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Check availability on Chicago Romantic Hotels

Tonight
10 Sep - 11 Sep
Tomorrow
11 Sep - 12 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"My stay at the Chicago Hilton was truly exceptional. From the moment I arrived, I was impressed by the beautiful and elegant surroundings, outstanding amenities, and impeccable service. The staff were gracious, attentive, and professional, making the entire experience feel warm and welcoming. The hotel itself is absolutely gorgeous, with amenities that exceeded my expectations. I look forward to staying here again and would highly recommend the Chicago Hilton to anyone seeking a memorable and luxurious experience in Chicago."
Emelita 2-night trip
Posted 2 hours ago
Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

10/10 Excellent
"TV didn't work"
Dan 3-night trip
Posted 2 hours ago
Travelodge by Wyndham Downtown Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Clean room, friendly staff and the hotel is in a perfect location"
Shang 2-night trip
Posted 4 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Property was clean in perfect location. Close to restaurants, shopping, and the beach"
Tia 1-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Room was comfortable & very clean. Staff was very accommodating."
Joan 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"My stay was great. But the hallway was off putting."
Asa 2-night trip
Posted 5 hours ago
Congress Plaza Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"It was our first time in Chicago, and we would definitely stay here again. The hotel is clean, quiet, and so pretty. (with an art deco vibe) It’s also located in a great area, very easily walkable to most shops/attractions/etc that were already on our list. The staff was so friendly. I wish I got the name of the lovely lady who was so generous to my friends and I. Overall such a nice comfy place to stay at!"
Angelica 2-night trip
Posted 5 hours ago
Warwick Allerton - Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really liked the fact they had water stations with bottles you could fill up"
Paige 2-night trip
Posted 5 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Wade

The Wade

8/10 Good
"Staff was friendly, bar was nice, but don’t go to Timmy’s for food or good drinks. And don’t drink the water in the room"
Perrico 1-night trip
Posted 5 hours ago
The Wade

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.
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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