Romantic Destinations in Chicago

Chicago may be known as the windy city but rather than thinking of it as frigid, think of it as a great place to snuggle with your loved one, or think of it as the city blowing you a big kiss. But whatever you think, when you think of romance you should think of Chicago. Believe it or not, Chicago is full of opportunities for lovers to enjoy each other’s company and create romantic memories.

Boat Cruise

There are a variety of cruises in the Chicagoland area, you can take a lakefront cruise or a river cruise, one that focuses on the architecture of the city’s buildings, canine cruises, pirate cruises, sightseeing cruises or romantic dinner cruises. Pick the Chicago River or Lake Michigan boat cruise that best suits your romantic style and enjoy the sights and sounds of Chicago from the water.

Navy Pier

Navy Pier has a number of things to do for couples, some of them romantic, some not so romantic. But a ride on the Ferris wheel is always romantic and provides some of the most incredible views of the city.  In the Pier Park there are other rides that may appeal to you and your sweetheart. And if heights are your thing the new Navy Pier AeroBalloon might just tickle your socks off. This helium filled balloon rises 35 stories or 350 feet above the city to give you 360 degree views of the magnificent skyline and Lake Michigan. Navy Pier also has a number of stages featuring a variety of productions, including an IMAX, but the most romantic theatre option on Navy Pier is the Shakespeare Theater, the winner of the 2008 Tony Award for excellence in regional theater. Navy Pier is so full of activities that couple can pick and choose their favorite activities and make a day of it. And don’t forget the nightly fireworks!

Chicago’s Theatre Scene

Chicago has an incredible theatre district, it’s not quite Broadway but it sure tries hard. And it’s the noted home of Second City, which was where many of Saturday Night Live’s original cast cut their comedy teeth. There are always a large number of productions occurring at a variety of theatres across the city, you can find such staples as Blue Man Group performing almost every night or you can catch a Broadway production on the road. There are also more obscure plays to make you laugh, cry, or even get a little angry, but no matter what its always an entertaining experience.

Chicago Symphony Orchestra

The Chicago Symphony Orchestra performs more than 150 times a year and features 107 very talented musicians, two world known conductors and two in residence conductors. The Chicago Symphony Orchestra is into its second century and began under the leadership of Theodore Thomas a famous conductor of his era. Since then the popularity of the orchestra has just grown and today whether performing at home or away the group is widely appreciated. In addition to the Chicago Symphony Orchestra, Symphony Center features more than 200 productions a year meaning that there’s always something amazing happening.

Couple’s Spa Day

Many of the local spas in Chicago have hopped on the couple’s massage spa treatments offering a variety of therapies and price ranges. Choose from the spa that seems to best fit your needs and price range and schedule some time in your romantic Chicago vacation to relax and unwind.

Magnificent Mile

The Magnificent Mile in Chicago, along Michigan Avenue, is rather like Navy Pier in that it just has so much to offer there’s bound to be something that sparks a little romance for everyone. The Magnificent Mile is most noted for its incredible shopping but there are so many other things to do that the shopping can be secondary if you’re not so inclined. In addition to shopping, along the Magnificent Mile you’ll find fabulous dining options, historic buildings, hotel spas and lounges, the Museum of Contemporary Art, theaters, Hancock Observatory and the breathtakingly beautiful Fourth Presbyterian Church. And in case you missed it, there are more than 460 stores, including Tiffany’s, a store sure to make any woman’s heart skip a little. Be sure to check out our Best Places to Shop in Chicago guide.

Chicago Blues

Chicago is known for its connection to the blues and there is no shortage of blues and jazz clubs in and around the city. From raucous good times to laid back intimate clubs you can easily find a destination that suits your mood. Discover new local acts that give a modern twist to the blues or come to hear some of your favorite old-timers as they play historic locations in the Windy City.

Horse Drawn Carriage

Horse Drawn Carriages just smack of romance no matter what the time of day, year or where you are. There’s almost nothing more romantic than getting a view of the city from the back of a horse drawn carriage. There are a number of different tours available and the times vary from 30 minutes to two hour rides and the prices are very reasonable. For those looking to create just the right environment for a romantic event of a lifetime, there are engagement packages available if you inquire beforehand.

Signature Room/Signature Lounge

For drinks and/or dinner the Hancock Building’s Signature Room and Signature Lounge are perfect for couples. The Signature Room is situated on the 95th story of the Hancock building and has some of the most incredible views of the city (as long as it’s not foggy), the food is magnificent, the service supreme and the prices are pretty outrageous. So if a couple hundred dollars is not in your budget for a romantic meal, how about stopping at the Signature Lounge on the 96th floor for a cocktail and to enjoy the views of the city below.

Adler Planetarium

Is there anything more romantic than an evening under the stars with someone you love? At the Adler Planetarium in Chicago you can experience that evening at any time of the day and any day of the year. The planetarium’s famous Zeiss planetarium theater hosts Night Sky Live! which provides guests with a deeper look at the incredible diversity of the universe around us. Adler after Dark is a new program and is held every third Thursday of the month for adults 21 and over. The event features cocktails and appetizers and occurs from 6pm to 10pm, it’s the best way to take in everything the planetarium has to in an intimate setting.
Creative Commons License Photo credit: anneh632