BOUTIQUE HOTELS IN CHICAGO'S PREMIER NEIGHBORHOODS
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Live DJ @ the Mag Mile Rooftop Bar
Every Fri & Sat
9 PM – 1 AM
Pricing:
Open to the public. No reservations required.
29th Floor Rooftop Bar
166 E Superior St, Chicago, IL
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Elevate your weekend at new heights! Join us every Friday and Saturday night from 9 PM to 1 AM at The Chicago Hotel Collection Magnificent Mile for an unforgettable rooftop experience. Savor delicious dinner and handcrafted cocktails on our stunning 29th-floor rooftop bar and outdoor deck, surrounded by breathtaking skyline views.
Feel the vibe as live DJ's spin energizing beats all night long—creating the perfect atmosphere for date nights, group outings, or spontaneous city adventures.
✨ Great food. Signature drinks. Live music. City lights. Only at The Chicago Hotel Collection Magnificent Mile.
*Free Admission, No RSVP
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Live Music
@ the Library
Every Fri & Sat
9 PM – 12 AM
Pricing:
Open to the public. No reservations required.
Location:
Ambassador Library Room, 1301 N State Pkwy, Chicago, IL
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Drink, dine, and unwind in the elegant Library Room at the Ambassador every weekend. Enjoy a rotating lineup of live entertainment — from soulful vocalists and piano/keyboard performances to vibrant, high-energy saxophone sets.
Expect an experience that goes above and beyond.
Prefer something a bit more exclusive?
Ask the bartender about reserving the VIP lounge chairs by the grand fireplace, accommodating up to six guests.
29th Floor
Rooftop Deck
& Igloos
MAG MILE OUTSIDE DECK HOURS
8 AM to 11 PM Daily
(Deck closes due to city ordinance)
Pricing:
Location:
29th Floor Rooftop Bar
166 E Superior St, Chicago, IL
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Experience cozy skyline views this winter at The Chicago Hotel Collection – Magnificent Mile’s new 29th-floor rooftop.
Enjoy heated igloos (for 2–10 guests), chef-driven shareables, craft cocktails, zero-proof drinks, and fire-pit s’mores — all with sweeping city views above the Magnificent Mile.
Reserve your private igloo and enjoy live DJs every Friday & Saturday for unforgettable winter nights in the heart of Chicago.
Hotel Guests receive a 20% discount on the minimum spend requirement for Igloo reservations during their stay.
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Live DJ @ Ambassador Room
Every Fri & Sat
9 PM – 1 AM
Pricing:
Open to the public. No reservations required.
29th Floor Rooftop Bar
166 E Superior St, Chicago, IL
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Drink, dine, and dance in the historic Ambassador Room, where iconic legends like Marilyn Monroe and Frank Sinatra once lit up the night. Enjoy an immersive DJ experience designed to elevate the energy and keep the evening going.
Expect a night that goes above and beyond.
Looking for something more exclusive?
Ask the bartender about reserving a VIP booth, accommodating up to 10 guests.