Restaurant views, views, views....
Cite Restaurant
Cite Restaurant, 70th floor, Lake Point Tower, 505 N. Lake Shore Drive, Gold Coast, Chicago 60611. +1 312 644 4050. This stylish French/American resto-bar offers a breathtaking view of the Chicago skyline. The dining room has stunning 360-degree skyline views. Excellent.
Riva Restaurant
Riva Phil Stefani Restaurant, On Navy Pier, 2nd floor, 700 E. Grand Ave, Chicago 60611. All windows. Excellent.
The Beer Garden, Navy Pier, 700 E. Grand Ave, Chicago 60611.
Harry Caray's Tavern, Navy Pier, 700 E. Grand Ave, Chicago 60611. +1 312 527 9700.
Castaways Bar and Grill, 1603 N Shore Lake Drive, Chicago 60614. +1 773 281 1200. North Ave Beach. Lincoln Park. Daily 11am – 11pm.
North Pond Restaurant, 2610 N. Cannon Drive, Chicago 60614. +1 773 477 5845. Lunch (June through September): Tues to Fri 11.30 - 1.30pm. Dinner: Tues to Sun: 5.30pm - 10pm. Sun Brunch: 10.30am - 1.30pm. Closed Mondays. CTA 151, 156 (Wrightwood), 22 (Clark & Deming). Pondside. email
Oak Street Beachstro, 1001 North Lake Shore Drive, Chicago. +1 312 915 4100. Mon to Fri 11am till 10.30pm. Sat & Sun 8am till 10.30pm. Seasonal. email
Spiaggia, 2nd floor, 980 N. Michigan Avenue, Chicago 60611. +1 312 280 2750. A panorama of Lake Michigan and Oak Street Beach is offered. Service begins at 6pm Sunday through Thursday, and 5.30pm on Friday and Saturday evenings. Jackets required.
Signature Room at the 95th, 95th floor, John Hancock Building, 875 N. Michigan Ave (bet. Chestnut St. & Delaware Pl.) Chicago 60611. +1 312 787 9596. On the Magnificent Mile and atop the building. Request a table near the southeast windows. Navy Pier is about 1 mile away, about 3 minutes by taxi. Windows on all sides provide a spectacular view from almost any part of the Signature Room on the 95th floor or Signature Lounge on the 96th.
NoMI, 7th Floor, Park Hyatt, 800 N. Michigan Avenue, Chicago 60611. +1 312 239 4030. NoMI Garden, the über-chic NoMI Lounge and Cellar on the seventh floor. Castlelike original Chicago Water Tower.
The Terrace, 4th floor, The Peninsula Hotel, 108 E. Superior St, (bet. Michigan Ave. & Rush St.), Chicago 60611. +1 312 573 6695. (River North). Eastern skyline views over Chicago.
The Lobby, 5th floor, The Peninsula Hotel, 108 E. Superior St., (bet. Michigan Ave. & Rush St.), Chicago 60611. +1 312 573 6760. Huge windows.
C-View, Affinia Hotel, 166 E. Superior St, Streeterville, Chicago 60611. +1 312 523 0923. The C-House restaurant serves smaller portions of its seafood-focused menu on the cozy rooftop.
Vertigo Sky Lounge, Dana Hotel & Spa, 2 W. Erie Street, Chicago 60654. +1-888 301 3262. Fancy rooftop bar. Cocktails perched 26 floors up. Fall and winter hours of operation: Patio closes at 11pm on weekdays and 12am on weekends. Sun to Wed 6pm - 12 Midnight. Thurs to Fri 6pm - 2am. Sat 6pm - 3am. email
Sixteen Restaurant
Sixteen, 16th floor, Trump International Tower & Hotel, 401 N. Wabash Avenue, Chicago 60611. +1 312 588 8151. Bar opens daily at 11am. 30-foot floor-to-ceiling windows. Just North of Chicago River.
The Terrace at Trump
The Terrace at Trump, 16th floor (adjacent to Sixteen). Trump International Tower & Hotel, 401 N. Wabash Avenue, Chicago 60611. +1 877 458 7867. Spectacular vistas of Lake Michigan, the Chicago River and the Wrigley Clock Tower. Terrace opens Spring 2011.
