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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

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
"Relaxing "
Very nice stay nice staff clean rooms I would go back
Traveller from Chicago
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars
C$331

dana hotel and spa

660 North State Street, Chicago - Map
 
 
"Nice, modern hotel, near good shopping!"
We unexpectedly needed to stay and additional night, but when I called the front desk and spoke with Cliff Bridgeman, he informed us that the hotel was already booked. Surprisingly, Cliff called us back to inform us that he was able to get us an additional night's stay. Cliff was very friendly,courteous and helpful.
Traveller from California
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
 
 
Great hotel nestled in great area for shopping and dining.
A Traveller
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
 
 
"Beautiful place"
It was a good expirence, the people were really nice but it was sad that our hotel has no microwave.. This place was a little to high end for us..
Traveller from st paul, mn
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
 
 
"Great location just off Michigan Ave."
Staff were very helpful and attentive. Free coffee all morning was great.
Traveller from Newark, NJ
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Nice hotel in perfect location"
The location couldn't have been better - it was close to everything we had planned on visiting. The shower head in the room was not installed correctly and was not suitable for anyone taller than 5'10". The wall paper was coming off the wall in places. The staff, however made up for it all. Friendliest staff you could ask for.
A Traveller
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"Urban classy hotel"
Everytime I think of our vacation. In Chicago I m glad we staid there instead of Trump or the Pininsula.
Traveller from A
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: 4.0 Stars
C$309

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
good location. excellent staff - the concierge was great with good recommendations for restaurants and directions - the doorman Antonio was a delight and engineer Glenn was really helpful and friendly
Traveller from London
The James Chicago - Chicago Hotels
Rating: 4.5 Stars
C$357

The James Chicago

55 East Ontario Street, Chicago - Map
 
 
Good location Friendly staff Awesome bed Good sized gym
A Traveller
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
C$714

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago - Map
 
 
"The hotel was amazing. Great view of Lake!"
The Trump was amazing. It exceeded all expectations we could have had. We got upgraded to an amazing suite for free and my 6 year old daughter was made to feel so special. We were celebrating her birthday and the staff went out of their way to make her feel important and to make sure she had a great time. It was truly a wonderful experience and we would stay there again in a heartbeat!
Traveller from Bartlett, IL
This hotel, adjacent to the Magnificent Mile, is located within 2 miles of the Art Institute of Chicago, Sears Tower, and …More

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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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