20 Awesome On-Foot Looks For the “Chicago” Air Jordan 1

With the beloved "Chicago" Air Jordan 1 High making a return this weekend, we spotlight 20 awesome looks of people wearing the kicks both on and off the court. Best of luck picking up a pair on Saturday, May 30th, if you're hoping to bolster your collection!

Michael Jordan

Wale

Tahiry

Michael Jordan

Stalley

Olivia Wilde

Michael Jordan

Jay Z

Future

Michael Jordan

DJ AM

DeMar DeRozan

Michael Jordan

Colin Kaepernick

Ciara

Michael Jordan

A$AP Nast

Michael Jordan

Big Boi

Michael Jordan

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Def Jam x Puma Clyde Court
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Nike Blazer Mid ’77 VNTG “Lakers”
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Jordan 9 Retro White/Gym Red

25 Awesome Off-Court Moments Of The Jordan 4

Michael Jordan

Wearing: Air Jordan 4 Black/Cement

Michael Jordan

Wearing: Air Jordan 4 ‘Cool Grey’

Ronnie Lott

Wearing: Air Jordan 4 Black/Cement

Royce da 5'9"

Wearing: Air Jordan 4 “Eminem”

Jay Z

Wearing: Air Jordan 4 Black/Cement

Rita Ora

Wearing: Air Jordan 4 White/Red

Phil Jackson

Wearing: Air Jordan 4 Black/Cement

Mos Def

Wearing: Air Jordan 4 Black/Cement

Michael Jordan

Wearing: Air Jordan 4 White/Cement

Layzie Bone

Wearing: Air Jordan 4 White/Red

Method Man

Wearing: Air Jordan 4 White/Cement

Jennifer Lopez

Wearing: Air Jordan 4 Black/Cement

Chris Paul

Wearing: Air Jordan 4 PE

Ice T

Wearing: Air Jordan 4 White/Red

Fat Joe

Wearing: Air Jordan 4 “Thunder”

Erik Spoelstra

Wearing: Air Jordan 4 White/Red

Eminem

Wearing: Air Jordan 4 White/Red

Drake

Wearing: Air Jordan 4 “Columbia”

Big Boi

Wearing: Air Jordan 4 Black/Cement

Michael Jordan

Wearing: Air Jordan 4 White/Cement

Nas

Wearing: Air Jordan 4 White/Red

A$AP Rocky

Wearing: Air Jordan 4 “Columbia”

Doogie Howser

Wearing: Air Jordan 4 White/Cement

Kevin Durant

Wearing: Air Jordan 4 “Chrome”

DJ Skee

Wearing: Air Jordan 4 “Columbia”

Chi McBride

Wearing: Air Jordan 4 “Eminem”

50 Cent

Wearing: Air Jordan 4 “Cavs”

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John Elliott x Nike LeBron Icon QS ‘Parachute Beige’
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Def Jam x Puma Clyde Court
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Nike Blazer Mid ’77 VNTG “Lakers”
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Jordan 9 Retro White/Gym Red

25 Awesome Off-Court Photos Of People In The Black/Red Jordan 6

50 Cent

Jay Z

Kanye West

Young Jeezy

Wiz Khalifa

Michael Jordan

Wale

Victor Cruz

Theophilus London

Scott Disick

Kanye West

ScHoolboy Q

Rita Ora

Rick Ross

Macklemore

Jon Hundreds

Kanye West

Jim Jones

Fabolous

J. Cole

Kanye West

Chris Brown

Big Sean

Big Boi

Kanye West

Michael Jordan

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John Elliott x Nike LeBron Icon QS ‘Parachute Beige’
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Def Jam x Puma Clyde Court
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Nike Blazer Mid ’77 VNTG “Lakers”
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Jordan 9 Retro White/Gym Red

