Chicago

Top Couple Friendly Hotels in Chicago

Select your dates to find the best Romantic hotel deals in Chicago

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Best Couple Friendly Hotels in Chicago

Find best Business hotels at cheapest prices
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Claridge House

Hotel near Gold Coast,Chicago
Featured facilities: Spa, Bar
Very Good
105 reviews
8.8/10
1 night
From TWD 4,578
Check Availability
99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Featured facilities: Spa
Great
53 reviews
9.2/10
1 night
From TWD 20,204
Check Availability
99+

LondonHouse Chicago, Curio Collection by Hilton

Hotel near Chicago Loop,Chicago
Featured facilities: Spa, Bar
Great
124 reviews
9.2/10
1 night
From TWD 7,786
Check Availability
99+

Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel near Near North Side,Chicago
Featured facilities: Bar
Great
73 reviews
9.0/10
1 night
From TWD 8,318
Check Availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From TWD 19,490
Check Availability
99+

Viceroy Chicago

Hotel near River North,Chicago
Featured facilities: Pool, Bar
Great
106 reviews
9.1/10
Check Availability
98

Hotel EMC2, Autograph Collection

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
110 reviews
8.9/10
1 night
From TWD 8,696
Check Availability
99+

The Langham Chicago

Hotel near River North,Chicago
Featured facilities: Pool, Spa, Bar
Amazing
110 reviews
9.7/10
1 night
From TWD 20,204
Check Availability
99+

Staypineapple, An Iconic Hotel, the Loop Chicago

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 TWD 6,110
Check Availability
See All Romantic Hotels in Chicago

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