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Kennedy Rooftop
Master Critic Review
Kennedy Rooftop
7.8
Perched atop Hyatt Place Chicago / Wicker Park, Kennedy Rooftop serves American share plates, burgers, and cocktails with unobstructed skyline views. People book it for sunset drinks, igloo experiences in colder months, and casual bites before or after going out in Wicker Park. The food is approachable bar fare, with the atmosphere and views doing much of the heavy lifting.
Must-Try Dishes:
Prairie Land Wings, Rooftop Double Stack Burger, Mango Mojito
Scores:
Value: 7.2
Service: 7
Consistency: 7.9
Food Quality: 8.1
Atmosphere: 9
Cultural Relevance: 7.6
What makes it special: Skyline-focused rooftop with igloos, cocktails, and elevated bar bites.
Who should go: Guests prioritizing Chicago skyline views with casual food and drinks.
When to visit: Clear evenings around sunset for the best skyline photos.
What to order: Prairie Land Wings, Rooftop Double Stack Burger, Mango Mojito.
Insider tip: Reserve igloos or prime rail-side tables for the strongest views.
Logistics & Planning
Parking: Hotel garage and paid street parking nearby; street spots can be competitive during peak evenings.
Dress code: Smart casual — most guests lean dressy for photos and night-out vibes.
Noise level: Moderate to loud during evenings; conversation is easier earlier or on quieter weekdays.
Weekend wait: 30–60 minutes without a reservation, longer near sunset on nice days.
Weekday lunch: Usually little to no wait when open earlier in the day.
Dietary Options
Vegetarian options: Yes — salads, meat-free appetizers, and a few mains are available.
Vegan options: Limited — expect a small number of plant-based options.
Gluten-free options: Some gluten-free-friendly choices, but confirm with staff for preparation details.
Good to Know
Is this good for a first date? Yes — the skyline views and rooftop setting create an impressive atmosphere, especially at sunset, though it can be lively and loud later in the evening.
Can I get a table without a reservation? Often yes, but waits are common during golden hour and weekends. Reservations are strongly recommended for prime seating or igloos.
Is it kid-friendly? Kids are allowed earlier in the day, but the vibe is more adult-oriented and transitions into a cocktail-forward scene at night.
Best For
Better for: Unobstructed skyline views, photo-worthy sunsets, and a stylish rooftop atmosphere with approachable bar food.
Skip if: You’re prioritizing chef-driven dining over ambiance, dislike wind or weather exposure, or prefer quieter conversation-focused meals.
Hours
Monday4pm - 10pm
Tuesday4pm - 10pm
Wednesday4pm - 10pm
Thursday4pm - 10pm
Friday4pm - 11pm
Saturday4pm - 11pm
Sunday2pm - 8pm