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, (1008)
"Excellent very clean Quiet great location"
The price is NT$18,411
NT$21,613 total
includes taxes & fees
Aug 10 - Aug 11
The Peninsula Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3063)
"Hotel was great, close to everything and really nice and clean "
The price is NT$4,949
NT$5,810 total
includes taxes & fees
Aug 17 - Aug 18
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1335)
"The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area. "
The price is NT$7,512
NT$9,683 total
includes taxes & fees
Jul 27 - Jul 28
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2087)
"Great location and hotel."
The price is NT$6,602
NT$8,614 total
includes taxes & fees
Aug 10 - Aug 11
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2483)
"Amazing Stay!"
The price is NT$5,464
NT$7,279 total
includes taxes & fees
Aug 19 - Aug 20
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1351)
"Great hotel "
The price is NT$4,777
NT$5,608 total
includes taxes & fees
Aug 7 - Aug 8
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, (2697)
"Great place to stay!"
The price is NT$6,204
NT$7,283 total
includes taxes & fees
Jul 27 - Jul 28
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

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Great hotel overall "
Austin 3-night trip
Posted 5 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you in need of a romantic escape? Our guests also love Downtown Chicago for its stunning architecture, top museums, and popular theater 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 neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What's the best hotel for a couple going to Downtown Chicago?
Congress Plaza Hotel is a favorite hotel for couples, and features deep soaking bathtubs and cable TV. Other good options for a stay with your sweetheart include Eurostars Magnificent Mile and InterContinental Chicago Magnificent Mile, an IHG Hotel.
How many romantic hotels should we expect to find in Downtown Chicago?
Expedia has 18 romantic Downtown Chicago hotels for you to get cozy in.
When is the best time to visit Downtown Chicago?
The hottest months are usually July and August with an average temperature of 70°F,
  • 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 seeing 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 theater 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 go off without a hitch: If you're looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. Nearby metro stations include State Station, Clark-Lake Station, and Lake Station.