Mother's Day Special 🎉 Build Your Own Deadwood 4-Pack Sampler and Get 10% OFF! Offer Valid: 5/5 - 5/11

  • The Trifecta 🏆 A Winning Trio Worth Betting On

  • Some chase horses. Others chase flavor. This weekend, you don’t have to choose. Ralph’s Trifecta Sampler brings together three unique infused cigars— From the crisp kick of Vodka Cranberry Cognac to the Southern charm of Mint Julep Bourbon, it all wraps up with the tropical swagger of a Pineapple Margarita Tequila Infused. All for just $35.
Triple the Flavor 🔥 For the Triple Crown 👑

  • Build Your Own Deadwood Sampler and Save 10%

  • This Mother’s Day, gift the SOTL in your life a handpicked 4-pack of Deadwood’s fiercest cigars. Craft Her Perfect 4-Pack (or yours 😉) and get 10% OFF— featuring fan favorites like Sweet Jane, Fat Bottom Betty, and the New! ✨ Dominicana! Sweet, Bold, and Unforgettable– just like her.
Build Your 4-Pack 🎉

  • Kickoff Summer with a Pineapple Margarita Tequila! 🍍

  • Get ready to excite your palate with the bold, refreshing flavors of our Pineapple Margarita Tequila Infused Cigar! Wrapped in a rich Maduro leaf, this long-filler Dominican blend offers a smooth, medium-strength experience with vibrant notes of Pineapple, Lime, and a hint of Tequila — just like your favorite cocktail in cigar form!
Transport Yourself to Paradise 🌴

  • Discover the newest Deadwood sister 🕸 The Dominicana

  • This new release brings bold personality with a smooth, Dominican twist! From the very first draw, the sweetened cap delivers that signature Deadwood kiss of sugar, leading into a mellow-to-medium-bodied experience layered with notes of honey, cream, cocoa, and subtle fig.
Get to Know Her 💋

  • Pre-Release ✨ Ralph's Private Collection

  • Inspired by the tastes of both our owner and loyal customers, this exclusive non-infused collection showcases a perfect harmony of long-filler Nicaraguan and Pennsylvanian Broadleaf tobaccos. Each blend is beautifully finished with a stunning Dominican wrapper, ranging from rich Habano to bold Oscuro, ensuring a truly luxurious smoking experience.
A Premium Smoking Experience Awaits...

  • New 2025 Release!

  • Indulge in the smooth, balanced taste of the CAO Fasa Sombra. Crafted with a delicate Ecuadorian shade-grown wrapper, this cigar is perfect for moments of leisure and relaxation. A delicious cigar with notes of butter, hay, cream, and almond, this is an excellent morning smoke to go with a fresh cup of coffee!
Premium Flavor, Without the Premium Price 🔥

The Trifecta 🏆 A Winning Trio Worth Betting On

Some chase horses. Others chase flavor. This weekend, you don’t have to choose. Ralph’s Trifecta Sampler brings together three unique infused cigars— From the crisp kick of Vodka Cranberry Cognac to the Southern charm of Mint Julep Bourbon, it all wraps up with the tropical swagger of a Pineapple Margarita Tequila Infused. All for just $35. Triple the Flavor 🔥 For the Triple Crown 👑

Build Your Own Deadwood Sampler and Save 10%

This Mother’s Day, gift the SOTL in your life a handpicked 4-pack of Deadwood’s fiercest cigars. Craft Her Perfect 4-Pack (or yours 😉) and get 10% OFF— featuring fan favorites like Sweet Jane, Fat Bottom Betty, and the New! ✨ Dominicana! Sweet, Bold, and Unforgettable– just like her. Build Your 4-Pack 🎉

Kickoff Summer with a Pineapple Margarita Tequila! 🍍

Get ready to excite your palate with the bold, refreshing flavors of our Pineapple Margarita Tequila Infused Cigar! Wrapped in a rich Maduro leaf, this long-filler Dominican blend offers a smooth, medium-strength experience with vibrant notes of Pineapple, Lime, and a hint of Tequila — just like your favorite cocktail in cigar form! Transport Yourself to Paradise 🌴

Discover the newest Deadwood sister 🕸 The Dominicana

This new release brings bold personality with a smooth, Dominican twist! From the very first draw, the sweetened cap delivers that signature Deadwood kiss of sugar, leading into a mellow-to-medium-bodied experience layered with notes of honey, cream, cocoa, and subtle fig. Get to Know Her 💋

Pre-Release ✨ Ralph's Private Collection

Inspired by the tastes of both our owner and loyal customers, this exclusive non-infused collection showcases a perfect harmony of long-filler Nicaraguan and Pennsylvanian Broadleaf tobaccos. Each blend is beautifully finished with a stunning Dominican wrapper, ranging from rich Habano to bold Oscuro, ensuring a truly luxurious smoking experience. A Premium Smoking Experience Awaits...

New 2025 Release!

Indulge in the smooth, balanced taste of the CAO Fasa Sombra. Crafted with a delicate Ecuadorian shade-grown wrapper, this cigar is perfect for moments of leisure and relaxation. A delicious cigar with notes of butter, hay, cream, and almond, this is an excellent morning smoke to go with a fresh cup of coffee! Premium Flavor, Without the Premium Price 🔥

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