The Guide to Get Inside: Chicago

The only city guide you’ll ever need to guarantee a good time.

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Where to LAY

A hip spot in “River North”, The James Hotel combines swanky and modern elements to create a sexy and unmatched ambiance. David Burke’s Primehouse is located right downstairs, but dessert is best served upstairs in your room.

Longman & Eagle is the essential spot for a complete evening with your significant other. While the outdoor seating area is quaint and removed, Longman & Eagle’s indoor space is filled with an endless supply of energy. Featuring six hotel rooms, you won’t have to go far to get far.

The sexy, sleek, and inimate ambiance of The Public makes it a destination of choice to get more comfortable and spend the night. Downstairs is home to a lively bar and restaurant, created by celebrity chef Jean-Georges Vongerichten. This location will surely get her thinking about where the night will take you, so keep your eyes on the prize.

A brainchild of billionaire Richard Branson, this 26-story hotel is as sexy as it is breath-taking. The entire hotel is elegantly designed, infused with elements of modern technology and sensual decor.

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Where to PLAY

Enjoy a night at Bordel, a dimly lit bar with different themes and performers each night. She will be lusting after you at the end of each performance.

At this renowned club you, can find yourself comfortable with another energetic stranger in no time. The club offers a 30-foot bar so you can spend less time waiting in line, and more time enjoying your night beneath the massive LED-wall.

For an adventurous experience, take a personal tour of the Koval Distillery – taking in the rich history behind Koval and learning about the quality and craftsmanship that goes into the product.​  Great things take time to develop, so show her that you’re in it for the long run.

Quaint and beautiful, this is the perfect spot to escape from Chicago’s hustle and bustle. Located in Lincoln Park, North Pond is the place to be for those quieter, more relaxing moments. ​

Where to SAVOR 

In a massive three-level venue, this Japanese-inspired space has a floor that meets every need. The second floor serves as a hot spot for young and youthful professionals who regularly visit the dimly lit lively space for good times and good vibes. Maybe even new friends.

Known as one of Chicago’s most high-end dining experiences, Blackbird provides truly exquisite taste with an eclectic menu. This spot is sure to amaze your date, from the appetizer to the dessert.

This local spot brings Latin flare to the city of Chicago, with traditional music taking you into the early hours.

A trendy Asian-fusion restaurant with a five star trifecta of great food, strong drinks and welcoming staff. Give her the whole package, and she’ll take care of yours.  

Where to SIP

Bring her to the Broken Shaker, where they pride themselves on using local ingredients, with a spice of international flavor.  The menu is “street food” inspired, setting the mood for a casual evening with no strings attached.

The Cerise rooftop is an area where young singles gather daily, networking and meeting potential new friends.  Perfect for singles on the hunt for a new flame.

Similar to you, The Mid has two personalities: it can be the center of attention, popping bottles, or it can change itself into a smaller venue where guests become more intimate. The club specializes in bringing in up-and-coming talented DJ’s. The Mid will let you and her keep going all night.

Welcoming bartenders are more than happy to make a mixing of your choice in a relaxed, but hip environment. With one of the most unique, innovative, and out-of-the-box drink menus in the country, take her here for a cocktail she will not soon forget.