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Rooftop cocktails

Coming to Chicago for quick weekend, daughter just turned 21 and would love to treat her to a rooftop cocktail. Suggestions?

Chicago has a fantastic rooftop bar scene, offering stunning skyline views along with creative cocktails—perfect for celebrating a 21st birthday. Since you have a quick weekend, it’s best to focus on rooftops that are centrally located near the Magnificent Mile, River North, or the Loop for convenience.

Here are some top rooftop cocktail options to consider:

  • ROOF on theWit – Located atop theWit Hotel in the Loop, this rooftop offers a lively atmosphere with panoramic views of downtown Chicago. It’s trendy, fun, and perfect for a celebratory drink.
  • LondonHouse Rooftop – Sitting above the historic LondonHouse Hotel, this rooftop provides 360-degree views of the river, Lake Michigan, and the city skyline. Great cocktails and a classy ambiance make it ideal for a special occasion.
  • LH Rooftop at The Godfrey Hotel – Offers a more relaxed vibe with great skyline views. The cocktail menu is creative, and it’s a little less crowded than some of the more tourist-heavy rooftops.
  • Cerise Rooftop – Perched on top of the Virgin Hotels Chicago, this rooftop is stylish and playful with excellent views, craft cocktails, and a vibrant atmosphere.
  • Apogee Rooftop Lounge – Located in River North, this rooftop is smaller and more intimate, perfect if you’re looking for a quieter celebration with craft cocktails and skyline views.

Tips for planning:

  • Arrive early or make a reservation if possible—weekend nights can be very busy, especially with a 21st birthday celebration.
  • Check dress codes; most rooftops are smart casual.
  • If the weather is chilly, some rooftops have heated areas or covered sections.
  • Consider going around sunset—views are spectacular, and it makes for memorable photos.

Any of these rooftops will give you a fun, celebratory vibe and a memorable first legal cocktail experience in Chicago. Pair it with light bites or appetizers if you want a fuller experience without committing to a full meal.

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