The Windy City – 20 Best Chicago Pornstars (2024)

Andrea Sky is a stunning beauty who loves to show off her breathtaking body and make both men and women drool. Known for her tight perky butt, deceptively sweet smile, and shocking capacity for intense anal action and sloppy face fuckings, Andrea is certainly not a chaste schoolgirl.

Andrea’s kept up this labor of adore even after her adult position brought her fame, fortune, and a fully-packed shooting schedule.

The best women are a fanatic in the sheets and a lady on the streets, though, so it’s good that this girliy-princess enjoys bubble baths and shopping too. Andrea has slurped and banged her way through numerous fucks with dudes, girls, and groups, making her one of the best Chicago pornstars.

Watch one of her alluring videos, and she’ll have you calling her mistress in no occasion.

Andrea Sky was born in Chicago, Il, USA on 25-Dec-1985 which makes her a Scorpio. Her measurements are 34B-26-35, she weighs in at 107 lbs (49 kg) and stands at 5’2″ (157 cm). Her body is slim with real/natural 34B sensitive tits. She has bright hazel eyes and lovely red hair.

With a supermodel physique, a jaw-droppingly enchanting face, and a hunger for dick like none other, it’s no wonder that Rebecca Blue’s porn abilities are off the charts.

Her favorite position is when a strong guy picks her up and fucks her standing, even better when he’s pressing her up against a wall.

Hard work may be its own reward, but Rebecca loves spoiling herself with diamonds, perfume, and chocolate bonbons. Once you’ve seen this little firecracker in action, you’ll know why she’s she so famous back home.

Rebecca is deemed one of the best Chicago pornstars due to her incredible juicy butt that jiggles and bounces nearly as much as her boobs do when she’s riding a hard dick, and a plump set of cock-sucking lips to match. Her skill to take a fat load on the face after teasing it out with her tongue piercing is something we also can’t help but appreciate.

Rebecca Blue was born in Chicago, IL, USA on 29-Sep-1986 which makes her a Libra. Her measurements are 32B-24-32, she weighs in at 99 lbs (45 kg) and stands at 5’2″ (157 cm). Her body is slim with real/natural 32B sensitive tits. She has bright blue eyes and silky blond hair.

When it comes to sex, Jessica Roberts is a master.

Nothing gets Jessica wetter than having her pussy well slicked by a sweet young thing, while she has her face buried in puss, unless of course it is having a huge cock tickling the back of her throat.

Always ready and eager for stripping outside, Jessica can’t get enough of the sunshine and country air when she starts to get frisky with her wandering hands. Of course, she also has a firm booty and sexy long legs, not to mention her lovable little pink snatch that just not seems to get enough dick.

Her tight physique and playful dynamic personality attained her a position on the best Chicago pornstars list. If you are not already a Jessica fan, then you will be once you see how this starlet takes a fat dick to the hilt.

Jessica Roberts was born in Chicago, IL, USA on 24-May-1988 which makes her a Gemini. Her measurements are 43F-29-43, she weighs in at 169 lbs (77 kg) and stands at 5’8″ (173 cm). Her body is bbw with real/natural 43F beautiful tits. She has sexy blue eyes and pretty brown hair.

You don’t have to be a true nymphomaniac to make it as a porn star, but it certainly helps if you can’t go a day without taking a fat dick and getting screwed so hard you cum from deep inside. Ashlee hates being bored and the one sure-fire cure for boredom is bouncing on her bed until her teeth rattle.

This hot and alluring hottie has kept the industry hanging on her every move since her pornstar debut. Ashlee likes nothing better than being stuffed full of dick and is waiting eagerly for more performances with dudes who can fill her up. With her pale skin, attractive looks, and ruby red lips, it’s easy to see the reason the reason she is one of the best Chicago pornstars.

A ball draining taboo queen, Ashlee Mae is a fantasy come true, but you don’t have to get into bed to see her: you can check out this magnificent goddess in her saucy smut scenes.

