Find Romantic Hotels in Downtown Chicago, IL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Downtown Chicago Romantic Hotels

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Compare Downtown Chicago Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3510)
"Amazing stay! Highly recommend 👌 "
The price is AED 684
AED 803 total
includes taxes & fees
9 Mar - 10 Mar
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1654)
"This was a very enjoyable stay for us"
The price is AED 593
AED 788 total
includes taxes & fees
9 Mar - 10 Mar
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1537)
"The property is excellent, clean and safe. We would return in a heartbeat "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
9 Mar - 10 Mar
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)
"It is one of the best hotels I have ever stayed at. Phenomenal!!!"
The price is AED 1,744
AED 2,048 total
includes taxes & fees
9 Mar - 10 Mar
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2896)
"Nice hotel. Great location. "
The price is AED 353
AED 414 total
includes taxes & fees
6 Mar - 7 Mar
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1305)
"Amazing"
The price is AED 558
AED 763 total
includes taxes & fees
9 Mar - 10 Mar
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1852)
"The property was great. The decor amenities, and staff were very nice and on par with the brand. The only problem I had was that the room was VERY warm and despite calling the front desk, engineering could not fix this until the next morning and I wasn't offered a room change, even though I am a Silver member/VIP."
The price is AED 658
AED 880 total
includes taxes & fees
6 Mar - 7 Mar
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1948)
"Great location and easy parking option/available. Clean and quiet. Great breakfast at Palm/restaurant as well. "
The price is AED 578
AED 786 total
includes taxes & fees
23 Mar - 24 Mar
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, (1219)
"By far the best hotel I stayed at on my trip in February. Excellent value, great service and amenities, and a lovely big room with huge windows. The housekeeper was very friendly, and a worker down in the lobby was very helpful when I was struggling to use the laundry room. The included breakfast was an extra bonus. I can't recommend it enough."
The price is AED 324
AED 381 total
includes taxes & fees
11 Mar - 12 Mar
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, (1759)
"This hotel is very nice! Super friendly staff, very clean! Great amenities "
The price is AED 602
AED 707 total
includes taxes & fees
6 Mar - 7 Mar
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.
Don't see what you're looking for?
See all available properties in Downtown Chicago

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 Millennium Park. 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.
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 Millennium Park.
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.