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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$115

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
It was very relaxing. The steam room was nice to relax and they had a jetted tub with a fire place. Just wished the jetted tub actually worked.
A Traveller
Dana Hotel and Spa - Chicago Hotels
Rating: 4.0 Stars
C$225

Dana Hotel and Spa

660 North State Street, Chicago - Map
 
 
Always feels like home staying here! The staff is wonderful and the room is always great and comfortable.
Traveller from Toronto, Canada
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$598

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
"Newly remodeled and updated."
The rooms have recently been completely remodeled and are very attractive and well designed. The rooms make greater use of technology than in the past and most amenities are controlled through use of touchscreens. The service and food are still excellent. The Peninsula is still, arguably, the best luxury hotel in town.
Traveller from Porter, IN
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars
C$236

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
 
 
"Great hotel near Millennium Park & shopping"
Stayed here over Thanksgiving - 2 adults, 2 kids aged 10 & 8. Great location, gorgeous decor, comfortable beds, clean & well sized family room. Room service was quick & delicious. We used the pool & jacuzzi (fab!), my son loved the 1/2 basketball court, we didn't used the gym facilities but they looked great and well appointed. The only down side was in Business area which couldn't print tickets I needed. The concierge happily obliged so no drama. Would recommend & stay again.
Traveller from US
Situated near the confluence of Lake Michigan and the Chicago River in the Lakeshore East Development Award Winning Aqua …More
Bishops Hall - Oak Park Hotels
Rating: 3.5 Stars

Bishops Hall

605 Iowa Street, Oak Park - Map
 
 
"Perfection!"
Bishops Hall is elegant and formal in its appearance, yet so comfortable, relaxing and welcoming! The owner's attention to detail harkens back to a bygone era of hospitality!
Traveller from Madison, CT
The Willows Hotel - Chicago Hotels
Rating: 3.0 Stars
C$138

The Willows Hotel

555 W Surf St, Chicago - Map
 
 
"Convenient Location in beautiful area of the City"
Charming, older property. Public spaces could use updating with lighter colors and better light. Extremely responsive and friendly staff. Excellent housekeeping! Great coffee always available and sufficient continental breakfast. Will stay here again!
Traveller from US
Sofitel Chicago Magnificent Mile - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago - Map
 
 
"Beautiful retreat"
We stayed at the hotel during Thanksgiving holiday. The location to Magnificent mile was perfect. The hotel staff and lobby were warm and welcoming. The room was well appointed with a nice European atheistic. The hotel parking garage was way to expensive $69 valet or $49 self parking. That was the only downside. Other wise great stay.
Traveller from washington dc
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$138

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Good Location, Great Rate"
We stayed at the Whitehall over the Thanksgiving holiday and had a great rate. The room was small, but clean, quiet, and comfortable, which is all we needed. The location was excellent--near our destination and not too far to walk to the train station. There are many shopping and dining opportunities in the area.
Traveller from US
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
Great stay... ........ ......... ........
A Traveller
The James Chicago - Chicago Hotels
Rating: 4.5 Stars

The James Chicago

55 East Ontario Street, Chicago - Map
 
 
"Great location"
Perfect location for a short visit with my son. Hotel allowed me an early checkin which I really appreciated. Staff very friendly and welcoming. My room seemed a bit "tired". The bathroom could have been cleaner and one of the leather chairs needed replacement--looked like it had been chewed on at some point. Bathroom cube seat needs to be replaced. Bedding was very comfortable.
Traveller from US

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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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