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Romantic Hotels in Chicago, Illinois

Chicago Hotels

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
"Worth the money"
This place is very very nice. Very modern with an in-room Jacuzzi, electric fireplace, two person shower, The free breakfast was fair, but I don't think people go here for the breakfasts. It seems to be a romantic hideaway. The front desk sells wine and liquor.
Traveller from New Jersey
Dana Hotel and Spa - Chicago Hotels
Rating: 4.0 Stars

Dana Hotel and Spa

660 North State Street, Chicago - Map
Good location. Room was small and shower area cramped. I am six feet and 195 pounds. For a large person, it might be challenging.
A Traveller
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
Beautiful, comfortable rooms with wonderful amenities.
A Traveller
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
"Wives birthday weekend, great stay."
We actually had a balcony on the 18th floor, excellent views of Millennium Park.
Traveller from Chicago Suburbs
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
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

The Willows Hotel

555 W Surf St, Chicago - Map
"Great hotel in North Lincoln Park "
My wife and I have stayed in this hotel whenever we visit Chicago which has been 1-3 times a year for over ten years. It is close to the near North Side in a great neighborhood. The rooms are clean and the staff is friendly. The hotel is older so the bathrooms are small and there are room air conditioners.
A Traveller
Sofitel Chicago Magnificent Mile - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago - Map
"The food in the restaurant was excellent "
I had three delightful breakfasts in the hotel. The service was a bit slow, however
Traveller from US
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
"Excellent position"
Expedia managed to extend our stay when we had late notice that our flight had been changed. Unfortunately this meant a smaller room. The room was comfortable despite this and adequate for our needs. The hotel reception and door staff were excellent. We did not eat in the hotel.
Traveller from Plymouth UK
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
"This is a great hotel in the finest tradition."
The room was adequate, the service was excellent. Be sure to dine in the Cape Cod Room. Over all this hotel continues to have great charm. The location is perfect.
Traveller from US
The James Chicago - Chicago Hotels
Rating: 4.5 Stars

The James Chicago

55 East Ontario Street, Chicago - Map
"The whole experience was great!"
The room was clean and comfortable. The staff was very professional.
Traveller from indianapolis, indiana

Search from 551 Chicago Hotels

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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 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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