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Romantic Hotels in Chicago, Illinois

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Top Trending Romantic Chicago Hotels

The Champagne Lodge & Luxury Suites - Willowbrook Hotels
Rating: 3.5 Stars
C$138

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
"Romantic"
Lovely cozy retreat nice place to get away good location close to interstate highways
DB from NW suburb
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars
C$127

dana hotel and spa

660 North State Street, Chicago - Map
 
 
"A "need to stay at" hotel!"
We have been here several times and each time has been a pleasure! The staff is very nice, accommodating and professional. The rooms are luxurious with large viewing windows of the surrounding city, and large showers. It is in a nice area with great restaurants in walking distance. The nightclub/bar upstairs has great views and a really cool outdoor area with firepit, blankets, and gas lamps to keep you cozy. drinks are a bit pricey and the outside closes early (12a) on weekdays, but was still a great experience!
Jennie from Milwaukee, WI
This downtown Chicago, Illinois hotel is a 4 blocks from Michigan Street and Water Tower and within a mile of Millennium …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
C$460

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
"First class all the way"
There is not a detail that the Peninsula has not thought about. This place was first class from the moment we got there till the moment we left. Matter fact we did not want to leave. Yes, it's expensive, but the Peninsula delivers. If you're looking for a first class, top notch five-star hotel, the Peninsula Hotel is the place to stay.
Tony from Bartlett, IL
The James Chicago - Chicago Hotels
Rating: 4.5 Stars
C$162

The James Chicago

55 East Ontario Street, Chicago - Map
 
 
"Perfect location."
Fantastic location. Doorman's lunch recommendation was great. Staff very friendly.
s from Ontario
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
"Came for afternoon tea"
Wonderful ambiance to set the Christmas mood. Tea and food was excellent.
jean from b
Sofitel Chicago Water Tower - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Water Tower

20 E Chestnut St, Chicago - Map
 
 
"Love the Location!"
Love staying at the Sofitel. It is very convenient to several hot spots and the Mag Mile. Staff is wonderful and I feel pampered when I stay at the Sofitel. Great palce.
A Traveller
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"Great location."
This was our second stay and we love it at the Waldoff
A Traveller
The Waldorf Astoria Chicago sets a new standard in ultra-luxury experiences, delivering highly refined service in a …More
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$100

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Great hotel in the heart of Downtown"
The Whitehall Hotel was a very pleasant experience. We thought the pictures looked great but when we arrived everything was better than expected! Everything was working great except for the safe which needed a nudge to get open, but it doesn't take away from the overall excellent rating. Thanks to all the courteous and helpful staff.
Chris from San Juan, PR
Hotel Monaco Chicago, a Kimpton Hotel - Chicago Hotels
Rating: 4.0 Stars
C$162

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
We had a great time staying at the hotel. The staff is friendly and most helpful. Our room was amazing and very clean with an awesome view of the river. We will stay there everytime we visit Chicago.
A Traveller
Hotel Chicago Downtown, Autograph Collection - Chicago Hotels
Rating: 4.0 Stars
C$127

Hotel Chicago Downtown, Autograph Collection

333 N Dearborn St, Chicago - Map
 
 
"Excellent experience at downtown Chicago hotel"
Great experience from check in to check out! Staff is friendly and efficient. Restaurant State and Lake is great for any meal.
A Traveller

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    Romantic Hotel Guide in Chicago

    Roses are red, violets are blue, isn’t it time for a Chicago trip for two?

    • Uncover the best discounts on romantic hotels in Chicago
    • Choose accommodations with lavish amenities and perks
    • Read verified reviews for advice on the best hotels for you
    Read More

    Chi-Town isn’t just one of the largest cities in the United States; it’s also one of the most romantic.

    Start your couples weekend by checking out one of the city’s signature attractions: the Navy Pier Ferris Wheel. Modeled after the very first Ferris wheel that debuted in Chicago’s 1893 World’s Fair, the Navy Pier Wheel has been a romantic favourite for generations. After the pier, get those creative gears really spinning when you take your partner to the Art Institute of Chicago. The centre spotlights everything from turn-of-the-century photographs, to impressionist paintings, to abstract art. If you and your partner-in-crime love improv, don’t miss a show at the Second City. This legendary improv group is considered a pseudo comedy college for budding stars. Many Second City players move on to television and movie gigs, so catch a performance before they’re gone.

    When it comes to deals on your accommodations in the city, we know discounts are no laughing matter. So book right here on Expedia.ca to find the top discounts on the best romantic hotels in Chicago. Take your pick of rooms and suites with epic window views and special amenities like in-house dining. You can even reserve your stay at a luxury hotel in Chicago, which can include extra perks like in-house spas and valet service.

    Whether you’re on your first big trip together or it’s your anniversary, you can’t go wrong with a romantic trip to Chicago. Take in the sights while saving money on your accommodations. With the cash left over, you’ll have more than enough for an extra trip up the Ferris wheel, hand in hand.

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