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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$134

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$122

dana hotel and spa

660 North State Street, Chicago - Map
 
 
"I love the Dana!"
I always stay at the Dana when I visit Chicago. It's always comfortable and the staff is fantastic!
Shevan from Chicago
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$500

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
"Excellent hotel just next to Michigan Avenue"
Excellent hotel in an ideal location, right next to but not on Michigan Avenue. Great view from the very comfortable rooms , great SPA on the 20th floor and the Shanghai Terrace is an excellent Chinese restaurant
Cornelia from Orange County, CA
The James Chicago - Chicago Hotels
Rating: 4.5 Stars
C$179

The James Chicago

55 East Ontario Street, Chicago - Map
 
 
"Amazing hotel"
Me and my wife stayed here while going to a Concert at Chicago Theater. The staff and room was amazing. They actually have comfortable beds, unlike many other hotels. We had a great time!
Nic
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
"Elegant hotel with great location and history."
This place brings back the old-school definitions of elegance and service. Delightful base for shopping and site-seeing.
A Traveller
Sofitel Chicago Water Tower - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Water Tower

20 E Chestnut St, Chicago - Map
 
 
"Excellent place very near to Magnificent Mile"
Was an unforgettable experience in this Sofitel, very professional and friendly Staff with two wonderful features inside, the French restaurant and the modern bar.
Jorge and Magda from Miami
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"Loved it!"
We had a blast. Bathroom was huge, loved the fireplace
Chris from Louisville, KY
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$104

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Good location, big rooms and a comfortable bed!"
Really good location, a couple of hundred yards from the John Hancock Center on the Magnificent Mile. Hotel is a nice vintage hotel, the room was very big and had a huge king size bed which was incredibly comfortable. Shower head could have done with being a foot higher but nothing else to complain about. Would definitely stay at again.
Joe from Ipswich, UK
Hotel Monaco Chicago, a Kimpton Hotel - Chicago Hotels
Rating: 4.0 Stars

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
"Great Hotel and Great Location"
I will be back soon, the hotel was in a great location, the service was excellent, and the rooms super. Thank you!
A Traveller
Hotel Chicago Downtown, Autograph Collection - Chicago Hotels
Rating: 4.0 Stars
C$134

Hotel Chicago Downtown, Autograph Collection

333 N Dearborn St, Chicago - Map
 
 
"Great hotel with super staff!"
I stayed here with my 11 year old son on our first visit to Chicago. The staff are all so friendly and eager to help. I love the way they all took an extra moment to chat with my son. The valets were my favourite. All genuinely nice people. Our room service breakfast was a delight and the snacks in the concierge lounge were delicious. There are fantastic restaraunts near by and its close to so many attractions. We will definitely be back here!
Blackhawks Fan from St. Albert, Alberta, Canada

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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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