Chicago

Romantic Hotels in Chicago

Enter your dates to find romantic hotels in Chicago—ideal for couples and just your style!

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Romantic Hotels in Chicago for Couples

Check out our recommended romantic hotels in Chicago, good for couples.
Top Picks
Lowest Price
Closest to Downtown
Top Reviewed
99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Featured facilities: Spa
Great
53 reviews
9.2/10
1 night
From US$482
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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 US$242
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99+

Hotel EMC2, Autograph Collection

Hotel near Streeterville,Chicago
Featured facilities: Bar
Great
111 reviews
9.1/10
1 night
From US$229
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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 US$137
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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 US$625
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99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From US$641
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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 US$157
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99+

Swissotel Chicago

Hotel near Chicago Loop,Chicago
Featured facilities: Bar
Great
265 reviews
9.1/10
1 night
From US$157
Check Availability
99+

Embassy Suites by Hilton Chicago Downtown River North

Hotel near River North,Chicago
Featured facilities: Pool, Spa, Bar
Very Good
78 reviews
8.8/10
1 night
From US$133
Check Availability
All Romantic hotels in Chicago

Frequently Asked Questions

What are the best places to stay in Chicago?

Some top places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile—so you can quickly get to top landmarks and amenities you need.

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

According to Trip.com’s latest 12-month data, 3-star hotels in Chicago have an average price of US$396 per night this weekend. For 4-star hotels, the average rate is US$506 per night. If you’re seeking luxury, 5-star hotels in Chicago typically cost US$1,184 per night this weekend.

How much do hotels in Chicago typically cost on weekdays?

Based on Trip.com’s latest 12-month data, the average nightly rate for 3-star hotels in Chicago on weekdays is US$353. For 4-star hotels, the average cost is around US$475 per night. For a luxury stay, 5-star hotels in Chicago generally have an average price of US$1,125 per night on weekdays.

What are the best hotels in Chicago near Millennium Park?

Some standout hotels in Chicago close to Millennium Park include The Palmer House Hilton (price from US$176), Swissotel Chicago (price from US$184) and Hyatt Regency Chicago (price from US$215), all within easy walking or transit distance of Millennium Park, perfect for travelers wanting to explore the landmark and its surroundings.

How to get good deals on hotels in Chicago?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.