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Cigar Shops in Chicago, IL

28 of the 170 smoke shops we list in Chicago have cigars.

Cigar shops are built around hand-rolled and machine-made cigars, usually kept in a humidor to hold steady humidity. Staff can describe size, strength and flavor so you can pick one that suits you. Every smoke shop here has cigars in its name or category, or names it on its own website.

  1. Ralph's Cigars

    1154 W Taylor St, Chicago, IL 60607

    Cigars
    Call Website Directions

  2. Norwood Royal Cigars

    6046 N Northwest Hwy, Chicago, IL 60631

    Cigars
    Call Website Directions

  3. Hubbard & State Cigar Shop

    6 W Hubbard St, Chicago, IL 60610

    Cigars
    Call Website Directions

  4. Iwan Ries and Company

    19 S Wabash Ave 2nd floor, Chicago, IL 60603

    Cigars
    Call Website Directions

  5. Saint Lucia's Smoke Shop

    2075 N Western Ave, Chicago, IL 60647-4167

    VapeCigarsHookahCBDGlass
    Call Website Directions

  6. Up Down Cigar

    1550 N Wells St, Chicago, IL 60610

    Cigars
    Call Website Directions

  7. Windy City Cigar Lounge

    4310 S Prairie Ave, Chicago, IL 60653

    CigarsCigar lounge
    Call Website Directions

  8. Jack Schwartz Importer

    141 W Jackson Blvd, Chicago, IL 60604

    Cigars
    Call Website Directions

  9. Bernard Terrell Cigars

    8322 S Ashland Ave, Chicago, IL 60620

    Cigars
    Call Website Directions

  10. Blue Havana Cigar Shop

    1815 W Wilson Ave, Chicago, IL 60640

    Cigars
    Call Website Directions

  11. Trading Post Tobacco and Cigars

    5510 W Devon Ave, Chicago, IL 60646

    Cigars
    Call Website Directions

  12. Roots Smoke & Vapor Shop

    2626 N Milwaukee Ave, Chicago, IL 60647-1610

    VapeCigarsHookahCBDGlass
    Call Website Directions

  13. Roots Smoke & Vapor Shop

    4006 N Sheridan Rd, Chicago, IL 60613

    VapeCigarsHookahCBDGlass
    Call Website Directions

  14. Lakeview Smoke Shop

    2657 N Clark St, Chicago, IL 60614-1895

    VapeCigarsHookahCBDGlass
    Call Website Directions

  15. Chicago Vape and Smoke

    6760 N Sheridan Rd, Chicago, IL 60626

    VapeCigarsHookahGlass
    Call Directions

  16. Hyde Park Cigars

    5220 S Harper Ave, Chicago, IL 60615

    Cigars
    Call Directions

  17. NoLo's Cigar Lounge

    9932 S Torrence Ave, Chicago, IL 60617

    CigarsCigar lounge
    Call Directions

  18. Habanocigarlnge

    6416 N Lehigh Ave, Chicago, IL 60646-2704

    Cigars
    Call Directions

  19. Greek Town Cigars

    304 S Halsted St, Chicago, IL 60661-5455

    Cigars
    Call Directions

  20. VIP Smoke and Exotic Snacks | SMOKE SHOP NEAR ME | VAPES | CIGARS

    2356 W Chicago Ave, Chicago, IL 60622

    VapeCigars
    Call Directions

  21. The Gunn Cigar co

    7560 S Hoyne Ave, Chicago, IL 60620-5735

    Cigars
    Call Directions

  22. The Roasted Leaf Cigar and Coffee Cafe

    5925 W Chicago Ave, Chicago, IL 60651

    Cigars
    Call Directions

  23. West of the Ryan 47 Cigar lounge

    47 W 95th St, Chicago, IL 60628

    CigarsCigar lounge
    Call Directions

  24. Beverly Cigar Company

    10513 S Western Ave, Chicago, IL 60643-2527

    Cigars
    Call Directions

  25. Edison Park Cigars

    7566 N Milwaukee Ave, Chicago, IL 60631-4444

    Cigars
    Call Directions

  26. R&B Cigar Lounge

    1125 E 93rd St, Chicago, IL 60619-7803

    CigarsCigar lounge
    Call Directions

  27. Alourdam Cigars

    444 N Michigan Ave Ste 1200, Chicago, IL 60611-3959

    Cigars
    Call Directions

  28. Marios Cigar & Vape

    224 W 31st St, Chicago, IL 60616

    VapeCigars
    Directions
Tip. You must be 21 or older to buy; bring photo ID. Ask how long the cigars have been in the humidor if you prefer them well rested.

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Good to know

What is a humidor?

A humidor is a sealed case or room that keeps a steady humidity so cigars do not dry out.

How do I choose a cigar?

Tell staff the strength and flavor you like and your budget. They can usually narrow it down quickly.