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Ready to create your weekend itinerary in Chicago? We've got some of the best of Chicago's Valentine's Day options that we know you'll love as well as top happenings that you won't want to miss. Are you ready to see some of your favorite cars and auto-related exhibits? Or are you looking forward to 100+ productions during Chicago Theatre Week? It's time to make weekend plans — here are the top things to do this weekend in Chicago.     



Chicago Theatre Week
February 9-19 // $15 & $30

Cadillac Theatre

Now in its fifth year, Chicago Theatre Week is a celebration of Chicago's world-class theatre scene. Visitors and residents will again have the opportunity to choose from more than 100 productions and sample the extraordinary range of theatrical offerings in Chicago. Chicago theatres are a vital part of the neighborhood landscape year-round, offering top-notch musicals, new works, classics and more.



Celebration of Chicago Art
February 11 // $10

Celebration of Art

Simantikos Dance Chicago's Celebration of Chicago Art begins in the lobby of the beautiful Reva and David Logan Center for the Arts with wine, appetizers, a red carpet, and visual art viewings (5pm -7pm) and moves to the main stage (7pm) for a performance featuring 14 local performance art groups. Join us for a night of fun, class, and art appreciation. 



Chicago Auto Show
February 11-20 // $7-$13 | Children (Ages: 0-6) FREE

The largest auto show in North America features a range of domestic and imported cars and trucks, experimental and concept cars and a number of auto-related exhibits. The 109th edition will feature nearly 1,000 vehicles on display, from the latest and best introductions from North America and around the world, to a complete range of domestic and imported passenger cars, trucks, minivans and sport utility vehicles.

See more of what to expect at this year's Chicago Auto Show



Chicago Pizza Party
February 11 // $20

Chicago Pizza Party 

The Chicago Pizza Party is Chicago's premier pizza festival, showcasing the city's delicious culinary talent with 20 of the top pizza restaurants competing for "Best Pie in Chi" while local breweries serve up beer tastings in our VIP beer garden. If endless food and beverage isn't enough, fun games, a photo booth and the hottest DJs this cold city has to offer are sure to keep you entertained! This is not your average food festival! 



Neighborhoods of the World at Navy Pier
February 12-March 26 // FREE

Navy Pier is proud to celebrate the rich tapestry of Chicago's diverse communities at Neighborhoods of the World, an annual cultural tribute, presented in collaboration with community arts organizations, consulates and museums. Over the course of nine weeks, celebrate the many cultures of our world-class city by enjoying lively folk music, traditional dance, cuisine and crafts from various ethnic Chicago communities. Come travel the world without ever leaving your backyard!  



Guild Board Backstage Tours at Lyric Opera!
February 12 // $40-$150 per person 3

Are you curious about the inner workings of Lyric's Civic Opera House? Explore life behind the curtain at Lyric Opera of Chicago. Your 2.5-hour, 10-stop walking tour will be guided by professional staff and trained volunteers, peppered with interesting discussions and demonstrations by experts in various staging areas, encompassing makeup and wardrobe, props and scenery, the orchestra pit, and more.



Valentine's Day Roundup

Valentine's Day Dinner Cruises
February 11, 12 & 14 // Start at $69.90

Odyssey Valentine's Dinner Cruise 

Your most memorable Valentine's Day yet is waiting on the water during a Valentine's Day cruise with Odyssey or Spirit of Chicago for dinner. Stunning skyline views, inspired cuisine and an experience unlike any other all make for the perfect celebration of love. Private table with incredible views of Chicago's iconic skyline, delicious meal with freshly prepared entrees, salads and desserts, dance floor with a professional DJ spinning romantic ballads and much more!

Check out more ideas for Fun & Romance at Navy Pier This Valentine's Day.


#DateMe: An OKCupid Experiment

#DateMe is the perfect show for people looking for love, already in love, or who want to Laugh at love. Featuring multimedia, original music, improvisation, and real life characters transferred from the online world to the stage. It's unlike anything you've ever seen before! 

For more options, check out Chicago Valentine's Day Date Ideas at Every Price.


David Burke's Primehouse Special

David Burke's Primehouse

David Burke's Primehouse offers special cocktail and Champagne options to round out its regular menu of dry-aged steaks, oysters, lobster scrambled eggs, and other decadent steakhouse dishes for Valentine's Day. Featured beverage specials available February 12 through February 14 include Mauve Violette cocktails made with Champagne Henriot and creme de violette; Henriot Brut Souverain Champagne by the glass of bottle; Ruinart Brut Rosé Champagne by the glass or bottle and much more.



Need more to do? Check out the University of Chicago Folk Festival & Shen Yun 2017 World Tour or see our Ultimate Guide to Chicago Festivals which breaks down the biggest events of 2017 by month.