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Spice Up Your Summer with These Chicago Date Ideas

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If you’ve spent any time in Chicago during the summertime, then you know this is when the city really shines. In addition to ball games, festivals, and block parties, this is also the best time to enjoy the city by taking out that special someone on a date. Rather than going with the typical formula for a date, consider taking advantage of some of the other great options the city has to offer to create the atmosphere for an evening that won’t soon be forgotten. Put navigating the city aside by booking your transportation with the professional chauffeurs at Signature Transportation Group.

Spice Up Your Summer With These Chicago Date Ideas

There’s plenty to do in Chicago on a sunny summer day, but here are a few of our favorite ideas:

  • Jazz in the Garden

When: Tuesdays at 5:30 p.m.

Where: Anne and John Kern Terrace Garden, Near North Side

From ballads to upbeat swing, enjoy romantic and fun jazz music on a weeknight this summer at the Anne and John Kern Terrace Garden. Buy tickets for the terrace or bring a blanket and grab a spot on the lawn. Show your date your dancing skills, sit on the grass and have a quiet conversation, or take a break from the music and festivities for a few minutes to grab a cocktail in the sculpture garden!

  • Movie on the Roof

When: Wednesday night – Sunday night

Where: Rooftop Cinema Club at DoubleTree Hilton, Streeterville

Going to a movie is one of the most go-to options for a date throughout the world, but when you take your date to the Rooftop Cinema Club at the DoubleTree Hilton in Streeterville, it will be a different kind of experience. With different movies showing throughout the week, pick your favorite one to watch beneath the stars of Chicago, with a great view of the city on the horizon. Don’t worry about not being able to hear the movie, either, because wireless headphones are included.

  • Wine on the River

When: All summer long

Where: Wine Flight Cruise, Streeterville

Start your date night out the right way with a Wine Flight Cruise from City Winery. Embark on a 1-hour and 15-minute cruise along the Chicago River, where you’ll be able to enjoy a quiet conversation while taking in views of the city, some delicious wines, and great conversation with your date.

Let Signature Transportation Group Help You Live Out Your Favorite Summer Date Ideas in Chicago

Impress your date and relax the entire night by booking your trip with Signature Transportation Group. We have a variety of high-end vehicles for you to choose from, making your date a night to remember, and our trained and certified chauffeurs have full knowledge of the city, letting you focus on making your best summer date ideas in Chicago a reality. Contact the staff at Signature Transportation Group today at (844) Book-STG.