Showing 49–60 of 71 results

Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart
Add to cart

The Comprehensive Guide to Cigarillos: A Diverse World of Flavors and Brands


Cigarillos have been gaining popularity among cigar enthusiasts and novices alike due to their smaller size, diverse flavors, and convenient packaging. Among the numerous brands available in the market, Windy City Cigars stands out as a leading supplier of top-notch cigarillos. In this article, we will explore everything you need to know about cigarillos, including popular brands like Al Capone, Swisher Sweets, White Owl, Dutch Masters, and more. Whether you are a seasoned aficionado or a beginner, this guide will help you discover the best cigarillos to suit your taste.

1. What are Cigarillos?

Cigarillos are petite cigars characterized by their slender shape and shorter length. They are perfect for those who enjoy the rich taste and aroma of a cigar but desire a quicker smoke. Cigarillos come in various sizes, with mini cigarillos being the smallest, while others like show cigarillos and 4k cigarillos are slightly larger.

2. Popular Cigarillos Brands

Windy City Cigars offers an extensive range of cigarillos brands, each with its unique attributes and flavors:

  • Al Capone Cigarillos: Named after the famous gangster, these cigarillos are well-known for their smooth and mellow taste.
  • Swisher Sweets Cigarillos: A widely recognized brand, Swisher Sweets offers a wide selection of flavors, making them a favorite among cigar enthusiasts.
  • White Owl Cigarillos: With a history dating back to the 1800s, White Owl cigarillos are cherished for their consistent quality and affordable price.
  • Dutch Masters Cigarillos: Renowned for their classic taste, Dutch Masters offers a range of flavors to cater to diverse preferences.
  • Davidoff Cigarillos: Synonymous with luxury, Davidoff cigarillos are crafted with precision and finesse, delivering a premium smoking experience.
  • Game Cigarillos: With flavors like green, blue, and grape, Game cigarillos cater to those who seek variety and bold tastes.

3. The Allure of Flavored Cigarillos

Flavored cigarillos have surged in popularity due to their ability to provide a unique smoking experience. Options like grape, cherry, chocolate, and moontrance cigarillos appeal to a broader audience, making smoking more enjoyable for beginners and seasoned enthusiasts alike.

4. Exploring Mini Cigarillos

Mini cigarillos are even smaller versions of traditional cigarillos, perfect for those seeking a quick smoke or when time is limited. Despite their size, mini cigarillos still pack the same delightful flavors as their larger counterparts.

5. How to Smoke Cigarillos: A Guide for Beginners

If you're new to the world of cigarillos, this section will provide step-by-step guidance on how to properly light, cut, and enjoy your smoke.

6. Are Cigarillos Worse Than Cigarettes?

Addressing concerns about the health implications, we'll compare cigarillos to cigarettes and explore the potential risks associated with cigarillo smoking.

7. The Best Cigarillos for Beginners

If you're a novice looking to venture into the world of cigarillos, we'll recommend some of the best beginner-friendly options that will make your journey enjoyable.

8. Finding Cigarillos Near You

For those wondering where to buy cigarillos, we'll discuss convenient ways to find local cigar shops or online suppliers like Windy City Cigars.

9. Cigarillos and Nicotine Content

In this section, we'll delve into the topic of nicotine content in cigarillos and what smokers should be aware of.

10. Cigarillos versus Cigars: What Sets Them Apart?

Highlighting the key differences between cigarillos and cigars, we'll help readers understand which option aligns with their preferences.

11. Exploring the Rich Variety of Cigarillos Flavors

One of the most enticing aspects of cigarillos is the wide range of flavors available. Manufacturers have perfected the art of infusing delightful flavors into these petite cigars, appealing to a diverse audience. Let's take a closer look at some of the popular and unique cigarillo flavors:

  • Grape Cigarillos: Grape-flavored cigarillos provide a subtly sweet and fruity aroma, making them an excellent choice for those who prefer a milder and more aromatic smoke.
  • Cherry Cigarillos: Cherry-infused cigarillos offer a lusciously sweet and tangy taste, reminiscent of fresh cherries.
  • Chocolate Cigarillos: Indulge your senses with the decadent taste of chocolate-infused cigarillos. These treats combine the earthiness of tobacco with the rich, velvety notes of cocoa, making them a delightful choice for anyone with a sweet tooth.
  • Moontrance Cigarillos: Moontrance cigarillos, often infused with exotic fruits and vanilla, take smokers on an unforgettable journey through tropical flavors and enticing aromas.
  • Blue Game Cigarillos: Blue Game cigarillos provide a refreshing burst of blueberry flavor that perfectly complements the natural tobacco taste.
  • Vanilla Cigarillos: Vanilla-infused cigarillos offer a smooth and subtly sweet smoking experience. The vanilla essence pairs remarkably well with the rich tobacco, creating a creamy and pleasant smoke.

With such a diverse selection of flavors, cigarillos provide an opportunity for smokers to explore and discover their favorite tastes.

12. The Appeal of Artisanal Cigarillos: Davidoff and Cohiba

For connoisseurs seeking an unparalleled smoking experience, artisanal cigarillos like Davidoff and Cohiba offer a level of sophistication that stands unmatched. These premium brands are synonymous with luxury, quality, and precision.

Davidoff Cigarillos: Crafted with exceptional attention to detail, Davidoff cigarillos use only the finest tobacco leaves from the most renowned regions. Known for their smooth draw and complex flavors, Davidoff cigarillos cater to those with refined tastes and a preference for elegance.

Cohiba Cigarillos: Cohiba, an iconic brand originating from Cuba, has become synonymous with excellence in the world of cigars. Their cigarillos boast premium tobacco and meticulous craftsmanship, ensuring an unforgettable smoking experience.

