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Romantic Hotels in Chicago, Illinois

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Sofitel Chicago Magnificent Mile - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago - Map
 
 
"Great hotel great location"
I had a very pleasant stay at Sofitel Chicago. I was especially impressed with the room service; everything I ordered was delicious.
A Traveller
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$108

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Nice hotel and excellent location."
Hotel is centrally located and has excellent food and shopping on walkable distance. Rooms and bathrooms are a bit small But overall very nice and would recommend it
A Traveller
Kimpton Hotel Monaco Chicago - Chicago Hotels
Rating: 4.5 Stars
C$185

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago - Map
 
 
"great place to stay"
Great place to stay. Restaurant/bar is a good place to hang if it is 10 below and you don't want to venture outside.
A Traveller
PUBLIC Chicago - Chicago Hotels
Rating: 4.0 Stars
C$182

PUBLIC Chicago

1301 N State Pkwy, Chicago - Map
 
 
"Great place and location for the price"
The room was clean and all of the staff were very friendly, courteous and helpful. The lobby area is nicely done and a great place to chat and chill.
A Traveller
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
C$460

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago - Map
 
 
"Hard to fault this hotel!"
Rooms were incredibly spacious with a separate kitchenette and seating area. Clean, modern decor really make the most of the fabulous views. Electric curtains were a great touch. Service was impeccable and really made the place special, everyone from the doorman to concierge were incredibly friendly and helpful. If we go back to Chicago, there's only place we could stay...at Trump's!
Traveller from London
This hotel, adjacent to the Magnificent Mile, is located within 2 miles of the Art Institute of Chicago, Sears Tower, and …More
Palomar Chicago, a Kimpton Hotel - Chicago Hotels
Rating: 4.5 Stars

Palomar Chicago, a Kimpton Hotel

505 N State Street, Chicago - Map
 
 
"Nice hotel and convenient."
The walls are insulated enough that you could hear people talking outside the door. On weekends where a lot of younger ones are running around, it's impossible to get a good night's sleep.
A Traveller
NOT AVAILABLEMore
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
C$130

Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
"Nice stay"
Very nice hotel, friendly and helpful staff. Room small but very clean. Location very good! Would recommend!
A Traveller
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
C$584

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
Hotel overall was very nice. There was a long hair found in the shower that wasn't a huge deal, but I wouldn't expect at a 5 star hotel of this caliber. The espresso machine didn't work.
A Traveller
Raffaello Hotel - Chicago Hotels
Rating: 4.0 Stars
C$138

Raffaello Hotel

201 E Delaware Pl, Chicago - Map
 
 
"It's nice hotel with great location."
I will reserve a room in this hotel when I get back to Chicago again.
A Traveller
Wyndham Grand Chicago Riverfront - Chicago Hotels
Rating: 4.0 Stars
C$159

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago - Map
 
 
"Very nice hotel, concierge was extremely helpful"
We will stay here on our next visit, i can't say enough good things about the staff. great location. only thing that could have made our stay better was warmer weather...... but thats the windy city in winter
Traveller from golden BC

Search from 229 Chicago Hotels


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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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