The Best Romantic Hotels in Chicago, IL from AED 763 in 2026

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago romantic hotels

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

A modern interior with a sofa, chairs, a glass coffee table, and a kitchen area with a grey wall and framed pictures.

A modern kitchen with granite countertops, stainless steel appliances, and a central island.

A modern kitchen with dark wood cabinets, a dining area with wooden chairs, and a large flat-screen TV mounted on the wall.

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Downtown Evanston

Brian W.

AED 777

AED 1,475 total

includes taxes & fees

21 Oct - 22 Oct

A rooftop pool with lounge chairs and a clear view of the cityscape.

A modern living room with a sectional sofa, a glass coffee table, and a blue armchair. There is a potted plant, a painting, and a decorative wall piece.

A modern kitchen with dark cabinets, stainless steel appliances, and a central island with seating.

2. "Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

Evanston

Angela D.

AED 1,115

AED 2,055 total

includes taxes & fees

26 Oct - 27 Oct

A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

A room with a desk, a chair, a TV mounted on the wall displaying various streaming services, a window with a blind, and a framed picture on the wall.

A two-story house with a brick exterior, a covered porch, and a stone pathway leading to the entrance.

A hanging flower basket with purple flowers, a brick wall, and a green lawn with trees in the background.

3. Master qtr close to nature & easy urban facilities

Riverwoods

Chris F.

AED 393

AED 763 total

includes taxes & fees

27 Oct - 28 Oct

A staircase with a wooden handrail and black metal railings, leading to an upper floor.

A room with a wooden floor, a wooden chair with a cushion, a small table, a clock, and a door leading to another room.

A grassy area with a body of water and trees in the background.

A room with a wooden floor, a desk with fishing equipment, a window overlooking a lake, and a sign reading "HANDMADE LURES INC."

4. Riverfront rental

South Elgin

John V.

AED 643

AED 946 total

includes taxes & fees

1 Nov - 2 Nov

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Top Chicago Hotel Reviews

Eurostars Magnificent Mile

8/10 Good

"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great location, clean rooms, great staff… and it smelled so good every time we walked into the hotel."

Fairmont Chicago at Millennium Park

10/10 Excellent

"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Had a great night in a great room!"

Frequently asked questions

Searching for romantic hotels in Chicago?

Are you looking for a romantic vacation? Couples choose Chicago for its popular theater 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 just looking for a change of scenery or you're you'd like to have specific luxurious amenities, you can choose from 15 hotels and other accommodations in Chicago for the ideal romantic vacation.

What's the best place to stay for a couple visiting Chicago?

Chicago Guest House Wrigleyville is a favorite hotel for couples, and features free WiFi and free parking. Other good choices for a romantic stay include The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom and The Neighborhood Hotel - Lincoln Park 202 - One Bedroom w/ Patio.

How many romantic hotels will we be able to find in Chicago?

Expedia has 15 romantic Chicago hotels for you to get cozy 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, check out these details about year-round temperatures in Chicago: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.

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 theater 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 get off to a smooth start: 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 take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chicago Romantic Hotels

Our top choices for Chicago romantic hotels

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

2. "Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite