Fun Dates In Chicago
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Do you go for plans that are tried and true or try to impress with something more adventurous? There's so much to do in Chicago. How do you funnel it all down into one perfect evening? Take the pressure off yourself the next time it's your turn to plan by scanning our suggestions of the best date ideas in the city. We think there's a little something for everyone here. Just make sure we get an invite to the wedding!


Chicago Food Planet offers a variety of awesome walking food tours in Chicago. Nothing says Chicago romance like a night of classic cocktails, lavish art deco booths, and jazz standards. Instructors pepper their lessons with fun facts on the history of spirits and libations.

A cross between basketball, lacrosse and bumper cars, each will get your engines and hearts racing. This cozy Humboldt Park restaurant has all the vibes of a Left Bank bistro and exquisite food to boot.

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What a way to stir up some romance. Photo Source: lostlaketiki. Attendees can rent or bring their own skates, but tickets are a must. Photo Source: Michael Novo Photography. Woe your sweetheart with these hot, Chicago romantic things to do and best date ideas.

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The beautiful and historic Stagg Court is turned into a roller rink for a throwback event that manages to feel brand new. You may not have the moves of Patrick Swayze or the doe eyes of Demi Moore.

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They say you can find out a lot about a person by looking at their bookshelves, but that may be too forward for a first date. .

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Is there anything better than being in love? Though their experienced chefs will guide you through a recipe, the mood is that of a BYOB dinner party but without any of that pesky clean up.

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Photo Source: Navy Pier. Photo Credit: Chicago Food Planet.

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Fun dates in Chicago Out Our Tours. In a completely professional, platonic way, of course. Share your favorite facts on obscure trumpeters or impress your darling with your encyclopedic knowledge of all things Miles Davis.

You can also rent board games, attend one of their many literary events, or simply take the time to write each other some love poems. Grab a Mai Tai, push some biscuits, and see if this is a forever kind of relationship. Think about it! Photo Source: Chicago Mag. Photo Source: Whole Foods Market. The massive indoor Bucktown complex also holds a bowling alley, laser tag, and a full-service restaurant.

They have a happy hour on weekdays from 3 to 6 p. Photo Source: Chicago Parks District. Insider Tip: The couple that tours together, stays together. With so many options, how can you be sure to sweep that person off their feet? Besides being a total sensory experience for your taste buds, Chinatown is also home to some of the most memorable spots in the city and summer is the perfect time to explore them. There is! Summer is in the air as soon as Memorial Day hits in Chicago.

Photo Source: The Chicago Lifestyle. Instead of hitting your local multiplex, grab your favorite picnic basket and a blanket and head outdoors.

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Daily specials are listed on their chalkboard for those who want to venture beyond their standard menu. On any given night, couples can lounge the night away while listening to jam quartets, swing orchestras, brass bands, string sextets, jazz collectives and so much more. On any given night you may also be serenaded by the angelic voices of a holiday choir, captivated by the twinkling beauty of lighting ceremonies or simply thrilled by the communal joy found in currywurst.

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Their classes are structured in much the same way. Subscribe to our newsletter! For a crush that feels a lot like puppy love, no date might be better than the wickedly fun Skate Night at the swanky Chicago Athletic Association Hotel. Photo Source: whirlyball. Between the dramatic skyline, the sweeping views of the lake, the best-in-class restaurants and the glistening lights, Chicago is an excellent backdrop for falling head over heels for someone. Have you already dreamed up your themed wedding and it may or may not involve at least one Lord of the Rings character?

Some couples like to be wined and dined, others like to spin and win. Photo Source: kaizanchicago.

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Insider Tip: Looking to bond with your colleagues instead? Gift Boxes Book Now. Instead take them to Volumes Bookcafea charming bookstore in the heart of Wicker Park. Every third Thursday of the month, the Adler opens its doors after 6 PM for a night of live entertainment, special guests, and full access to its exhibits and galleries, including the Doane Observatory weather permitting. Tour Length 3 Hours.

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Did you finally find the weirdo who understands your weirdness? The cherished outdoor market is held right in Daley Plaza and is open daily from late November to Christmas Eve. Stroll the stalls hand-in-hand, indulge in a nutella crepe, and toast each other with some gluhwein. Fall in love with our guide to the perfect date in Chicago.

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Photo Source: christmaschi. First Last. What are other must-eat foods in the city?

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Photo Source: Adler Planetarium. Its low mood lighting makes it the perfect, intimate spot to be seduced by the power of music.

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Photo Source: Chicago Catalyst. The Green Mill has been serving up smooth, smooth sounds since and they still maintain a timeless feel.

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Iconic Foods of Chicago Food Tour. Chicago has a fantastic array of date night activities that will spark the romance between any couple, old or new. The event is only held during the winter months. Insider Tip: Planning on spending a whole day at Navy Pier, and not just a date? Whirlyball is a great way to blow off steam, collaborate, and have fun with a big group.

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Admission is free, but the memories are priceless and a great Chicago date idea to consider. The experience is hands-on, interactive, but also very laid back. Get your tickets early because the event does sell out. If your idea of romance includes lush landscapes, tropical drinks, and the irresistible sexiness of oversized Hawaiian shirts, then head over to Lost Lake.

16 fun chicago date ideas

Share this intimate activity with your one-and-only with one of the many courses at The Social Table. Instead of spending the whole night in one trendy Chicago restaurant, hit five hotspots in one evening. For the true gourmands, Kai Zan offers two different omakase menus. Stave off the long winter nights, with these fun and romantic Chicago winter date night ideas that will warm you up for months on end. Done correctly, cooking can be an extremely sensual experience.

If your love is kooky, but true, we have some cute date night ideas that scream soul mate. The tiki bar that restored tiki bars to their former glory offers an escape from the cold with bae.

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Show off what a great team you are by knocking out the other players or flirt up a storm with some friendly competition by being on opposite sides of the court. Bring your appetites and wow that special someone with your newfound skills. This field is for validation purposes and should be left unchanged. The dinner menu showcases French staples like steak frites and mussels as well as a wide variety of smoked and pickled fishes, omelets, soups, and appetizers.

If the only thing you and your partner love more than each other is food, then read on for some great date night ideas that will leave you deeply satiated. Book Tour. Check out their cocktail classes. Adult beverage pairings are also available for those who may be in the mood to celebrate their love in a big way. Photo Source: volumesbooks. Date night can be an exciting opportunity to get out of your usual routine and dare to try something new. Photo Source: Urban Matter. Related Articles.

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