Chicago

Romantic Hotels in Chicago

Enjoy the most Romantic stays for couples escapes in Chicago.

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Best Romantic Hotels in Chicago

Find your perfect Romantic couples' retreat in Chicago.
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 SEK 1,343
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 SEK 5,926
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 SEK 2,284
Check availability
99+

Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel near Near North Side,Chicago
Featured facilities: Bar
Great
74 reviews
9.0/10
1 night
From SEK 2,392
Check availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From SEK 5,717
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 SEK 2,551
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 SEK 5,926
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 SEK 1,792
Check availability
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Frequently Asked Questions

What is the average price of a hotel in Chicago for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is SEK 4,164 per night. For a 4-star hotel, the average cost is SEK 5,287 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost SEK 11,466 per night.

How much do hotels in Chicago cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is SEK 3,440 per night. For a 4-star hotel, you can expect to pay around SEK 4,678 per night. If you're looking for a luxury stay, 5-star hotels in Chicago generally cost SEK 10,432 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from SEK 2,125), Swissotel Chicago (from SEK 1,834) and Hyatt Regency Chicago (from SEK 1,974), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What are the best pet-friendly hotels in Chicago?

Aloft Chicago Mag Mile (from SEK 1,800), Motel 6 Chicago, IL - Halsted (from SEK 765) and Claridge House (from SEK 1,469) are pet-friendly. Take your pets with you during traveling.

What hotel deals are available in Chicago?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.