The Best Sneakers Worn On Stage This Summer

Michael Jordan

Sneaker: Air Jordan VI “Champagne”
Summer Month: July

Black Thought

Sneaker: Riccardo Tisci x Nike Air Force 1 High
Summer Month: June

Chance The Rapper

Sneaker: adidas EQT Support 93 White/Red
Summer Month: June

Chris Brown

Sneaker: Nike Air Yeezy 2 “Red October”
Summer Month: June

Drake

Sneaker: Air Jordan IV “Oregon Ducks”
Summer Month: June

Frank Ocean

Sneaker: Vans Sk8 Hi Black/White
Summer Month: June

Kid Ink

Sneaker: Air Jordan VII “Hare”
Summer Month: June

Lil Wayne

Sneaker: Air Jordan VI “Cigar”
Summer Month: June

Macklemore

Sneaker: Air Jordan I Black/Royal
Summer Month: June

Soulja Boy

Sneaker: Supreme x Nike Foamposite One
Summer Month: June

Lil Wayne

Sneaker: Air Jordan VI “Brazil”
Summer Month: June

Macklemore

Sneaker: Air Jordan VI “Infrared 23″
Summer Month: June

Theophilus London

Sneaker: New Balance 998 ‘Powder Blue’
Summer Month: June

Trey Songz

Sneaker: Lance Mountain x Nike SB x Air Jordan 1
Summer Month: June

Tyler The Creator

Sneaker: Vans Old Skool
Summer Month: June

Waka Flocka Flame

Sneaker: Air Jordan IV “Toro Bravo”
Summer Month: June

Wiz Khalifa

Sneaker: Air Jordan I “Shadow”
Summer Month: June

A$AP Rocky

Sneaker: Nike Air Force 1 Mid White/White
Summer Month: July

Andre 3000

Sneaker: Converse Chuck Taylor Low
Summer Month: July

Big Boi

Sneaker: Air Jordan VI “Champagne”
Summer Month: July

Cam'ron

Sneaker: Air Jordan VI “Carmine”
Summer Month: July

Chance The Rapper

Sneaker: Nike Roshe Run
Summer Month: July

Kanye West

Sneaker: Maison Martin Margiela High Tops
Summer Month: July

Pharrell

Sneaker: adidas Stan Smith Customs
Summer Month: July

Raekwon

Sneaker: Air Jordan XI Low “Concord”
Summer Month: July

Young Jeezy

Sneaker: Nike Cortez
Summer Month: July

Bun B

Sneaker: Jordan Future “Jordan Brand Classic”
Summer Month: August

Chance The Rapper

Sneaker: Ronnie Fieg x PUMA Disc Blaze “C.O.A.”
Summer Month: August

Drake

Sneaker: Air Jordan III “6IX”
Summer Month: August

Lil Wayne and Drake

Sneaker: Air Jordan III “Drake vs. Lil Wayne” PEs
Summer Month: August

Hit Boy

Sneaker: Air Jordan IV “Silver Anniversary”
Summer Month: August

Iggy Azalea

Sneaker: Nike Air Max 1 SP “Liquid Metal” Silver
Summer Month: August

Nas

Sneaker: Air Jordan XI Low Black/Infrared 23
Summer Month: August

Riff Raff

Sneaker: Nike Air Max Bo Jax “South Beach”
Summer Month: August

Talib Kweli

Sneaker: Air Jordan V “Oreo”
Summer Month: August

Wiz Khalifa

Sneaker: JBF Customs x Nike Air Force 1 “Supreme F&ckery”
Summer Month: August

YG

Sneaker: Nike Cortez
Summer Month: August

Chris Brown

Sneaker: Air Jordan XIV “Ferrari”
Summer Month: September

Drake

Sneaker: Air Jordan XIII “3M”
Summer Month: September

Fabolous

Sneaker: Nike Foamposite One “Knicks”
Summer Month: September

Drake

Sneaker: Air Jordan I “CDP”
Summer Month: September

Lil Wayne

Sneaker: Nike Air Yeezy 1 Black/Pink
Summer Month: September

Method Man

Sneaker: Nike Air Force I Mid
Summer Month: September

Drake

Sneaker: Nike Lebron 12 “Meridian”
Summer Month: September

Lil Wayne

Sneaker: Air Jordan VI “Spiz’ike”
Summer Month: September

Drake and Lil Wayne

Sneaker: Air Jordan XIII “Playoffs” & Air Jordan 5Lab3
Summer Month: September

Nas

Sneaker: Air Jordan XIV “Thunder”
Summer Month: September

ScHoolboy Q

Sneaker: Jordan I Mid Nouveau
Summer Month: September

Theophilus London

Sneaker: Air Jordan V White/Metallic Silver
Summer Month: September

Waka Flocka Flame

Sneaker: Air Jordan XI “Playoffs”
Summer Month: September

Usher

Sneaker: Air Jordan XI ‘Gold’
Summer Month: September

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Jordan 9 Retro White/Gym Red

Before and After: 15 Celebrities Who Dramatically Improved Their Sneaker Game

Usher

Bought some fake Js on eBay by accident? Don’t trip. Even the OGs get caught slipping sometimes. Like back in 2009, when Outkast frontman Big Boi rocked fake Air Jordan VIIIs to perform at a SneakerPimps convention. Ouch. However, we will show Big some love here because, unlike some others who’ve got caught sporting fakes, Sir Lucious Left Foot bit the bullet and copped to being duped. Respect. That, and he’s steadily sported that heat ever since.

Hulk Hogan

It’s not hard to step your sneaker game up when you’re most famous for rocking super-high yellow wrestling boots. And, outside the ring, the Hulkamaniac was always spotted in some low-key (very un-manaical) New Balance “dad shoes.” But ever since 2012’s Air Jordan Aero Flight “WWF Pack,” it’s become quite obvious that the Hulkster got that Jordan plug!

Wiz Khalifa

Listen, we’re certainly not gonna hate on somebody rocking classic Chucks. But as Wiz has come up, his style has followed suit. Sure, he still goes back to the OG Taylors, but he’s been breaking out that heat recently. Particularly the fantastic JBF Customs “Supreme F&ckery” Air Force 1s. UGH!

Mark Wahlberg

Look, we know there was a time in the 90s when Doc Marten boots and some shorts weren’t just socially acceptable, but pretty fashionable. But man, those were dark days for footwear. That said, as Mark Walhberg’s career ascended, so have his footwear choices. Nowadays, you can catch him having lunch with MJ himself, and sporting those Friends and Family releases, like the “oh-why-don’t-they-just-release” Oregon Ducks Vs. We suppose that sometimes, it’s pretty awesome to be ultra-famous.

Drake

Okay, so to our knowledge, Drake has only had one serious footwear misstep. And the internet has never let him forget about it, putting him on blast for rocking fakes. But recently we found out that they weren’t fakes, but just some not so appealing customs. With that said, Drizzy has silenced (some of) the haters by getting his sneaker game shine on, scoring that elusive Air Jordan contract, and rocking straight fire these past few months.

Soulja Boy

We know just saying Soulja Boy’s name will get people feeling some type of way. But regardless of what you think about the man himself, his kick game has evolved tremendously. From rocking some suspect Gucci kicks and letting folks get a view of some super-fake Jordans on MTV Cribs, Soulja Boy has definitely upped the ante in recent years.

Action Bronson

Okay, so we couldn’t find any hard evidence of him actually wearing them. But if you’re a fan of his music, you know Action Bronson is always rapping about the New Balance 992 (or 990) being his favorite shoe(s), noting their comfort and support while he worked long hours in the kitchen. He also did some promo work for Pro Keds a few years back. And, while we’re all about comfort, and diversifying that sneaker portfolio, Bronsalino can (and has) really stepped his sneaker game up as of late. It also helps that he’s from Queens, just like Kith-capo Ronnie Fieg. Oooh, that’s a nice plug to have!

Kim Kardashian

In what is perhaps the biggest step-up on this list, everyone’s favorite “reality” TV star Kim Kardashian has really stepped up the footwear game recently. Of course, she’s always rocked super high heels and such. But, it wasn’t until recently that she started rocking dope Jordans and, of course, them Yeezys. Don’t forget, it wasn’t that long ago that she was the face of a sketchy Sketchers campaign.

Macklemore

Sure, he’s rapped about Jordans for a while now, but Macklemore has been around long before 2013’s Grammy-winning Heist album. But, it wasn’t until recent years that he really stepped his game up. Love it or hate it, he’s even got his own neck-breaking Jordan PEs now. Credit where credit’s due.

Rihanna

Rhianna’s style seems to change weekly, so it’s no surprise that looking at photos from her career’s early days reveals some questionable footwear choices. But, nowadays, if you frequent celebrity sneaker posts you already know RiRi’s got game.

Scott Disick

Scott Disick has always had bank. But, as you know (and, you can see), money doesn’t always equate to good style. However, a few years hanging out with Yeezy and the Kardashian clan, seems to have at least helped. Lately, Lord Disick’s been on that Jordan/Yeezy wave.

Bow Wow

Back in his So So Def days, when he was known as “Lil” Bow Wow, he liked to rock a lot of basic kicks. From adidas Shell Toes to Air Force 1 Highs. All (mostly) respectable, but nothing earth shattering. But, after over a decade in the spotlight, Bow Wow has stepped it up quite a bit. Not just quality, but diversity too.

Justin Timberlake

If you’re old enough to remember, the early 2000s were a strange time for fashion. And, from that top ramen haircut to glittery dress shoes on the cover of Rolling Stone, even Mr. Suit & Tie Justin Timberlake himself wasn’t exempt. In fact, looking back, he’s got more than a few ‘fits we’re sure he’d like erased from our memories, Men In Black style. However, in recent years, JT has really stepped up his style (and sneaker) game. Now he’s got all of us sweating his excellent collection. And don’t forget about those ridiculous Legends of Summer Jordans. Those were crazy.

Nick Cannon

We know. The man formerly known as Mr. Mariah Carey is a love him or hate him kinda guy. However, if you’re looking strictly at footwear evolution, Nick Cannon has had some serious heat lately. Sure, Lugz and Chucks aren’t that bad, but Cannon has really cranked the heat up in recent years. And say what you will, but considering he just had a pair of $2 million, diamond-encrusted Tom Ford loafers commissioned…his kick game is truly on a different level.

Big Boi

Bought some fake Js on eBay by accident? Don’t trip. Even the OGs get caught slipping sometimes. Like back in 2009, when Outkast frontman Big Boi rocked fake Air Jordan VIIIs to perform at a SneakerPimps convention. Ouch. However, we will show Big some love here because, unlike some others who’ve got caught sporting fakes, Sir Lucious Left Foot bit the bullet and copped to being duped. Respect. That, and he’s steadily sported that heat ever since.

Russell Westbrook

Back in his college days, UCLA was (and still is) an adidas school. So, while he was leading his team to the Elite 8, Russ Westbrook was rocking some pretty basic adidas team sneaks. Fast forward to 2014, and your boy Westbrook is one of the flagship signature athletes for Jordan Brand, and is constantly spotted in neck-breaking PEs. We’re particularly fond of those IIIs….that’s a come up!

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Uninterrupted x Nike Air Force 1 Low
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John Elliott x Nike LeBron Icon QS ‘Parachute Beige’
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Def Jam x Puma Clyde Court
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Nike Blazer Mid ’77 VNTG “Lakers”
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Jordan 9 Retro White/Gym Red

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