Market · Downtown / The Loop
Iwan Reis Cigars & Tobacco
Some booking links are affiliate links. If you book through them, we may earn a small commission at no extra cost to you. We never let this influence which places we recommend.
Iwan Reis Cigars & Tobacco is a hidden gem for cigar enthusiasts, located on the second floor at 19 S Wabash Avenue in downtown Chicago's Loop. This family-run shop has been serving aficionados for decades, offering a carefully curated selection of premium cigars from Cuba, Nicaragua, Dominican Republic, and beyond. The walk-up space is cozy and unpretentious, with a humidor that maintains perfect conditions. What sets Iwan Reis apart is its knowledgeable staff, who can recommend cigars based on your taste and experience. The shop also carries pipes, tobacco, and accessories like cutters and lighters. It's a quiet retreat from the bustling streets below, where you can browse at leisure. For visitors new to cigars, the staff is happy to guide you through options. The shop's longevity and reputation make it a must-visit for anyone serious about tobacco.
Don't miss
- Browse a wide selection of premium Cuban and non-Cuban cigars
- Get personalized recommendations from experienced staff
- Explore the pipe tobacco and accessory collection
- Enjoy the relaxed, old-school ambiance of the shop
- Purchase limited-edition and hard-to-find cigars
Tickets & tours
Ways to visit Iwan Reis Cigars & Tobacco
You don't need a tour to visit — entry is free. A tour is worth it if you want transport, a guide, or to combine Iwan Reis Cigars & Tobacco with nearby sights in one day. That's what these do well.
Cheapest way inDominican Cigar Factory Tour4.7★ · 83 travelers1–2 hoursFree cancellationFrom$20 per personSee dates →
Most bookedChicago's Chinatown Food and Walking Tour4.9★ · 739 travelers~3 hoursFree cancellationFrom$80 per personSee dates →
Private & flexibleChicago City Private Tours4.7★ · 33 travelers2–8 hoursFree cancellationFrom$199 per personSee dates →Good for
How travelers rate it
Know before you go
- No smoking inside the shop; purchase for enjoyment elsewhere.
- Credit cards accepted, but cash is preferred for small purchases.
- Check hours online as they may vary on holidays.
- They offer gift boxes and custom selections.
A bit of history
Iwan Reis has been a Chicago institution since the early 20th century, known for its quality and expertise. It has survived Prohibition and changing tastes, remaining a trusted name among cigar smokers.
Common questions
Do they sell Cuban cigars?
Yes, they have a selection of authentic Cuban cigars.
Can I return a cigar if I don't like it?
No, all sales are final due to health regulations.
Do they offer advice for beginners?
Absolutely, the staff is very helpful for newcomers.
Is there a lounge to smoke?
No, the shop is for retail only.
Do they sell online?
No, in-store purchases only.
What is the price range?
From affordable to premium; check in store.
More attractions in Chicago
