Do you go for plans that are tried and true or try to impress with something more adventurous?
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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! The Annoyance Theatre skirts the line between scripted and improvised plays, often with hilarious. Kissing optional but recommended.
Not like that! Chicago is home to some of the weirdest, coolest spots you can imagine and you can plan an unforgettable in a good way date by visiting one of them.
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Take a cooking class, brush up on your gardening skills or get into some couples yoga. Show off your competitive edge while still keeping things fun. Pro tip: Whirly Ball is even better for group dates. The more players on the court, the better the matches will be.
You can never go wrong with an old-fashioned date over some coffee and donuts, especially if your sweetheart has a sweet tooth. Just promise us you'll skip the gas station donuts, and take your date to one of the numerous high-quality bakeries around the city instead. Need a smooth way to keep your date committed to further hangs?
Suggest buying a bottle of wine to share on the couch after dinner or buying the ingredients needed to make your own Italian feast at home for your next date. Quit playing games with your heart and just play them with your date instead! The Davis offers a neighborhood hangout atmosphere much preferable to the massive cineplexes downtown.
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And, if things are going well, you can spill over into the cool and casual adjacent Carbon Arc Bar for food and drinks after the flick. There are two main reasons Lincoln Park Zoo should be at the top of your list of date ideas. Who needs a wingman when you got cute animals to help woo your ificant other? If you both just want some new booze in your life, try one of the best new bars in Chicago. Seated dinner shows at venues like Uncommon Ground in Lakeview and Edgewater and City Winery can satisfy both the foodie and music-loving sides of your personalities.
No matter what neighborhood or part of town you live in, you're bound to find a cute park, big or small, within walking distance—the perfect setting for an afternoon or evening picnic with bae. Impress your special someone with insider knowledge of the coolest new places to dine around town.
Check out our guide of the best new restaurants in Chicago. Make sure you have plenty of conversation topics lined up though because the wait times for a table at these cool new spots can sometimes be lengthy. They may not all be new, but Chicago's Michelin-starred restaurants are always amazing standby optionsfor dinner dates. For those with exquisite taste buds, why not plan out your own brewery or distillery tour? Sounds like a win for everyone. From art to zoology to natural history to science to local history, Chicago is home to dozens of world-class museums.
Add some cultural conversation to your next date night by visiting one of them. Most dinner cruises depart from Navy Pier, so start there on your quest to find the right one for you and your first mate.
Find romance feet above Navy Pier courtesy of the Cenntenial Wheel. The best views of Chicago are from up top. Take your date for dinner or drinks at The ature Room on the 95th floor of N. Michigan formerly the Hancock Center. Take a morning stroll on the lakefront and welcome the early rays with the sunshine of your life. Promontory Point also offers one of our favorite views of the city for our South Side lakefront lovers.
Not only do they have a wide selection of goodies that are sure to spark some flames, but they also hold many workshops for those looking to learn a new trick or two. If you think the mood calls for improv instead, Second City is our go-to. Chicago's River Walk in a hidden gem in plain view. The warm months coax dozens of riverside bars, restaurants and events out of winter hibernation.
Start at one end and walk through the heart of the Loop until you come across food, drinks or activities that spark your interest. It's a Chicago-style choose-your-own-adventure date! A couple that typically works together, stays together.
This is the perfect opportunity to actually test that theory. Be stuck in a prison room, a lab room, a haunted room etc. You and your special person will have to work together to escape before the time runs out!
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Fun and accelerating, if you ask us. If you're into sports, professional games are always fun to attend. Sip on a soda, eat some popcorn and root on the team you both love best. Whatever you decide on, we're confident you'll knock this date out of the park. You've already got the best wingman in the world on your side: the city of Chicago.
Good luck, lovebirds! Other Cities.
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