Pack a picnic basket full of your favorite wines and cheeses and spread out on the Great Lawn. Make sure to bring plastic wine glasses! The Millenium Park Summer Concert Series lasts until August 15. Featuring artists such as Cory Henry and the Funk Apostles and SUSTO, this weekly program on Mondays and Thursdays will be the highlight of your week. Rosé anyone?
Anchors away...and an Aperol Spritz, please! Hop aboard Chicago's First Lady for the CAFC Twilight River Cruise, Sunday - Friday evenings at 7:30 p.m. Sail along the Chicago River with lively architectural narration and a cocktail in your hand as you watch the city transition from day to night during golden hour. Or, for early birds, score $5 Mimosas and Bloody Marys on the 9 and 9:30 a.m. tours on weekends. Each boat has a full-service bar featuring Revolution Brewing and Right Bee Cider, so what are you waiting for?
Explore the Wrigleyville bar scene before watching the Cubs hit a few homers. Snap a photo in the baseball-shaped chairs with a Cubby Blue Beer on Deuce’s festive patio before exploring Casey Moran’s breezy Beer Garden. Into live music? Head over to The Cubby Bear to get your fix. Bonus! It’s right across from the stadium and the perfect spot to end your crawl. End the evening watching the game as the sun sets at Wrigley Field and feel like you’ve hit it out of the park.
If you need a new Instagram post, throw on that summer jumpsuit on a Sunday morning and hit the city’s best rooftop bars! Zed451 offers unlimited brunch samplings for $36.90 per person, but if that’s not your ideal price, head over for their happy hour--when drinks are only $4.51. Another place for a boozy brunch is NoMi, an upscale spot on Michigan Avenue. Herb gardens and blooming flowers add to the ambiance as you and your friends take in the skyline views.
Strolling along the newly redone riverwalk is the perfect start to any evening in Chicago. Why not indulge at City Winery, where you can sit on the patio enjoying a charcuterie board overlooking the river with your favorite wine? Also along the river is Tiny Tapp, offering small bites and an extensive cocktail menu. With live music Mondays and Wednesdays from 6-8 p.m., it’s a perfect way to get outside after being stuck in the office.
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