Jack Schwartz Cigars has been in business since 1921, bringing the best Cigars into the Chicago area for distinguished consumers like yourself. Their giant humidor stocks everything from Arturo Fuente to Zino, and everything in between. There are plenty of limited editions, accessories, and even tobacco and pipe tobacco here. Everything that has to do […]

This gem of a cigar shop has been in business for more than 40 years, and the owner, Diana Silvius, really knows her stuff. She knows all the owners of your favorite tobacco companies, from Ashton to Camacho to Davidoff, and the knowledge that she’s gleaned from them definitely helps her to find the perfect […]

We love La Casa Del Tobacco for their old fashioned atmosphere, giant selection of fine cigars, and wonderful hand rolled tobacco. Cigarette lovers will also want to take note that they stock plenty of fabulous imported cigarettes! We highly recommend this location.

A Chicago classic, Trading Post Tobacco & Cigars couldn’t be left off this list. You get a free house cigar with any purchase, and Monday thru Wednesday you’ll love their special where you buy four get one free of equal or lesser value. They stock all your favorites, and the featured blends are: Bad Boy […]

Located just a half hour drive outside of downtown Chicago, Belicoso Cigar Lounge is one of our absolute favorite places to indulge in the finest cigars. You can stock up on all your favorites here as well as some rare oddities, and enjoy smoking them in their cozy leather seating area. They’ve got just about […]

Located a bit off the beaten path in Downer’s Grove, it will be about a 25 minute drive from the downtown area to reach this fine cigar seller. They feature a complimentary cafe bar and comfortable lounge. They sell premium cigars, pipes, and all types of accessories, and often host cigar and tobacco events. Those […]

Located a bit off the beaten path in Downer’s Grove, it will be about a 25 minute drive from the downtown area to reach this fine cigar seller. They feature a complimentary cafe bar and comfortable lounge. They sell premium cigars, pipes, and all types of accessories, and often host cigar and tobacco events. Those […]

We decided to kick off the list with Tesa Cigar Co, because it’s an experience that you won’t find in any other cigar shop. This is Chicago’s best as far as private label cigars go. You may not find your favorites here–instead you’ll find something brand new and better. Just tell them what you usually […]

This smoking lounge may feel like Utopia to cigar smokers with free Wi-Fi, flatscreen televisions and even free popcorn. The shop offers a myriad of brands, price points, shapes and sizes as well as a private label “Utopia Blue,” a popular Dominican cigar. The only rule is that whatever is smoked at Utopia must be […]