01 of 08
The Best Places to Kiss in the Windy City
The sexiest scene featuring a Chicago landmark happened in 1980s flick "Risky Business" when Tom Cruise's character took Rebecca De Mornay's on a wild ride on a CTA train. It's memorable, thrilling, and tempting, but in today's volatile climate, we would highly discourage recreating it.
But we're softies and romantics at heart, so we've gathered a great list of local landmarks and other points of interest to share a romantic kiss. Some are obvious choices, while others are completely under-the-radar places destined to become favorites.Continue to 2 of 8 below.
02 of 08
Get Cozy in a Red Leather Booth at Bavette's
Mysterious, sexy and dark, the French-themed lounge and steakhouse offers two levels where guests may dine, drink and be merry. Reserve one of Bavette Bar & Boeuf's red leather booths--which feels like it was plucked out of Paris' St-Germain-des-Prés neighborhood--and settle in with a significant other. It's roomy and comfortable, plus it's slightly isolated from the bustling dining room. It's also perfect for sharing generous portions of the bone-in, dry-aged ribeye; shellfish towers of oysters, jumbo shrimp and lobster; and short rib Stroganoff with hand-cut fettuccine and cremini mushroom.Continue to 3 of 8 below.
03 of 08
Steal a Smooch Under the Bean
Referred to by locals as "The Bean" for obvious reasons, Cloud Gate is a public sculpture designed by British artist Anish Kapoor. It is one of the centerpieces of Millennium Park and weighs in at more than 110 tons. "The Bean" was created using a huge number of individual stainless steel plates, and its seamless surface is the result of thousands of hours of polishing. The sculpture has the appearance of a giant drop of liquid mercury, and the mirrored surface offers an amazing reflection of the city skyline, which is even more breathtaking on a bright, clear day. Visitors can walk underneath the Cloud Gate, which is surprisingly concave, and take a romantic photo or two.Continue to 4 of 8 below.
04 of 08
Snuggle up During a Horse-Drawn Carriage Ride
Taking a step back in time with the nostalgic horse-drawn carriages is one of the best ways to explore the city. Noble Horse is one of Chicago's most prominent companies and it offers tours of the Magnificent Mile shopping district. Boardings and dropoffs are right off Michigan and Chicago avenues, but what most people don't know is that for an extra fee, the carriage will pick you up from a nearby hotel or restaurant such as Gibsons Steakhouse, Jellyfish, or Thompson Chicago Hotel. Now that's the ultimate romantic surprise.Continue to 5 of 8 below.
05 of 08
Gaze Upon the Skyline at Everest
Situated on the 40th floor of the Chicago Stock Exchange, Everest specializes in the cuisine of Alsace, located in northeastern France. It's the award-winning, ultimate date destination by renowned chef Jean Joho, who puts his spin on Alsatian cooking. Menus are prix fixe, seasonal and take diners on a tour through Alsace with exceptional tastes of smoked meats, cold-pressed lobster , and regional wines. Of course, it's all done with a killer view as the backdrop. Parking is complimentary for guests.Continue to 6 of 8 below.
06 of 08
Embrace Under the Michigan Avenue Bridge
Some of Chicago's top boat tours roll year round, and a few make their way to the Chicago River. Part of that thrill is the Michigan Avenue Bridge, which is gloriously lit up at night. As boats go under the bridge, it is a great opportunity to sneak a kiss. The head of the bridge--which is the official entrance to the Mag Mile--is a popular destination to take selfies and photos of the architecture.Continue to 7 of 8 below.
07 of 08
Feel Glamorous in the Pump Room's Booth One
The legendary restaurant, tucked inside Public Hotel Chicago, continues to be a celebrity magnet almost 80 years after it was established in 1938. But to really experience an over-the-top evening, book Booth One. That's where all the A-Listers--including the likes of Frank Sinatra, David Bowie, Sammy Davis Jr., Elizabeth Taylor, Sting, and Mick Jagger--reclined in high style. It can be yours too--simply request it when you make a reservation--and watch everyone watch you in envy. It comes with a vintage, rotary-dial telephone; alas, you cannot call out on it. The Pump Room serves classic American dishes that have been re-imagined by Michelin-starred chef Jean-Georges Vongerichten's staff. There's a three-course tasting menu available nightly, which makes a visit here even sweeter.Continue to 8 of 8 below.
08 of 08
Delight in the Signature Room at the 95th
Just above 360 Chicago (formerly John Hancock Observatory) is The Signature Room at the 95th. It's in the heart of the Magnificent Mile shopping district and every view from the American-focused restaurant on the 95th floor is spectacular. During its more than 20-year history, The Signature Room has been the site for hundreds of marriage proposals with Valentine's Day being the most popular occasion. For the absolute best views of the city, request Table 111. The kitchen can also provide personal touches, like a box of handmade truffles, or a message spelled out in raspberry sauce on a dessert plate.
And to truly set the mood, there's a harpist available on most nights.