re: Chicago Itinerary (Thoughts/Changes/Recommendations?)

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Rooftop: can't go wrong most places, Whiskey Business is pretty fun but we found the food lacking.

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Whiskey Business does have a rooftop, but there is no view + the crowd can get a bit rowdy. If that's what you're looking for, may as well check it out.

If I were to recommend a low-key alternative, walk a few blocks north on Milwaukee and go to The Robey. If you're there before 5:00pm, Cabana Club has nice seating arrangements on the sixth floor with city views. Once it hits 5:00pm, try grabbing a seat at The Up Room, which is on the 13th floor. Doesn't sound high up, but no building obstructions anywhere in Wicker. In my opinion, best view of downtown.