MACANUDO MADNESS 🏀 Buy 4 Macanudo Cigars, Get a Macanudo Vanilla Bourbon FREE! 🎉 + Be entered into our Macanudo Madness Giveaway! 🔥 Ends 4/7

  • SAVE 10%! ✨Tobacco Titans 4-Pack Sampler

  • This exceptional collection showcases four iconic cigars from renowned Cuban heritage brands, Partagas, El Rey Del Mundo, Hoyo de Monterrey, and Punch– offering a rich, flavorful experience for both seasoned connoisseurs and those exploring the world of premium cigars. ON SALE FOR $34.20!
journey through cigar history with every puff 💨

  • Available for a Limited Time! Orange Dream Cognac 🍊

  • Crafted with the finest Dominican long-filler tobaccos and wrapped in a smooth Dominican Maduro wrapper, the Orange Dream offers a delightful sweetness that deepens the experience with every puff. The harmonious fusion of vibrant oranges, sweet vanilla, and the sophisticated warmth of Cognac creates a perfect balance that’s both refreshing and indulgent.
Step into a blissful spring morning 💐

  • IT'S MACANUDO MADNESS 🏀

  • March Madness just got even better!! Buy Any 4 Macanudo⁠ Cigars, and Get a Macanudo M Vanilla Bourbon FREE! (Use Code: MACMADNESS at checkout) + PLUS, be entered into our Macanudo Madness Giveaway and get the chance to win amazing prizes!! 🎉🎁
Get in on the Action 🔥

  • SAVE 20% on Gurkha Legendary Sampler 💎

  • Gurkha Cigars are synonymous with luxury, craftsmanship, and unparalleled sophistication. Experience four of Gurkha's legendary lines in this limited sampler– including the extremely Limited Edition Gurkha Year of the Dragon 🐲
Limited Quantities Available – Grab Yours 💨

  • ENDING SOON! Sweet Bourbon Infused

  • This medium-strength blend is finished with a rich, lush Dominican maduro wrapper and infused with double barrel bourbon, delivering a smooth, indulgent profile highlighted by toasted oak and sweet molasses notes!
A bold, limited-time infusion 🥃

  • Limited Edition: H. Upmann 180th Anniversary

  • Established in 1844 by German immigrant Herman Upmann, this iconic Cuban legacy brand has grown into one of the largest cigar manufacturers in the world. To celebrate, the brand offers a single size — a 7x50 Churchill — and partnered with AJ Fernandez to create the blend. Featuring rare medio tiempo leaves from the top of the tobacco plant, this all-Nicaraguan puro offers a rich, robust flavor profile with notes of spice, sweetness, oak, and leather.
Grab Yours Before They're Gone 👀

SAVE 10%! ✨Tobacco Titans 4-Pack Sampler

This exceptional collection showcases four iconic cigars from renowned Cuban heritage brands, Partagas, El Rey Del Mundo, Hoyo de Monterrey, and Punch– offering a rich, flavorful experience for both seasoned connoisseurs and those exploring the world of premium cigars. ON SALE FOR $34.20! journey through cigar history with every puff 💨

Available for a Limited Time! Orange Dream Cognac 🍊

Crafted with the finest Dominican long-filler tobaccos and wrapped in a smooth Dominican Maduro wrapper, the Orange Dream offers a delightful sweetness that deepens the experience with every puff. The harmonious fusion of vibrant oranges, sweet vanilla, and the sophisticated warmth of Cognac creates a perfect balance that’s both refreshing and indulgent. Step into a blissful spring morning 💐

IT'S MACANUDO MADNESS 🏀

March Madness just got even better!! Buy Any 4 Macanudo⁠ Cigars, and Get a Macanudo M Vanilla Bourbon FREE! (Use Code: MACMADNESS at checkout) + PLUS, be entered into our Macanudo Madness Giveaway and get the chance to win amazing prizes!! 🎉🎁 Get in on the Action 🔥

SAVE 20% on Gurkha Legendary Sampler 💎

Gurkha Cigars are synonymous with luxury, craftsmanship, and unparalleled sophistication. Experience four of Gurkha's legendary lines in this limited sampler– including the extremely Limited Edition Gurkha Year of the Dragon 🐲 Limited Quantities Available – Grab Yours 💨

ENDING SOON! Sweet Bourbon Infused

This medium-strength blend is finished with a rich, lush Dominican maduro wrapper and infused with double barrel bourbon, delivering a smooth, indulgent profile highlighted by toasted oak and sweet molasses notes! A bold, limited-time infusion 🥃

Limited Edition: H. Upmann 180th Anniversary

Established in 1844 by German immigrant Herman Upmann, this iconic Cuban legacy brand has grown into one of the largest cigar manufacturers in the world. To celebrate, the brand offers a single size — a 7x50 Churchill — and partnered with AJ Fernandez to create the blend. Featuring rare medio tiempo leaves from the top of the tobacco plant, this all-Nicaraguan puro offers a rich, robust flavor profile with notes of spice, sweetness, oak, and leather. Grab Yours Before They're Gone 👀

Chicago’s Home of Cognac Infused Cigars

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Welcome to Ralph's

Started in 1997, Ralph's Cigars is located in the heart of Little Italy and has been a staple on Taylor street for over 20 years. We're nationally known for our signature Cognac Infused cigars. We also carry a wide variety of brands including Romeo y Julieta, Ashton, My Father, and more. 

Learn More

Features & Updates

Come visit us!

Looking for a place to relax? View information on hours, parking, and in store shopping. Come visit us at 1154 W Taylor St. We look forward to seeing you!

More Info

Have a question?

Check out our Frequently Asked Questions page to answer all your questions about current in-store services, ordering online, shipping inquiries, and more! Can't find the answer you're looking for? 

Frequently Asked Questions

Order Online

Live outside of Chicago and in need of cigars? Shop our selection of Cognac Infused cigars, regular cigar brands, and cigar accessories - shipped right to your door! *Please view our Shipping Policy before ordering.

Shop Now

Looking for a place to smoke?

Whether you want to hang out with the guys or just relax with a cigar, our lounge is the place to do it. Watch the game on one of our TV's, read the latest Cigar Aficionado, or play a game of chess while enjoying a Montecristo or one of our Cognac Infused cigars!
No matter what you smoke, our knowledgeable staff will help you find exactly what you’re looking for.

Visit Us

Customer Love

I've been to Ralph's on numerous occasions. Customer service was always perfect. I'm a very picky and confused shopper. Staff is always patient with me. Wonderful selection of cigars. This place in nothing short of 5 stars!

Jason Mister

Best kept secret. Ralph’s has one of the best infused cigar collections in the Midwest, if you're in the Chicago area check them out.

Rodney Davis

The atmosphere and the people who work there make you feel like family. They take care of you... and when you're unsure of what type of cigars to smoke they recommend THE BEST!

Sylvia Zimmerman

I've been coming here for years, the atmosphere, the people, and cigars are all QUALITY, it's just one big FAMILY.

Barry Robinson

Omg when I tell you that this place is amazing I’ve been smoking cigars for over 20 years and this has by far been the best cigar shop ever... I simply love their infused cigars my favorites are Chocolate Mint and Peach Cobbler...

Eugene Coleman III

I love this place. Always a warm invite, great selection and knowledgeable staff. My favorite spot, hands down...

De Shawn Vance