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Rooftops with nice views in Streeterville

Being on a rooftop is about more than just the elevation; you want a clear line of sight to the horizon.

Based on 678 Opinions
+675
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Updated May 2026
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Loews Chicago Hotel image 1
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Modern hotel offers spacious rooms with fantastic city views and a stunning rooftop bar. Atmosphere ranges from quiet and comfortable to lively at the bar, attracting couples and social gatherings. Amenities include a large fitness center, pool, and welcoming common areas.

Rooftop features include a bar with city views and a terrace for receptions. Food and drinks at the rooftop bar are delicious, and the service is friendly and engaging.

People are saying

"The Hotel staff were so friendly and professional."

"The views from the room were excellent, especially of the city."

"The rooftop views of the city are spectacular."

Good to know

1

Valet parking costs $78 per night, with potential double charges.

2

Expect hidden fees, including a resort fee despite no resort amenities.

3

Room service charges $9 for bottled water.

02
CloudBar at 360 CHICAGO image 1

Bar atop a skyscraper offers 360-degree city views and a rooftop lounge with ample seating. Atmosphere shifts from relaxed during sunset to lively as night falls, with a mix of tourists and locals. Entry requires a ticket, and the setting includes unique attractions like a thrilling tilt experience.

Offers a 360-degree view of the city with an incredible skyline backdrop. The rooftop includes an indoor area and plenty of seating for drinks and socializing.

Perched 42 stories up, it offers breathtaking panoramic views of the city skyline. The sunset views stand out as especially spectacular, creating a memorable backdrop for any visit.

People are saying

"The city views from here are amazing and totally unbeatable."

"The view of the city from here is amazing."

"The rooftop has an incredible view of the city skyline."

Good to know

1

Entry to the bar requires a general admission ticket costing around $40.

2

Expect a 30-60 minute wait for seating during peak hours.

3

Drinks take about 15 minutes to arrive after ordering.

03
Navy Pier - Rooftop Terrace image 1

Rooftop terrace offers breathtaking city and lake views with a classy all-white decor and a central four-sided bar. Atmosphere feels romantic and inviting, with friendly staff and an open setup framed by glass. Space fills slowly, making it a calm spot for a meal or drink before evening events.

Stunning views greet visitors on the rooftop, paired with exceptional food that bursts with flavor. The Rooftop Terrace offers a memorable dining experience despite a tricky entrance.

Every spot offers a great view of the city and Lake Michigan. The rooftop terrace shows a breathtaking Chicago skyline through glass, though it is not fully enclosed.

People are saying

"The city and Lake Michigan views from the terrace are great."

"The food here is delicious, especially the truffle fries."

"The Rooftop offers a breathtaking view of the city skyline."

Good to know

1

Reservations are not required for Sunday morning visits.

2

The bar accepts walk-ins, even when it appears empty.

3

Food options are somewhat limited but include multiple cuisines.

04
Sable at Navy Pier Chicago, Curio Collection by Hilton image 1

Rooms offer spectacular lake and city views with a quiet, peaceful atmosphere enhanced by restricted pier access at night. The hotel includes varied dining options and convenient valet parking. Guests experience comfortable, well-appointed rooms with upscale amenities.

Rooftop offers amazing views and a relaxed spot to enjoy a drink. The bar features a friendly bartender and the space serves great food with a nice atmosphere.

Rooms offer water-facing views of Lake Michigan and the lakeshore. The corner room shows city skyscrapers and a fireworks display on Saturdays.

People are saying

"I loved the nice view of the lake and skyline."

"The bathroom is spacious and beautifully designed."

"The rooftop views of the lake and skyline are stunning."

Good to know

1

Fireworks occur on Wednesdays and Saturdays at 10pm, visible from many rooms.

2

Check-in is at 4 pm; early check-in incurs a $50 fee.

3

Checkout is at 12 pm; late checkout may incur additional charges.

05
Hampton Inn Chicago Downtown/Magnificent Mile image 1

Rooms offer spacious comfort with marvelous city views and quiet despite busy surroundings. Lobby buzzes with constant foot traffic, creating a lively, chaotic atmosphere. Rooftop features include a seasonal pool and panoramic views, adding a unique urban oasis feel.

An open roof reveals a seasonal pool on the top floor. The rooftop pool offers an amazing view that stands out among hotels.

Rooms offer beautiful city views that stand out. The rooftop pool provides an amazing panoramic view unique among hotels.

People are saying

"The breakfast here is amazing and conveniently located."

"The rooms offer a nice view of downtown Chicago."

"The rooftop pool has an amazing view of the city."

Good to know

1

Parking costs $60 or more for overnight parking.

2

The hotel charges a $100 deposit per night not mentioned at booking.

3

Only 3 out of 9 elevators work, causing long wait times.

06
DoubleTree by Hilton Hotel Chicago - Magnificent Mile image 1

Hotel offers a rooftop pool with city views and a grand, elegant lobby. Atmosphere tends to be loud and busy, with frequent noise from construction, sirens, and lively groups. Rooms feel comfortable but somewhat outdated.

An incredible rooftop pool sits on the 5th floor, offering fun for both kids and adults. The pool area includes a lounge space and stays busy, especially in summer.

Rooms offer great views of the city with plenty of space. Clean bathrooms and main rooms add to the overall experience.

People are saying

"The hotel staff were all amazing and so polite."

"The view from my room was great."

"The rooftop pool was so much fun and amazing."

Good to know

1

Parking costs $62 per day, regardless of discounts.

2

Breakfast is not included with the room rate, despite some bookings indicating otherwise.

3

The rooftop pool is closed until mid-July, which is not disclosed on the booking site.

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Streeterville, Chicago

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