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daytime dates in chicago

5 Super Chill Daytime Dates to Explore in Chicago Now

By / May 10, 2018

With its concerts, restaurants, and theatre offerings, Chicago is full of evening-out options — giving couples a reason for date night all week long. But there are plenty of fun times to be found for those looking for daytime revelry, from ball games and booze to climbing walls and kayaking rivers.

Here are five fabulous daytime activities — all of which are as perfect for the first date as they are for the 14th.

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Hit the water with Kayak Chicago


This full-service outdoor outfitter has been helping Chicagoans to explore the city’s waterways since 1999. In addition to boasting the largest fleet of rental boats and standup paddle boards in the Midwest, the company has plenty of certified instructors and guides who know how to use them. Meet them at any of their three locations (Chicago River, North Avenue Beach, and Montrose Beach) for hourly or daily rentals. Feeling rusty? Start with one of their classes, which range from kayaking to standup paddle board (SUP) yoga.

Scale some walls at Brooklyn Boulders


Build some serious trust with your partner at this 25,000-square-foot playground, where adventurers can learn the ropes (literally) of bouldering, auto-belaying, and rappelling. Those seeking a little more guidance (or off-wall activity) can opt for any of the venue’s
classes, a schedule comprised of everything from Intro to Climbing to Yoga for Climbers.

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Cheer on the Cubs with a game at Wrigley Field


As if the Cubs’ 2016 World Series win wasn’t enough, now there’s this: Gallagher Way, an open-air, town square spot for fans that boasts an impressive lineup of events and programming (think free fitness classes, movies, and live jazz). Grab drinks at the just-opened Hotel Zachary before entering the stadium, and celebrate post-win at Sluggers, where you can test your own swinging skills at the batting cages.

Sample some spirits at Rhine Hall Distillery


This West Town distillery focuses on fruit brandies, a European style of spirit also known as eau de vie or schnapps. As such, they take their fruit seriously — every bottle is brimming with more than 25 pounds of produce, all of which is sourced from the Great Lakes region. Variety keeps things exciting, too — right now they’re producing more than a dozen different offerings, from mango and cherry brandy to grappa and fernet. Visit 2pm–7pm Saturdays, when sips, flights, and cocktails are available for purchase in their tasting room.

Celebrate the collections at The Art Institute of Chicago


Named “The Best Museum in the World” by TripAdvisor, this cultural haven houses nearly 300,000 works of art, including notable pieces like Picasso’s The Old Guitarist, Hopper’s Nighthawks, and Wood’s American Gothic. Check out one of their gallery talks — free, one-hour guided tours with a museum lecturer — to learn more about some of the museum’s masterpieces.

Want more? Follow us on Instagram and Facebook for ticket giveaways and more of the best happenings around Chicago.


Nicole Schnitzler is a freelance writer who covers​ ​food, drink, ​travel, entertainment, and ​lifestyle. When she is not planning her next adventure​​, she can be found​ ​commuting between bakeries, yoga classes,​ live music shows, and libraries ​in her hometown of ​​Chicago. She is most comfortable with a pen in one hand and a fork in the other. Nicole is also the founder of Doors Open Dishes, an initiative committed to keeping the doors open to the group homes and workshops of individuals with special needs by partnering with chefs and restaurants across the city. Follow her on Twitter (@Write_To_Eat) or on Instagram (@WriteToEat).

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