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
106 reviews
8.8/10
1 night
From $118
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 $521
Check availability
99+

LondonHouse Chicago, Curio Collection by Hilton

Hotel near Chicago Loop,Chicago
Featured facilities: Spa, Bar
Great
125 reviews
9.2/10
1 night
From $191
Check availability
99+

Hotel EMC2, Autograph Collection

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
110 reviews
8.9/10
1 night
From $237
Check availability
99+

Staypineapple, An Iconic Hotel, the Loop Chicago

Hotel near Chicago Loop,Chicago
The Staypineapple, An Iconic Hotel, the Loop Chicago is an ideal spot for travelers wanting to discover the city. The Staypineapple, An Iconic Hotel, the Loop Chicago offers a pleasant stay in Chicago for those traveling for business or leisure. Boasting a convenient location, the hotel is just 500m from Millennium Station and 17km from Chicago Midway International Airport. Being just minutes away from Lake Metro Station allows guests to explore the city with ease. Famous local attractions Chicago | Lily Allen - West End Girl Tour, Begin Historic Route 66 and Millennium Park, can all be reached with a short walk. This hotel makes a great place to kick back and relax after a long day of sightseeing. This Chicago hotel provides parking on site. According to our guests, this hotel provides a very high level of service. This hotel is a popular accommodation for guests traveling alone.
"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 $155
Check availability
99+

Viceroy Chicago

Hotel near River North,Chicago
Featured facilities: Pool, Bar
Great
108 reviews
9.1/10
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 $635
Check availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From $580
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 $164
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 $425 per night. For a 4-star hotel, the average cost is $540 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost $1,210 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 $352 per night. For a 4-star hotel, you can expect to pay around $476 per night. If you're looking for a luxury stay, 5-star hotels in Chicago generally cost $1,103 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 $189), Hyatt Regency Chicago (from $224) and Swissotel Chicago (from $128), 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 $124), Club Quarters Hotel, Central Loop (from $117) and Claridge House (from $124) 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.