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Check availability on Chicago Romantic Hotels

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chicago romantic hotels

1. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Sydney
Rp3.405.685
Rp4.580.800 total
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel

2. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
Rp3.331.899
Rp4.599.752 total
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park

3. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Hilary
Rp3.572.928
Rp4.877.833 total
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
Rp3.245.417
Rp3.858.477 total
includes taxes & fees
29 Oct - 30 Oct
Hilton Vacation Club Hotel Blake Chicago

5. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
Rp3.792.044
Rp5.134.406 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG

6. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mercy
Rp4.421.053
Rp5.894.645 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago

7. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Katimah
Rp2.282.122
Rp2.713.213 total
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel

8. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
United States
Giana
Rp3.380.643
Rp4.591.866 total
includes taxes & fees
8 Nov - 9 Nov
Hotel 505 River North

9. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
United States
Stacie
Rp4.274.993
Rp5.720.569 total
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk

10. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
jennifer
Rp4.364.428
Rp5.826.896 total
includes taxes & fees
31 Oct - 1 Nov
Chicago Marriott Downtown Magnificent Mile
View all properties

Find out more about Chicago

Chicago (and vicinity) attractions for couples

For families and adventurous travellers alike, the greater Chicago area offers an array of captivating experiences. Begin your journey at the world-renowned Field Museum, where interactive exhibits and ancient artefacts, including Sue the T. rex, ignite curiosity in visitors of all ages. Just a short stroll away, the Shedd Aquarium invites you to explore its vast marine life with exhibits that include the stunning Caribbean Reef and the captivating Amazon Rainforest. For a bit of outdoor fun, head to Millennium Park, where children can splash in the Crown Fountain and everyone can marvel at the iconic Cloud Gate sculpture, affectionately known as "The Bean." If you're in the mood for some thrills, don’t miss out on Six Flags Great America, located just north of the city; it's a perfect spot for a day of roller coasters and family-friendly rides. When it comes to accommodation, consider staying in the vibrant River North neighbourhood, known for its trendy hotels and nearby dining and nightlife. Here, you’ll find a range of premium hotels offering exceptional service and amenities, ensuring you feel pampered after a day of exploration. Whether it’s a family outing or a couple’s retreat, the greater Chicago area promises a well-rounded adventure.

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Clean and spacious rooms."
Tracy 4-night trip
Posted less than an hour ago
Hilton Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

8/10 Good
"It was a great stay except for the fact that the toilet in the room made a lot of noise when it wasn’t being used - every 45 min or so it would make a loud noise"
Chris 1-night trip
Posted 10 hours ago
The Godfrey Hotel Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"The hotel is in a nice neighborhood and the room was clean. The bed and toilet were both very low to the ground, and there were very few electrical outlets, but otherwise it was a pleasant stay."
peter 1-night trip
Posted 11 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Staff was amazing!! They were all so kind and attentive! I enjoyed my stay so much and I’m looking on planning another trip just to stay at this hotel!"
Itzel 3-night trip
Posted 13 hours ago
The Royal Sonesta Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"CQ is a reliable brand as this property demonstrated. I was particularly pleased with the size of the room and fitness facility. Best CQ I have stayed at and would return. Two quibbles: No desk lamp, therefore a dark work area and no hand soap (use body gel? I bring my own). Housekeeping excellent."
Marcel 2-night trip
Posted 15 hours ago
Club Quarters Hotel, Central Loop, Chicago

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lynfred Winery, Valentino Vineyards or Broken Earth Winery. Whether you and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 romantic Chicago hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Chicago?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in 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 Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theatre scene, stunning architecture and top museums. A visit to Soldier Field, Navy Pier or Wrigley Field might be just the ticket when you're checking out the sights.
What's the best way to get to Chicago and around town during my romantic getaway?
This information about transportation options in Chicago might help your romantic trip go off without a hitch: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.

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