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Featured Chicago Romantic Hotels

See all 867 Hotels in Chicago
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook
3.5 out of 5.0
4.3 out of 5 (333 reviews)
Nice time The experience was great only issue I had was that the DVD remote didn't work. Other than that we had a great time.
  12 Oct 2017

C$106

C$106
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,577 reviews)
Great Historic HotelThe Palmer House remains one of Chicago's treasures. The lobby is beautiful and maintains what it was over the decades. The rooms were nice and comfortable. The gentleman who checked us in was awesome and very friendly. I am sorry I didn't get his name but it was around 2:40pm on Saturday the 14th. ...
  16 Oct 2017

C$188

C$188
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

140 E Walton Place, Chicago
4.0 out of 5.0
4.3 out of 5 (824 reviews)
Great location in a historic wonderful hotel.The room was nice and big overlooking the lake , was very comfortable. The morning breakfast was incredible with lots of choices and the staff could not have been more helpful.,
  22 Sep 2017

C$242

C$242
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (1,520 reviews)
Incredible Hotel!I stayed at this hotel for the Chicago Marathon weekend (as a runner) and they went above and beyond for all runners staying in the Hotel. From the simple Gatorade and granola bar on placed on our desk the night before the race to the shuttle bus and breakfast spread the morning of the race, this ...
  15 Oct 2017

C$252

C$252
Dana Hotel and Spa

Dana Hotel and Spa

660 North State Street, Chicago
4.0 out of 5.0
4.4 out of 5 (997 reviews)
Great hotel, staff and restaurant, Portsmith, downstairs. Will definitely be back.
  16 Oct 2017

C$174

C$174
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.5 out of 5.0
4.4 out of 5 (1,205 reviews)
Very modern facilities, and comfortable.Super organized and clean. Location is excellent and staff very friendly
  19 Oct 2017

C$195

C$195
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago
4.5 out of 5.0
4.4 out of 5 (784 reviews)
Great Location While checking in they gave us a free room upgrade which was really nice. The valet attendants were prompt and they even met me at the car door with a umbrella as it was pouring down rain. The bed was very comfortable and our room was very clean. The hotel is within walking distance of so many things. ...
  19 Oct 2017

C$156

C$156
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,165 reviews)
All great except bathroom towels felt old and thin
  18 Oct 2017

C$243

C$243
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
4.5 out of 5.0
4.4 out of 5 (1,273 reviews)
Great Hotel! The issue is parking.Great hotel. Great service, Great Food, Great Bar! Great experience. Except the cost of parking. We came in at 11pm on Saturday. Left at 2pm on Sunday. The parking cost $71.00. Now this is not owned or operated by the hotel in anyway, but they need to figure out a way to save customer's on this cost. ...
  17 Oct 2017

C$238

C$238
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

521 North Rush Street, Chicago
4.5 out of 5.0
4.5 out of 5 (853 reviews)
Center of everythingThis hotel is attached to a mall. So close to everything. Loved it!
  17 Oct 2017

C$248

C$248
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Romantic Hotel Guide in Chicago

Put on some sultry tunes, spark the candles, and ensure the rose petal path is ready: You are headed to a fairy tale ending. Whether you have an extraordinary anniversary coming up or need a break from a bustling life schedule, you'll be swept off your feet as soon as you lay eyes on Expedia.ca's romantic accommodations in Chicago. We provide simple ways to peruse 4 romantic hotels in Chicago, regardless of the reason you need this vacation.

Chicago Romantic Hotels Are Only the Beginning

What do you want when it's time for tales of romance? Chicago hotels with health clubs or in-room professionals for a renewing couples massage could be at your fingertips. The restaurants in the area should be delighted to set up candlelit dinners where you can gaze into your special someone's eyes. Perhaps you will continue the fun at a local establishment before retiring to your accommodation.

You can also see the things to see in the area, so you’ll learn what to expect.

  • Chicago romantic hotels are here for you two lovebirds just when you need them.
  • We’ll help you locate exactly what you’re in search of at Chicago romantic hotels.
  • You'll not ever feel the need to leave your personal sanctuary.
  • The front desk can help you find everything you are looking for.
  • Conclude a marvelous getaway with a stroll around the properties under the moonlight.

It's Currently a Great Opportunity to Be Amazed by Our Prices and Lodging Selection

Indeed, you will soon see why vacationers return over and over. Chicago has had a 126% increase in reservations during the previous year. And you will have plenty of dollars left over thanks to bargains from Expedia.ca. Live your honeymoon phase all over again when you give us a chance today.

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.