Chicago

Romantic Hotels in Chicago

Enter your dates to find romantic hotels in Chicago.

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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Hotels for Couples in Chicago

Check out our recommended romantic hotels in Chicago, good for couples.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near Gold Coast,Chicago
Featured facilities: Spa, Bar
Very Good
105 reviews
8.8/10
1 night
From MYR 580
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99+
Hotel near River North,Chicago
Featured facilities: Spa
Great
53 reviews
9.2/10
1 night
From MYR 2,558
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Spa, Bar
Great
124 reviews
9.2/10
1 night
From MYR 986
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99+
Hotel near Near North Side,Chicago
Featured facilities: Bar
Great
73 reviews
9.0/10
1 night
From MYR 1,053
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99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From MYR 2,467
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar
Great
106 reviews
9.1/10
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98
Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
110 reviews
8.9/10
1 night
From MYR 1,101
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99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Spa, Bar
Amazing
110 reviews
9.7/10
1 night
From MYR 2,558
Check Availability
99+
Hotel near Chicago Loop,Chicago
In a city chock full of fabulous—cuisine, art, architecture, and shopping—we proudly present Staypineapple Chicago, An Iconic Hotel. Not to be outdone by the amazing city around it, this award-winning hotel is housed in a National Historic Landmark building and is the perfect jumping-off spot for exploring downtown Chicago. Ideally located in the Loop with The Theatre District and Millennium Park just steps away, you are poised to take full advantage of all the city has to offer. Take in the Art Institute of Chicago, shop the glamorous boutiques of the Magnificent Mile, marvel at the details of the Rookery, or cheer along with the crowds at one of the city's many festivals, all before returning to posh accommodations and deluxe amenities. Staypineapple Chicago offers incomparable style, grace, and warmth.

"The hotel is great, especially the location, very close to the attractions, the Millennium Park is 5 minutes walk, the wills sky tower is 9 minutes walk, the Chicago River Cruise is also 10 minutes from the Museum District, 25 minutes, the Navy Pier 32 minutes, in short You don't have to buy a bus card here, walking is enough. Especially to the airport is very convenient, two minutes to the subway blue line directly to O'Hare airport, very convenient. Breakfast has not been eaten. The room was a little bit small, I ignored it, and it was so perfect when I went out. It feels good. Only a little hotel received my estimate of $200 is a deposit. If there is no problem, I will return it. I will ask how long I can return to my account. The front desk said that I don’t know. The money was swiped directly from the credit card. A bit uncomfortable."
Great
107 reviews
9.1/10
1 night
From MYR 774
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FAQs

What are the best pet-friendly hotels in Chicago?

What are some good hotels near Millennium Park in Chicago?

For Chicago hotels near Millennium Park, many travelers recommend The Palmer House Hilton (from MYR 917), Swissotel Chicago (from MYR 828) and Hyatt Regency Chicago (from MYR 852) for their great location and service.

What are the must-visit spots in Chicago?

Chicago is home to iconic landmarks such as Millennium Park, Willis Tower and Magnificent Mile.

Which neighborhoods in Chicago are best for tourists to stay in?

Popular areas highly recommended by visitors to Chicago include Streeterville, Chicago Loop and River North.

What’s the average hotel price in Chicago this weekend?

The average prices for hotels in Chicago this weekend are as follows:
3-star hotels: MYR 1,793
4-star hotels: MYR 2,269
5-star hotels: MYR 4,956

What are the best budget-friendly hotels in Chicago?

How much do hotels in Chicago usually cost on weekdays?

On average, hotel prices in Chicago on weekdays are approximately:
3-star hotels: MYR 1,485
4-star hotels: MYR 2,009
5-star hotels: MYR 4,523