Cook County

Romantic Hotels in Cook County

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

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Romantic Hotels in Cook County for Couples

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

Claridge House

Hotel near Gold Coast,Chicago
Featured facilities: Spa, Bar
Very Good
105 reviews
8.8/10
1 night
From US$142
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 US$241
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 US$625
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 US$257
Check Availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From US$603
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 US$269
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
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 US$189
Check Availability
All Romantic hotels in Cook County

Frequently Asked Questions

What are the best places to stay in Cook County?

Some top places to stay in Cook County are near popular attractions like Ohio Street Beach, Oak Street Beach and Prudential Plaza—so you can quickly get to top landmarks and amenities you need.

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

According to Trip.com’s latest 12-month data, 3-star hotels in Cook County have an average price of US$333 per night this weekend. For 4-star hotels, the average rate is US$496 per night. If you’re seeking luxury, 5-star hotels in Cook County typically cost US$1,212 per night this weekend.

What is the average nightly price of hotels in Cook County on weekdays?

Based on Trip.com’s latest 12-month data, the average nightly rate for 3-star hotels in Cook County on weekdays is US$278. For 4-star hotels, the average cost is around US$440 per night. For a luxury stay, 5-star hotels in Cook County generally have an average price of US$1,106 per night on weekdays.

What are the best pet-friendly hotels in Cook County?

Motel 6 Elk Grove Village, IL - O'Hare (price from US$71), Aloft Chicago Mag Mile (price from US$189) and Motel 6 Chicago, IL - Halsted (price from US$80) welcome pets. Bring your pets along for an enjoyable stay!

How to get good deals on hotels in Cook County?

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.