Rebar Lounge, Mezzanine Level, Trump International Hotel & Tower, 401 N. Wabash Avenue, Chicago 60611. A chic and sophisticated lounge with gorgeous views of the Chicago River and Michigan Avenue Bridge.
Flatwater
Flatwater, 321 N Clark St, Chicago 61510. +1 312 644 0283. Flatwater is located along the Chicago River with French doors that in the spring and summer open onto their riverside terrace. Dine outside and enjoy American style breakfast, lunch, or dinner while overlooking the water.
Whiskey Sky Bar, 33rd floor, W Hotel, 644 N. Lake Shore Drive (between N. Eire St and N. Ontario St), Chicago 60611. +1 312 255 4463. Panoramic city views at the lake shore on Lakeshore Drive in Chicago directly across the street from the Pier. The restaurant Wave is on the 33rd floor and overlooks the sparkling shores of Lake Michigan. Starwood.
Skyline Terrace, 22nd floor, Best Western Inn, 162 E. Ohio Street, Chicago 60611. +1 312 573 6695. Enjoy the view from atop the 22nd floor of the rooftop terrace. Warm months.
Terrace at Conrad
The Terrace at Conrad, 5th floor, Conrad Hotel, 521 N. Rush St (between Illinois St & Grand Ave), Chicago 60611. +1 312 645 1500. Sat's: Morning only. Seasonal.
Roof, 27th floor, The Wit Hotel, 201 N. State St, Chicago 60601. Overlooking the Chicago River just to the North; stunning views of the city.
Plymouth Restaurant & Bar, 327 S. Plymouth Ct, The Loop, Chicago 60604. +1 312 362 1212. This is a cool little outdoor rooftop bar overlooking a parking garage top, the library and the el. It's a great hangout for drinks after work in the loop.
Everest Room, 40th floor, Chicago Stock Exchange Building, 440 S. LaSalle St (Congress Pkwy), Chicago 60605. +1 312 663 8920. On the top floor of the Chicago Stock Exchange, this elegant restaurant has magnificent views of the city.

Market Bar
The Rooftop Lounge, Market Bar, 1113 W. Randolf St (bet Aberdeen St and May St), Chicago 60607. +1 312 929 4787. Sun to Wed 11am - 12 Midnight. Thurs & Fri 11am - 2am. Sat 11am - 3am. email
Pegasus
Pegasus, 130 S. Halsted St, Chicago 60661. +1 312 226 3377. +1 888 558 2637. Don't miss out on this rooftop. With plenty of seating and a full bar, it offers diners a beautiful, unobstructed Eastern view of the Chicago Skyline. SUMMER: Sun 12 Noon - 12 Midnight. Mon to Thurs 11am - 12 Midnight. Fri 11am - 1am. Sat 12 Noon - 1am. WINTER: Sun 12 Noon - 11pm. Mon to Thurs 11am - 11pm. Fri 11am - 1am. Sat 12 Noon - 1am.
Harbor 550
Harbor 550, 550 N Harbor Dr, Milwaukee, WI 53202. +1 414 395 4900. Windows provide panoramic lakeside views at this elegant seafood house. Mon to Thurs 11.30am - 10pm. Fri & Sat 11.30am - 11pm. Sun 5pm - 9pm. Photos
Museum Shores Yacht Club.
Jackson Harbor Grill, 401 S Coast Guard Dr, Chicago, Illinois 60637. +1 773 288 4442.
Shark Bar, 212 N. Canal Street (between Adams St & Fulton St) Chicago 60606.+1 312 627 0800. Neighborhood: Near West Side +1 312 207-5483. The restaurant features plenty of seating options for diners with the large outdoor roof deck which offers great city views.
Lucarelli's The Docks Waterfront Restaurant, 2 Christopher Columbus Causeway, Racine, WI 53402. +1 262 633 6990. ?
DC9 Niteclub, 1940 9th Street NW. Washington, DC 20001. +1 202 483 5000. Breezy Rooftop Deck.