Cigars: Find 'Em and Smoke 'Em

by Fred Schlatter - Citysearch Contributor - 311 Reviews - 33 Lists

Updated: May 10, 2007

The smoking ban might have cramped the choices of cigar lovers, but stogie smoking is alive and well in Chicago?if you know where to look. Find the best places to buy cigars and a few joints that encourage all the puffing you can muster.

On this page:Cigar Shops, Stogie-Friendly Bars and Restaurants, More Smokin' Spots.

Cigar Shops

  1. 1 5 Star Rating: Highly Recommended Up Down Tobacco Shop
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    1550 N Wells St, Chicago, IL 60610 (map)

    True connoisseurs stop at this Old Town gem for banks of pricey cigars, polished humidors, leather cases and silver flasks.

  2. 2 5 Star Rating: Highly Recommended La Casa Del Tobacco
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    1937 W North Ave, Chicago, IL 60622 (map)

    This Wicker Park shop carries the expected selection of fine cigars, plus a wide selection of DIY-rolling tobacco and papers.

  3. 3 5 Star Rating: Highly Recommended Hammerhed Enterprises
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    6715 Ogden Ave Ste 1, Berwyn, IL 60402 (map)

    This Berwyn institution comes with a bar, a stage and a beer garden, but at its heart is the comprehensive smoke shop.

  4. 4 5 Star Rating: Highly Recommended Cigars & More
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    314 S Milwaukee Ave Ste A, Libertyville, IL 60048 (map)

    This Libertyville stop has a vintage feel, and stocks its impressive cedar humidor with hundreds of brands and sizes.

Stogie-Friendly Bars and Restaurants

  1. 5 5 Star Rating: Highly Recommended Avenues At The Peninsula
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    108 E Superior, Chicago, IL 60611 (map)

    Cigar service features a glass ash tray, cedar strips for lighting and a weighty cutter--hip scene included.

  2. 6 4.5 Star Rating: Recommended Sullivan's Steakhouse
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    415 N Dearborn St, Chicago, IL 60610 (map)

    An upstairs lounge is outfitted with comfy club chairs and regularly features live jazz--perfect for enjoying a stogie post-steak.

  3. 7 5 Star Rating: Highly Recommended Coq D'Or
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    140 E Walton Pl, Chicago, IL 60611 (map)

    Drenched in history, this Gold Coast mainstay features a smoker's perfect accompaniment: The Executive is a chilly four ounces of martini perfection.

  4. 8 4 Star Rating: Recommended Clark Street Ale House
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    742 N Clark St, Chicago, IL 60610 (map)

    Hundreds of beers and whiskies are featured at this after-work favorite, but another draw is cigar smoking.

  5. 9 4 Star Rating: Recommended Seasons
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    120 E Delaware Pl, Chicago, IL 60611 (map)

    Wood paneling, crystal chandeliers and barely-but-always-there service add up to a truly exquisite nook, smoker or not.

More Smokin' Spots

  1. 10 Ram Cigar
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    39 S La Salle St, Chicago, IL 60603 (map)

    Quick stop Loop shop for high quality and average, everyday smokes.