Sneak Away to Chicago for a Romantic Getaway for Two

Lots of Sweet Things to Do in the Heart of America


romantic getaway to chicago - downtown chicago at nightChicago is a bustling metropolis perched on the southwestern edge of Lake Michigan. Home to more than 2.7 million people, it is the most populous city in the Midwest, but there are plenty of cozy places in the big city and a wide variety of love-inducing attractions and inspirational views. Get away, just the two of you, in Chicago and enjoy quiet dinners, lovely settings, shows and attractions to have a great time together.

Romantic Restaurants in Chicago


Fall in love with the restaurant scene in Chicago. You can savor delicious cuisine at Signature Room Restaurant at the top of the Hancock Building. Dishes include pork loin saltimbocca, roasted Scottish salmon and shellfish risotto. After your meal, cuddle with your significant other and enjoy the panoramic views and cocktails at the Signature Lounge.

The accolades won by Charlie Trotter’s Restaurant could fill paragraphs. Accordingly, the establishment and the chef have won numerous, coveted prizes, such as ten James Beard Institute Awards. Here, you will dine on only free range and organic foods. Expect some of the finest pairings of wine and food possible at Charlie Trotter’s. Adventurous diners can order the grilled North American squid with couscous, bok choy and carrot juice. A great way to end a romantic meal at the restaurant is for a couple to split the huckleberry ice cream with dark chocolate and candied vanilla beans.

Activities for Couples in Chicago


  • Carriage Rides - See the sights the old fashioned way. You and your sweetie can take a horse-carriage ride on Michigan and Chicago Avenues throughout the year (except in extreme weather). Ride for between 30 to 60 minutes with up to four people.

  • Night at the Theatre - Lovers can take in a romantic play by the Bard at Chicago Shakespeare Theater on Navy Pier. Shows include such classics as A Midsummer Night’s Eve. Elizabeth Rex and Short Shakespeare. The Taming of the Shrew is a selection that may appeal to lovers.

  • Art Appreciation - Creative couples will appreciate a visit to the Art Institute of Chicago. Explore art that has romantic underpinnings. Exhibits include Torii Kiyonaga and Ideal Beauty in Japanese Prints, Arms and Armor: Highlights of the Permanent Collection, and Chagall’s America Windows.

  • Beautiful Music - Another wonderful way to spend a romantic evening is to attend a Chicago Symphony Orchestra performance. World-class CSO performances in the heart of the city will make for a memorable evening, and The Symphony Center also hosts a variety of concerts throughout the year.

Romantic Chicago Attractions


The lush settings at the Lincoln Park Conservatory are very conducive to romance. Built in the 1890s, the conservatory harkens back to a Victorian fascination with nature.  Partners can wind their way through rooms filled with ancient ferns and exotic plants. Year-round free admission also makes this a budget-conscious option.

Lake Michigan beaches make great date destinations. Plan a picnic at one of several area beaches. Choices include Kathy Osterman, Foster Avenue and Oak Street beaches.

Old-fashioned fun can be experienced at Navy Pier. The pier boasts a carnival park with an array of rides. Snuggle close with your honey on the 150-foot Ferris wheel. Miniature-golf, remote control boats and a wave swinger are also available for your pleasure. You can even ride with glee on the musical carousel.




 

Downtown Chicago condo ideas for your getaway:

Roscoe Village Guesthouse Close to Wrigley Great Neighborhood!

2 bedroom/2 bath fully furnished 3rd floor apartment in the heart of Roscoe Village. We also have a 3 bedroom 2 bath unit available in same building on the second floor, check out in my listings. So, Whether you’re planning a weekend excursion, b...

Luxury Resort in the Heart of Downtown Chicago

Brand new luxury 2 bedroom 2 bathroom corporate housing suite in a building resort unlike anything in Chicago!! The Resort is located in Chicago's high end neighborhood, Lakeshore East, where the Chicago River meets Lake Michigan. You will enjoy ...

Lake Front Mansion Perfect For Your Family Reunion Or Corporate Retreat

Start each day with a stunning sunrise over the lake! Lake Park Mansion is an exclusive Chicago vacation rental property conveniently located just 10 minutes from O'Hare International Airport and 25 minutes from Downtown Chicago. At 6000 sqft ...

Magnificent Mile luxury High Rise on 17th floor with great views

Enjoy breathtaking city views looking west and south. This 17th floor condo is located in the heart of the River North neighborhood in one of Chicago’s premier high rise buildings called the Grand Plaza. City of Chicago License #2179945 Enco...

Penthouse #5 - WOW, This place is FABULOUS!

This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with dramatic floor to ceiling window in the living areas and exquisite fireplace, this Penthouse gives you the ultimate in city ...

Vacation Home Search

Find the perfect rental for your vacation

Join Our Newsletter

Get the latest updates in your email