Customized for your search:

Romantic Hotels in Chicago, Illinois

Chicago Hotels
Chicago

Top Trending Romantic Chicago Hotels

The Champagne Lodge & Luxury Suites - Willowbrook Hotels
Rating: 3.5 Stars
C$170

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook - Map
 
 
"Great get away for good price"
Check in was a breeze and greeted by a friendly man at the counter. The check in time is pretty late but it was ok cause we did some city shopping. The room over all was nice. The vent In the room was was caked in dust so might need to tend to that more often lol otherwise I'll be back!
A Traveller
Old Victorian Farmhouse Bed and Breakfast - Wauconda Hotels
Rating: 2.0 Stars

Old Victorian Farmhouse Bed and Breakfast

26668 S. Main Street, Wauconda - Map
 
 
"Nice bed and breakfast"
My husband stayed 1 night we enjoyed the suite it was comfortable and close to shopping, the Volo auto museum. It was a nice close1 night getaway! I have already recommended to a friend.
Traveller from Morrison,il
Dana Hotel and Spa - Chicago Hotels
Rating: 4.0 Stars
C$253

Dana Hotel and Spa

660 North State Street, Chicago - Map
 
 
"Great location"
Hotel was relatively close to everything I needed - the L to Wrigley Field, Navy Pier, Magnificent Mile. Staff was very friendly and professional. Room was nice (would be a little small for more than 1 person for more than 1-2 nights, though).....loved the decor and vibe of the whole experience.
Traveller from PA
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
 
 
Very clean rooms. High quality furnishings. Detailed service.
Traveller from San Francisco
Radisson Blu Aqua Hotel Chicago - Chicago Hotels
Rating: 4.5 Stars

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago - Map
 
 
" "
Very nice hotel. Staff was exceptional. Proximity to attractions is great. We were able to walk everywhere!
A Traveller
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

The Willows Hotel

555 W Surf St, Chicago - Map
 
 
"The Willows Hotel was in the center of everything."
We were in the Lincoln Park area Lake Side East near 2 Catholic churches, plenty food places, & near 2 bus lines to take you anywhere in the city. The Lincoln Park Zoo, Conservatory, & beaches were within walking distance. It was a fantastic area to experience the great city of Chicago.
A Traveller
Sofitel Chicago Water Tower - Chicago Hotels
Rating: 4.5 Stars

Sofitel Chicago Water Tower

20 E Chestnut St, Chicago - Map
 
 
"Modern Europe meets downtown Chicago"
I have visited Chicago several times to visit my daughter and this is my favorite hotel so far.
A Traveller
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$207

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Nice Hotel in great area"
easy check in, very nice staff and clean room. Went for the night to see a cub's game and was very pleased with our hotel. would recommend this hotel to anyone. Very pleased.
Traveller from Indiana
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars

The Drake Hotel

140 E Walton Place, Chicago - Map
 
 
"Fantastic girls trip"
Very friendly, prompt, customer friendly staff. The room was huge.
Traveller from sc

Search from 551 Chicago Hotels


    Why book with Expedia ?

    • Best Price Guarantee
    • Over 282,000 hotels worldwide
    • No Expedia cancellation fee
    • 91% customer satisfaction

    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.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews