How much does a Winston Churchill cigar cost?
The Winston Churchill Davidoff runs $24.10 per single and $424.16 per box of 20 — $21.21 per cigar by the box. A medium-strength Connecticut smoke made in Dominican Republic.
per cigar
$21.21 per cigar · save $57.84
What a Winston Churchill habit costs over time.
Per single, per box, per year, and lifetime at Winston Churchill prices.
medium strength, Connecticut
$21.21/cigar
$24.10/cigar × 365
Before compounding
What is Winston Churchill Davidoff?
A medium-strength Connecticut-wrapped cigar in the Davidoff lineup.
A tribute to Winston Churchill, first released in 2007. This line is part of Davidoff’s catalog of 5 distinct blends, all made in Dominican Republic by Davidoff. The house profile leans on cream, cedar, floral, nuts, with the Winston Churchill hitting $24.10 a stick — slightly above the brand average of $20.80.
Whether the Winston Churchill is the right buy depends on how you smoke. At 20 cigars per box and 424.16 per box, regular smokers save by the box; occasional smokers are better off with singles. Boxes need a properly humidified humidor to stay fresh.
Connecticut
Medium
Dominican Republic
Explore the rest of the Davidoff lineup.
5 lines total. Every line of the brand, one click away.
$29.56/single · $502.52/box of 20
A delicate, floral Connecticut smoke, the mildest in the lineup.
$20.80/single · $306.00/box of 20
An all-Nicaraguan blend inspired by Zino Davidoff.
$24.10/single · $424.16/box of 20
A tribute to Winston Churchill, first released in 2007.
How does Winston Churchill compare to other lines?
Priced at $24.10, the Winston Churchill is priced closest to these 3 brands.
| Brand | Single | Box | Per cigar | Strength | Origin |
|---|---|---|---|---|---|
| Ashton | $15.85 | $364.95 | $18.25 | Medium | Dominican Republic |
| Montecristo | $15.64 | $211.14 | $10.56 | Medium | Nicaragua |
| Dunbarton | $13.09 | $168.56 | $8.43 | Full | Nicaragua |
What a Winston Churchill habit costs over time.
Straight arithmetic. No inflation adjustment. The real cost is usually higher when you factor in tax increases.
1 Winston Churchill/day × 365 days × 10 years at $24.10/single. No tax increases, no inflation.
Put $$723/month into the stock market for 20 years at 7% and it compounds to roughly $375,960 — double the cash amount.
Winston Churchill Davidoff FAQ.
The most common questions about Winston Churchill pricing, value, and how it compares.
Frequently asked questions about Winston Churchill Davidoff cigars
More cigar and tobacco pricing.
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About this data
Prices are 2026 national averages for the Winston Churchill line, sourced from atlantic cigar (atlanticcigar.com) product listings 2026; convenience store, smoke shop, and online retailer pricing. Actual in-store prices vary by state, retailer, and local cigar excise taxes. Manufacturer: Davidoff. Last reviewed: 2026-08-01. SmokeCalc is an educational tool, not a commercial price tracker. All trademarks belong to their respective owners; SmokeCalc is not affiliated with or endorsed by any cigar manufacturer.
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