The 10 Best Bars with a View in Chicago

Cindy's Rooftop draws a steady local crowd in Loop. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for sunset drinks or a slow first date. Saturday after 10pm gets crowded — book ahead or arrive early.

I|O Godfrey Rooftop draws a steady local crowd in River North. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: any weeknight between 7pm and 9pm, when the bar settles into its rhythm and the bartender has time to talk. Best for sunset drinks or a slow first date. Friday from 8pm fills up; reserve a counter seat or a high table.

LH Rooftop draws a steady local crowd in Loop. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Sunday from 6pm, when it's the room's quietest premium night and the kitchen is unhurried. Best for sunset drinks or a slow first date. Avoid post-match nights if the local team is playing — the upstairs gets loud.

VOL. 39 draws a steady local crowd in Loop. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Thursday late or Friday early, when you'll catch the room building toward its weekend tempo. Best for sunset drinks or a slow first date. First-Friday traffic in the district can mean a 20-minute wait at the door.

Vu Rooftop draws a steady local crowd in South Loop. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for sunset drinks or a slow first date. Saturday after 10pm gets crowded — book ahead or arrive early.

Andy's Jazz Club draws a steady local crowd in River North. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: any weeknight between 7pm and 9pm, when the bar settles into its rhythm and the bartender has time to talk. Best for cocktail-curious drinkers who want technique without theatre. Friday from 8pm fills up; reserve a counter seat or a high table.

The Aviary draws a steady local crowd in West Loop. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Sunday from 6pm, when it's the room's quietest premium night and the kitchen is unhurried. Best for cocktail-curious drinkers who want technique without theatre. Avoid post-match nights if the local team is playing — the upstairs gets loud.

Bar Pastoral draws a steady local crowd in Lakeview. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Thursday late or Friday early, when you'll catch the room building toward its weekend tempo. Best for cocktail-curious drinkers who want technique without theatre. First-Friday traffic in the district can mean a 20-minute wait at the door.

Bavette's Bar draws a steady local crowd in River North. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Order: the bar's house signature. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for cocktail-curious drinkers who want technique without theatre. Saturday after 10pm gets crowded — book ahead or arrive early.

Billy Sunday opened on Logan Boulevard in 2013 and is named after the early-20th-century evangelist who campaigned for Prohibition. The bar's response is to sto. Order: the bar's house signature. Best time: any weeknight between 7pm and 9pm, when the bar settles into its rhythm and the bartender has time to talk. Best for cocktail-curious drinkers who want technique without theatre. Friday from 8pm fills up; reserve a counter seat or a high table.