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Romantic Hotels in Chicago, Illinois

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The Champagne Lodge & Luxury Suites - Willowbrook Hotels
Rating: 3.5 Stars
C$145

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
"Nice Getaway "
My husband and I always stay here when we come up to Chicago for a White Sox game. The CL is nice , clean , quite and secluded. I like the set up of the rooms with steam/shower room, Jacuzzi and fireplace, you have everything at your fingertips. The staff is always so pleasant each time we stay.
Traveller from PENDLETON,IN.
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars

dana hotel and spa

660 North State Street, Chicago - Map
 
 
"Coming back!"
Love this hotel... The location is perfect, room is very spacious, clean, smells good, fast room service and nice staff 👍🏼 (shout out to TJ, very helpful and friendly). Tried Freestyle and it was really good 😊. Would recommend this hotel !!!
Traveller from DC
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
 
 
The ultimate luxury experience. Close to the very finest shops, museums and restaurants. Absolutely beautiful hotel and wonderful staff.
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 hotel!! Super Accomodating"
We arrived really early... Checked in right away. They booked us in a corner room with excellent views! The bathroom was huge and spa like! The staff was extremely Accomodating! We will def be back to Chicago and will stay at Blu Aqua! Great experience! Thank you
Traveller from Orlando
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 hotel with great location!"
It is a great place to stay! Our room was very nice. The staff is always willing to please the guests. The food in the restaurant is delicious!
Traveller from Germany
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Amazing time in Chicago "
Great hotel.. Great location.. Would definitely stay there again. Staff was great as well... Sargon was great with recommendations... And was very entertaining.
Traveller from Vancouver, Canada
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
"We Love the Drake"
When in Chicago, we always stay at the Drake. Location is excellent and so are the people.
Traveller from Minneapolis
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"Best stay in Chicago NO Tipping!!"
When looking for a place to stay I always start at the top. The Waldorf did not disappoint. Our bags were brought up to our room and after a brief walk through of the room as our attendant was about to leave we were told that they do not take gratuities. His words " It takes the pressure off our guests. Wow!! I have nothing against tipping but it did relieve a lot of how much? or how often? Best place to stay in Chicago. Also they have a very nice house car that will drop you off anyplace you want to go within 2 miles.
Traveller from Minnesota
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: 4.5 Stars

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
"Nice hotel, great location and window seats!"
Love the proximity to the river and convenience of the Loop trains half a block away. Close but not close enough to be bothersome with crowds or noise. It was a prime location for a first time visit to Chicago!
A Traveller
Thompson Chicago - Chicago Hotels
Rating: 4.5 Stars

Thompson Chicago

21 East Bellevue, Chicago - Map
 
 
"Lovely hotel, great location"
Hotel was great except for one thing - no tea or coffee making facilities in the room. It's minor but being able to make a cup of tea when you wake up or get back in is great. Did order room service once but $21 for a pot of tea!
Traveller from Birmingham UK

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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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