For those seeking the epitome of cigarillo indulgence, Davidoff and Cohiba provide a taste of luxury that is truly exceptional.

13. The Ritual of Smoking Cigarillos

Smoking cigarillos is not just about the act of smoking itself but also about the ritual and experience that surrounds it. Unlike cigarettes, which are often smoked quickly, cigarillos encourage smokers to slow down and savor the moment. The process of cutting and lighting a cigarillo becomes part of the enjoyment, creating a sense of anticipation for the upcoming smoke.

Many cigar enthusiasts have developed their own unique rituals, from carefully selecting the perfect cigarillo for the occasion to pairing it with a suitable drink or snack. The social aspect of smoking cigarillos also adds to the allure, as it becomes an opportunity for relaxation and camaraderie among friends.

14. Cigarillos as a Perfect Gift

Cigarillos make for thoughtful and impressive gifts for those who enjoy smoking or wish to explore the world of cigars. Whether it's a special occasion, holiday celebration, or simply a gesture of appreciation, gifting a selection of premium cigarillos from brands like Al Capone, Swisher Sweets, or White Owl can leave a lasting impression.

To make the gift even more personal, consider adding some accessories such as a stylish cigar cutter, a high-quality lighter, or an elegant cigar case. With such a thoughtful gift, you can introduce someone to the pleasures of cigarillos and ignite their interest in this timeless pastime.

15. The Rise of Cigarillos in Popular Culture

Cigarillos have found their way into popular culture, making appearances in movies, music videos, and even television shows. Their sleek appearance and association with sophistication have made them a favored prop for characters that exude charm, confidence, and charisma.

In the realm of literature, cigarillos have often been depicted as the indulgence of choice for detectives, private investigators, and classic film-noir characters. These portrayals have contributed to the allure of cigarillos, further cementing their place in the cultural zeitgeist.

16. Health Considerations and Responsible Smoking

While cigarillos can provide an enjoyable and relaxing smoking experience, it's essential to approach smoking with caution and responsibility. The combustion of tobacco releases harmful substances and carcinogens, which can pose health risks.

Smokers should be aware of the potential health implications and smoke in moderation. Additionally, it's important to consider the presence of nicotine in cigarillos, which can be addictive. For those concerned about their health, it's best to explore alternative methods of relaxation and recreation.

17. Pairing Cigarillos with Drinks and Food

Pairing a cigarillo with a suitable drink or snack can enhance the overall smoking experience, bringing out the unique flavors of both the cigarillo and the chosen beverage or treat. Here are some classic pairings to consider:

  • Whiskey or Bourbon: The richness and complexity of whiskey or bourbon complement the tobacco flavors of a cigarillo, creating a harmonious combination.
  • Coffee: A well-brewed cup of coffee can serve as an excellent accompaniment to cigarillos, particularly those with sweet or vanilla undertones.
  • Dark Chocolate: The deep and robust flavors of dark chocolate can beautifully contrast the natural sweetness of certain cigarillo flavors.
  • Nuts: Whether it's almonds, cashews, or peanuts, the earthy and nutty flavors of various nuts can provide an enjoyable contrast to the smoking experience.

Remember, pairing is a personal preference, and experimenting with different combinations can lead to delightful discoveries.

18. The Art of Collecting Cigarillos

For some enthusiasts, cigarillos transcend mere smoking; they become collectible items, treasured for their packaging, branding, and rarity. Collecting cigarillos can be a rewarding hobby, and some limited-edition releases can hold significant value over time.

When collecting cigarillos, enthusiasts often seek out unique or vintage packaging, limited-edition series, or even cigarillos from discontinued lines. The thrill of the hunt and the satisfaction of building a prized collection add an extra dimension to the passion for cigarillos.

19. Cigarillos Etiquette

Smoking cigarillos comes with a set of customs and etiquette to ensure that everyone involved in the experience, including nonsmokers, can enjoy the moment. Here are some essential tips for practicing cigarillo etiquette:

  • Be mindful of your surroundings: Avoid smoking in areas where cigarillos are not permitted or might bother others.
  • Respect nonsmokers: Be considerate of those who do not smoke and try to choose smoking locations that do not interfere with their comfort.
  • Ask before smoking: If you're in a social setting, always ask those around you if they mind you smoking a cigarillo.
  • Dispose of cigarillos responsibly: Make sure to extinguish your cigarillo properly and dispose of it in designated areas.

By adhering to cigarillo etiquette, you can enjoy your smoking experience while being considerate of those around you.

20. The Joy of Cigarillo Tasting

Similar to wine tasting, cigarillo tasting is a practice that allows enthusiasts to discern the subtle nuances of different flavors, blends, and brands. As you delve deeper into the world of cigarillos, you'll find that your palate becomes more attuned to the various tastes and aromas that each cigarillo offers.

To enhance your cigarillo tasting experience, take your time to enjoy each smoke fully. Observe the appearance, feel the texture, and savor the initial notes as you light up. As you continue smoking, the flavors may evolve, revealing different layers that add to the complexity of the smoke.


Cigarillos present a captivating world of flavors, rituals, and experiences for both seasoned enthusiasts and beginners alike. From the broad selection of flavors offered by Windy City Cigars to the artisanal craftsmanship of Davidoff and Cohiba, the possibilities are endless. Remember to smoke responsibly and enjoy the journey of exploration and relaxation that cigarillos have to offer. Whether you're celebrating a special occasion, enjoying a moment of solitude, or bonding with friends, cigarillos are sure to add a touch of elegance and pleasure to your life. So go ahead, indulge in the aromatic clouds, and let the world of cigarillos elevate your smoking experience.

Windy City Cigars