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Featured Chicago Romantic Hotels

See all 954 Hotels in Chicago
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook
4.0 out of 5.0
4.4 out of 5 (1,234 reviews)
Plus size friendlyMe and my husband came hear to celebrate our 1 year wedding anniversary and I was concerned about being able to enjoy the hot tub but me and my husband are on the heavier side it was enough room for both of us to fit and we we're comfortable will definitely be back again
  18 Dec 2017

C$92

C$92
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago
5.0 out of 5.0
4.6 out of 5 (787 reviews)
Right on the river, very central to my eventsWeekend in Chicago for sites, visiting friends, Old Town tour, holiday events and a little work
  18 Dec 2017

C$119

C$119
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.5 out of 5.0
4.2 out of 5 (9,614 reviews)
family weekend in ChicagoI reserved five rooms for family members. The only complaint that I have is that I would have liked the rooms to at least be on the same floor. It was a little inconvenient to have to use the elevator every time we wanted to go between rooms. The rooms were clean and comfortable.
  18 Dec 2017

C$102

C$102
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (1,878 reviews)
Wonderful stay. So accommodating and friendly. We enjoyed they care and ability to hold our luggage while we shopped.
  17 Dec 2017

C$350

C$350
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (751 reviews)
Perfect getaway spot.In room dining, as served by Whitney, was excellent, and the in room massage by Santhana was phenomenal. The suite, of course, was beautifully appointed.
  16 Dec 2017

C$410

C$410
Dana Hotel and Spa

Dana Hotel and Spa

660 North State Street, Chicago
4.5 out of 5.0
4.4 out of 5 (2,212 reviews)
Best place to stay in Chicago! I stay here several times a year and have tried other area hotels, but this one is my favourite by far. You will love it here! :)
  16 Dec 2017

C$116

C$116
The Herrington Inn & Spa

The Herrington Inn & Spa

15 S River Ln, Geneva
4.5 out of 5.0
4.8 out of 5 (63 reviews)
Absolutely beautiful From the moment you walk in the door until the time you check out you are treated like royality. Beautifully decorated entrance greets you as you walk in the door. Moving toward check in you are greeted with warm smiles and staff asking how they can help you with your luggage. Once you're in your ...
  11 Dec 2017

C$216

C$216
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (1,454 reviews)
Great hotelThe hotel is very nice. The little touches/ amenities are very nice. And I’d stay gladly there again. I am adding it to my rotation of Chicago Loop hotels. A couple caveats: Happy Hour was packed; I’d get there early. I didn’t really like the pillows.
  15 Dec 2017

C$154

C$154
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.6 out of 5 (2,131 reviews)
Great hotel just off The Magnificoemt MileThis hotel is in a great location, within walking distance to some of the best restaurants in the City. It’s also, conveniently located just off the Magnificent Mile and incredible shopping. We weren’t there for that, but it was nice to take a stroll down the Mile and check out the neat store fronts ...
  18 Dec 2017

C$169

C$169
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
5.0 out of 5.0
4.4 out of 5 (3,645 reviews)
Nice hotel but parking overly pricey!Stay was fine and room price was competitive but parking rate of $70/day was a rip off. Almost the same as the room price and the car rental cost! I was not given an option to valet or self park so got stuck with higher priced valet parking. Should have been told of options.
  18 Dec 2017

C$153

C$153
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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.