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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
It was the most amazing pool suite! Everything was perfect!
Traveller from Eureka, Il
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars

dana hotel and spa

660 North State Street, Chicago - Map
"Great location, nice hotel, friendly staff. "
Everything about the hotel was pretty great. Nice space, friendly staff, spa is amazing. My only two negatives were the noise from Vertigo (rooftop club) until 2 am (we were advised by other guests to stay below the 17th floor in the future to avoid this) and the scented candles/air fresheners in the Lobby & Freestyle. But just kind of nitpicking. Overall, great place!
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
"Truly a luxury hotel in Chicago"
The Peninsula continues to be my favorite hotel in Chicago - conveniently located very close to Michigan Avenue, very attentive staff, great rooms with nice bathrooms, good selection of restaurants. The Shanghai terrace is a special restaurant in the hotel and offers a different atmosphere. I also like the Lobby restaurant with its spacious setting and great view, if you manage to get a table close to the windows.
Traveller from Irvine, CA
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
Good for the price, everything was clean just the parking is the problem
Traveller from Baton Rouge, Louisiana
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 Chicago Hotel"
Whenever I visit Chicago, I stay at the Sofitel. It's a great boutique- like hotel. It has an elegance located on a quiet street yet close to everything. I have had many consistent stays at this hotel and gladly recommend it as a great place!
A Traveller
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
"Good hotel within easy reach to all attractions"
Stayed at this hotel for four nights in November, easy reach of all attractions and reasonable priced. Staff very friendly, a special mention for the hotel concierge, who was very helpful on a number of occasions.
Traveller from London
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
"Nice stay."
My wife and I had stayed at the Drake a few years back and really enjoyed it, so we booked it again. Love the location, and loved the room even more. 8th floor with a nice view of the lake. Even though it's a bit of a walk to the Chicago CTA stop don't let that bother you. The housekeeping staff were incredibly nice and quickly took care of the few things we asked for. I'll always book there in the future, and hope The Drake is there for many years to come.
Traveller from Alexandria,Va.
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
"Beautiful Grand Hotel has it all."
Cozy rooms. Phenomenal staff. Able to walk to fabulous designer shops & restaraunts.
Traveller from IN
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
"Beautiful hotel in a great location!"
The Hotel Monaco is a beautiful boutique hotel in a perfect location!!! Easy access from the train to save on driving in the city (and paying for parking)! Friendly staff, comfortable and lovely rooms!!!
A Traveller
Thompson Chicago - Chicago Hotels
Rating: 4.5 Stars

Thompson Chicago

21 East Bellevue, Chicago - Map
"Mom and Daughters get away - first time to Chicago"
My sister and I took our 73 year old mom to Chicago for her Birthday. It was all of our first time visiting the City. I read great reviews about this hotel on Expedia and that is why we chose it. The reviews were right. This hotel is small, beautiful, quaint and everything we expected and more. It is in the heart of the City where you can walk to EVERYTHING.. The staff were all incredible. It definitely exceeded our expectation.
Traveller from California

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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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