Chicago

The 10 Best Late-Night Bars in Chicago

Chicago after midnight is a different city. These ten bars are where it actually lives. The late-night bars on this list span every neighbourhood worth a trip — the central districts all show up — and every price tier from a $5 local pour to a $25 hotel-bar tasting. Each bar earns its spot for a different reason. We have visited every one.

  1. 01

    Andy's Jazz Club

    RIVER NORTH · $$$ · COCKTAIL BARS

    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: 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.

  2. 02

    The Aviary

    WEST LOOP · $$$$ · COCKTAIL BARS

    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: 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.

  3. 03

    Bar Pastoral

    LAKEVIEW · $$$ · COCKTAIL BARS

    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: 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.

  4. 04

    Bavette's Bar

    RIVER NORTH · $$$$ · COCKTAIL BARS

    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: 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.

  5. 05

    Billy Sunday Chicago

    THE CENTRE · $$ · COCKTAIL BARS

    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: 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.

  6. 06

    Buddy Guy's Legends

    SOUTH LOOP · $$ · COCKTAIL BARS

    Buddy Guy's Legends 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: 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.

  7. 07

    The Celtic Knot Public House

    EVANSTON · $$ · COCKTAIL BARS

    The Celtic Knot Public House draws a steady local crowd in Evanston. 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.

  8. 08

    Delilah's

    THE CENTRE · $ · COCKTAIL BARS

    Open since 1993, Delilah's proves that a dive bar doesn't need to reinvent itself to stay relevant. The whiskey list runs to over 800 bottles and includes serio. 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.

  9. 09

    Drumbar Chicago

    THE CENTRE · $$$ · COCKTAIL BARS

    Drumbar occupies the 18th floor of the Raffaello Hotel in Streeterville. The rooftop terrace and indoor lounge offer views of the Magnificent Mile and Lake Mich. 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.

  10. 10

    Emporium Arcade Bar Logan

    LOGAN SQUARE · $$ · COCKTAIL BARS

    Emporium Arcade Bar Logan draws a steady local crowd in Logan Square. 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.

Use this guide either as a single curated route through Chicago or as a checklist to revisit over a long weekend. Reservations are flagged where they matter. Otherwise, walk in. Below: the ten late-night bars that any serious drinker in Chicago would tell you to put on the list.

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: 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.

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: 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.

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