Pancho's Rooftop Cantina, Rooftop restaurant with terrace in Chicago, United States.
Pancho's Rooftop Cantina is a rooftop dining venue with an open terrace overlooking Chicago's skyline in the downtown area. The kitchen serves Mexican dishes like tacos and nachos alongside burgers, wings, and craft cocktails.
The space evolved from the former Plymouth Restaurant & Rooftop Bar into its current Mexican-themed concept. This shift reflects how Chicago's food scene adapts and how underused rooftops are becoming entertainment and dining destinations.
The place blends Mexican tradition with Chicago's urban energy through decor, live music, and food that bring people together in a shared gathering space.
The terrace works best during mild weather when outdoor seating is comfortable, so plan your visit accordingly. Arriving early or during off-peak hours helps you find a good spot, especially if you want to enjoy the views without a crowd.
After dark, the view transforms into an illuminated cityscape that completely changes the experience from daytime. Evening hours here feel entirely different, with the lights and energy of nighttime Chicago creating a distinct mood.
Location: Chicago
Address: South Plymouth Court
Opening Hours: Monday-Tuesday 16:00-23:00; Wednesday-Friday 16:00-00:00; Saturday 13:00-00:00; Sunday 13:00-23:00
Phone: +13123621212
Website: https://plymouthgrill.com
GPS coordinates: 41.87748,-87.62846
Latest update: December 6, 2025 19:00
Chicago features a notable selection of rooftop bars, perched atop skyscrapers and offering views of the city’s iconic architecture. From River North to the Loop, these high-up venues let visitors admire Lake Michigan, the Chicago River, and the skyscrapers that form the skyline of the third-largest city in the United States. These rooftops offer various experiences: contemporary Peruvian cuisine at Cabra, handcrafted cocktails at Kennedy Rooftop with a direct view of downtown towers, or the originality of Homestead on the Roof, which grows its own ingredients hydroponically. Cindy's Rooftop, located atop the Chicago Athletic Association Hotel, provides a direct view of Millennium Park. Some spaces have strong themes, like Lonesome Rose with its American West-inspired decor, while others favor industrial design like Chateau Carbide with visible metal structures. Whether you are looking for a place to have a drink at sunset or outdoor dining during summer months, these venues serve as prime observation points to see Chicago from a different perspective, far from the street hustle.
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