Find Romantic Hotels in Downtown Chicago from S$140

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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

Top Romantic Hotels in Downtown Chicago

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3511)
"We loved my stay at London House Chicago! The staff was welcoming, the room was spotless, and the views were stunning, making the experience even better. The only downside was the pricey valet parking. However, this didn’t take away from the overall exceptional experience. If you’re looking for a clean, luxurious stay with stunning views and outstanding service, LondonHouse is an excellent choice. We will stay here again next time! I would highly recommend it! "
The price is S$295
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, (1655)
"This place is top-notch. The staff actually want you in their hotel, it was a pleasant surprise. The room was comfortable. You need to order a coffee maker for your room, but one was delivered pretty quickly. And the TV does not cast so bring your casting device with you. "
The price is S$294
includes taxes & fees
10 Mar - 11 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, (1538)
"The property is excellent, clean and safe. We would return in a heartbeat "
The price is S$506
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, (1010)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is S$754
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, (2897)
"Nice hotel. Great location. "
The price is S$152
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)
"Nice property really enjoyed the stay"
The price is S$294
includes taxes & fees
12 Mar - 13 Mar
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1852)
"Air conditioning was noisy and not working "
The price is S$324
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)
"The view of the lake "
The price is S$289
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
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 S$140
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, (1763)
"Great stay!"
The price is S$260
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.
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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 Millennium Park. 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 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 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.