

Wikimedia Commons
From the Air Jordan 1's 1985 debut — which cost Nike $5,000 per day in NBA fines — to the Converse Chuck Taylor's 800 million pairs sold over a century, these ten sneakers have transcended sport to become cultural icons. Together they launched billion-dollar resale markets, soundtracked hip-hop anthems, and stood on Olympic podiums during pivotal moments in history. These are not just shoes — they are the defining design objects of the 20th and 21st centuries.
Curated by our lifestyle editors. Reader vote and editorial review both shape the order.

Released 1985, designed for Michael Jordan's NBA rookie season; original retail price $65, now regularly resells for $1,000-$10,000+; Nike paid $5,000/day in NBA fines because Jordan wore them before they were approved

Introduced 1917, endorsed by Chuck Taylor in 1921; over 800 million pairs sold making it the best-selling sneaker of all time; worn by 80% of NBA players in the 1960s

Launched 1969 as a low-top basketball shoe with iconic shell toe; Run-DMC wore them without laces on "My Adidas" (1986), creating the first major hip-hop footwear endorsement

Designed by Tinker Hatfield in 1987 inspired by the Centre Pompidou in Paris; first sneaker with a visible air unit, revolutionizing athletic shoe design and spawning a line worth $3B+ annually

Originally the Adidas Robert Haillet (1965), renamed for tennis champion Stan Smith in 1971; over 70 million pairs sold, the best-selling tennis shoe in history

Released 1977, first Vans shoe with the iconic side stripe (originally called the "Jazz Stripe"); became the definitive skate shoe after being worn in Thrasher magazine throughout the 1980s

Introduced 1968; Tommie Smith wore gold Puma Suedes on the 1968 Mexico City Olympics podium during his Black Power salute, making it the most politically iconic sneaker in history

Released 1982 at $100, making it the first athletic shoe to retail at $100; designed by Paul Brown, became the sneaker of choice for Steve Jobs who wore them every day

Introduced 1983 for aerobics, later became a streetwear staple; sold 30 million pairs by 2000, the Freestyle version was the first athletic shoe marketed exclusively to women
Create a free account or sign in to join the discussion.
Sign in to join the conversation

Released 1985, designed for Michael Jordan's NBA rookie season; original retail price $65, now regularly resells for $1,000-$10,000+; Nike paid $5,000/day in NBA fines because Jordan wore them before they were approved

Introduced 1917, endorsed by Chuck Taylor in 1921; over 800 million pairs sold making it the best-selling sneaker of all time; worn by 80% of NBA players in the 1960s

Launched 1969 as a low-top basketball shoe with iconic shell toe; Run-DMC wore them without laces on "My Adidas" (1986), creating the first major hip-hop footwear endorsement

Designed by Tinker Hatfield in 1987 inspired by the Centre Pompidou in Paris; first sneaker with a visible air unit, revolutionizing athletic shoe design and spawning a line worth $3B+ annually

Originally the Adidas Robert Haillet (1965), renamed for tennis champion Stan Smith in 1971; over 70 million pairs sold, the best-selling tennis shoe in history

Released 1977, first Vans shoe with the iconic side stripe (originally called the "Jazz Stripe"); became the definitive skate shoe after being worn in Thrasher magazine throughout the 1980s

Introduced 1968; Tommie Smith wore gold Puma Suedes on the 1968 Mexico City Olympics podium during his Black Power salute, making it the most politically iconic sneaker in history

Released 1982 at $100, making it the first athletic shoe to retail at $100; designed by Paul Brown, became the sneaker of choice for Steve Jobs who wore them every day

Introduced 1983 for aerobics, later became a streetwear staple; sold 30 million pairs by 2000, the Freestyle version was the first athletic shoe marketed exclusively to women
The most-voted lists across every category — curated weekly. Join the early readers.
No spam. One email per week. Unsubscribe anytime.
Explore more Lifestyle rankings on Top10Grid
Cast your vote above to unlock the real distribution
Tap the arrows on any item to vote
Because you're viewing Lifestyle

Top 10 Best Cities in the World to Live In 2026 — Quality of Life Ranked and Explained
205 views · 0 votes
Top 10 Most Common Dreams and What They Mean
177 views · 0 votes

Top 10 Best Resale & Secondhand Shopping Platforms
99 views · 0 votes

Top 10 Best Grocery Delivery Services
85 views · 0 votes

Top 10 Most Counterfeited Luxury Goods (And How to Spot Fakes)
83 views · 0 votes

Top 10 Best Sustainable & Ethical Online Retailers
80 views · 0 votes
If you liked this, you might love these







Top 10 Most Iconic Fashion Designers of All Time
10 items

Top 10 Shopping Malls in Singapore 2026
10 items

Top 10 Most Famous Luxury Shopping Streets in the World
10 items

Top 10 Shopping Streets in Tokyo 2026
10 items

Top 10 Fashion & Shopping Destinations in Thailand in 2026
10 items

Top 10 Supermodels Who Changed the Industry Forever
10 items