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Romantic Hotels in Chicago, Illinois

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

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
"Nice close to shopping mall"
It's was a beautiful experience I did have a great time
A Traveller
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars
C$207

dana hotel and spa

660 North State Street, Chicago - Map
 
 
"Great location with friendly staff"
We had an awesome weekend thanks to the Dana hotel and spa. It was a nice weekend getaway to the city with restaurants and shops all with walking distance. The staff at this hotel are so very nice and helpful. We will definitely return!
A Traveller
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

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
"Fantastic!"
We had a terrific weekend! This is by far the nicest hotel in Chicago and is hard to beat.
A Traveller
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
 
 
Front desk staff professional and well informed.
A Traveller
Situated near the confluence of Lake Michigan and the Chicago River in the Lakeshore East Development Award Winning Aqua …More
Sofitel Chicago Water Tower - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Water Tower

20 E Chestnut St, Chicago - Map
 
 
"modern and clean"
a nice hotel near north end of magnificent mile.. loved the bathroom with separate shower and tub. the room was small though and there were no electric outlets by the bed which was inconvenient. only stayed two nights, on the second day the room was not cleaned until we called the front desk at 3:30pm..
A Traveller
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$180

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Quiet hotel close to the action"
The Whitehall is a nice hotel which is right off of Michigan Avenue and within walking distance of many premium shopping areas, Millenium Park and the art Institute. The hotel staff was polite. The only issue I noted was the fact that 1 of the hotel's 2 elevators was out of service. According to hotel staff it had not functioned in weeks. Thankfully I was located on the 3 rd floor and took the stairs most of the time. However, it was definitely an inconvenience since the elevators only had capacity for 5 guests.
Traveller from memphis, tn
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
"Cozy & Luxurious"
Absolutely loved staying at the Drake Hotel. So lucky to book this room on Expedia during the Black Friday sale, otherwise there is no way we could have managed to stay in a room this nice. The Drake lived up to its reputation of elegance. The building is gorgeous, with ornate, gold accents and its history and star-studded guest list is impressive, to say the least. The hotel bar is overpriced and a little bit lacking in atmosphere; it looks like it has seen better days, but there are so many restaurants in the vicinity, that this is hardly a real issue. We did not interact much with the staff, but any interactions were friendly, fast, and courteous. They seem like they are always ready and willing to assist. Our overall experience was lovely and I highly recommend this hotel.
A Traveller
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"Excellent as always"
My favorite hotel for a romantic get away downtown. Very professional staff and the facilities are very clean and comfortable. Also, it is my favorite part of town, and I have lived in the Chicagoland all my life.
Traveller from Chicagoland
The Waldorf Astoria Chicago sets a new standard in ultra-luxury experiences, delivering highly refined service in a …More
Hotel Monaco Chicago, a Kimpton Hotel - Chicago Hotels
Rating: 4.5 Stars

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
"Great location and staff"
Was here for a business trip and the location, amenities and service couldn't have been better. I had a late check out and had to work in the lobby till my evening flight. The staff was so accommodating, offering to print some business papers for me and the afternoon hot chocolate in the lobby was a welcome treat! Cocktail hour always puts me in a good mood- they had complimentary flatbreads in addition to the usual red/white wines. Kimpton please don't change your style under your new ownership - we love you the way you are! I will always stay at a Kimpton when I can...
Traveller from Washington, DC
Thompson Chicago - Chicago Hotels
Rating: 4.5 Stars
C$291

Thompson Chicago

21 East Bellevue, Chicago - Map
 
 
"Great location in the heart of the Gold Coast. "
Very close to great shops and restaurants. Lovely neighborhood to walk around. Close to the lake. Beautiful room with spectacular bathroom.
Traveller from Addison, Il

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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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