Romantic Hotels in Cook County
Hotels in Cook County for romantic couples' getaways
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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Best Hotels for Couples in Cook County
Check out our pick of great romantic hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Spa, Bar
Great
125 reviews
9.2/10
1 night
From €164
99+
Great
53 reviews
9.2/10
1 night
From €447
99+
Very Good
106 reviews
8.8/10
1 night
From €101
99+
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 €133
99+
Hotel near Near North Side,Chicago
Featured facilities: Bar
Great
73 reviews
9.0/10
1 night
From €141
99+
Amazing
110 reviews
9.7/10
1 night
From €545
99+
Great
108 reviews
9.1/10
99+
Very Good
110 reviews
8.9/10
1 night
From €203
99+
Great
109 reviews
9.2/10
1 night
From €498
Frequently Asked Questions
What is the average price of a hotel in Cook County this weekend?
According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Cook County this weekend is €279 per night. For a 4-star hotel, the average cost is €414 per night. If you're looking for a luxury experience, 5-star hotels in Cook County this weekend typically cost €1,033 per night.
How much do hotels in Cook County cost per night on weekdays?
Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Cook County during weekdays is €236 per night. For a 4-star hotel, you can expect to pay around €371 per night. If you're seeking a luxury stay, 5-star hotels in Cook County generally cost €947 per night on weekdays.
What are the best places to stay in Cook County?
Some of the best places to stay in Cook County are near popular attractions like Ohio Street Beach, Oak Street Beach and Prudential Plaza, offering easy access to key sights and amenities.
Which hotels in Cook County are pet friendly?
Motel 6 Elk Grove Village, IL - O'Hare (from €54), Motel 6 Arlington Heights, IL - Chicago North Central (from €55) and Motel 6 Schiller Park, IL - Chicago O'Hare (from €52) allow pets. Take your pets with you during your stay!
How to get good deals on hotels in Cook County?
To get the best hotel deals, try these Trip.com tips:
1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points).
2. Book Midweek: Sun–Thurs stays are much cheaper than weekends.
3. Set Price Alerts: Monitor price drops and rebook if needed.
4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference.
5. Avoid major holidays, conventions, and big events.
6. Check the Deals Page to see what promotions are available now on Trip.com.