Ashlee Mae was born in Chicago, IL, USA on 06-May-1997 which makes her a Taurus. Her measurements are 34A-26-34, she weighs in at 121 lbs (55 kg) and stands at 5’7″ (170 cm). Her body is slim with real/natural 34A (75A) round tits. She has bright green eyes and lovely blond hair.

Sultry and smokin’ saucy, exotic gal Alice Coxxx has an insatiable sample for cock. Alice doesn’t know the meaning of hitting the brakes, whether she’s heading out on a boat for a day on the water, partying with her horniest gal pals, or riding massive cocks on set.

She’s got a rocking body and she rides like a champ, but there’s more to it than that.

A go-to gal for the hot hardcore sex you enjoy, you can’t do any better than this shapely gal. On the rare day off from working, followers will be delighted to know she often spends it with her PS4, which she says is her best friend. Alice is deemed one of the best Chicago pornstars due to her awesome juicy booty that jiggles and bounces nearly as much as her breasts do when she’s riding a hard cock, and a plump set of cock-sucking lips to match.

From deepthroating to ass to interracial, Alice will do it all, so make sure to keep an eye on this foxy fanatic profile, as her smoking juicy debut is just the beginning.

Alice Coxxx was born in Chicago, IL, USA on 30-Jul-1998 which makes her a Leo. Her measurements are 34B-24-34, she weighs in at 110 lbs (50 kg) and stands at 5’5″ (165 cm). Her body is slim with real/natural 35B sensitive tits. She has sparkling hazel eyes and pretty auburn hair.

Devon Michaels has the kind of girl-next-door looks that make one believe of ice cream cones and lollipops. From her big thick juicy ass to her brace-covered smile, this tasty treat will press all of your buttons and leave you begging for more.

Like a cougar in the wild, Devon Michaels is a ruthless huntress in her pursuit of more hard dicks to suck and lick pussy, and one look at her in action will make you wish she was coming for you.

Priding herself on her blowjob skills, Devon loves to suck even the biggest and fattest of dicks, and then take a cumshot all over her pretty face with a smile.

Devon Michaels has always had a large appetite for dick, but this whooty suck cock doll says that working in porn has awoken a bottomless appetite for fucking, and made her hungrier for fat dicks than ever before gaining her a position on the best Chicago pornstars list.

Devon Michaels was born in Chicago, IL, USA on 08-Mar-1969 which makes her a Pisces. Her measurements are 36D-24-34, she weighs in at 114 lbs (52 kg) and stands at 5’3″ (160 cm). Her body is slim with fake/enhanced 38DD sensitive tits. She has sparkling brown eyes and lovely brown/red hair.

Limousine riding and private jet flying, Lola Luscious is a rich model gone wild.

For Lola, porn is an adult playground where nothing is off limits, and she gets a thrill from climbing on any kind of equipment.

Blessed with a set of astonishing tits, Lola is fully aware of the intoxicating effect she has on both men and pornstars. If you love women who know their way around a cock, and have a commanding presence in the bedroom, then you know how Lola Luscious is one of the best Chicago pornstars.

The way she throws herself into every scene drives us wild, and we can’t wait to see more from the ultra-sexy Lola Luscious.

Lola Luscious was born in Chicago, IL, USA on 08-Aug-1988 which makes her a Leo. Her measurements are 34DDD-26-36, she weighs in at 127 lbs (58 kg) and stands at 5’8″ (173 cm). Her body is average with fake/enhanced 34DDD firm tits. She has lustful green eyes and silky black/red hair.

When it comes to sex, Candy Manson is a master. Don’t let her innocent smile fool you, she got into the smut so she could unleash the nymph within.

When she’s off camera, Candy likes to be romanced with loving affection and tender kisses.

With a tight and tanned body that just pleads to be shared, this freaky cougar loves nothing more than being deemed one of the best Chicago pornstars.

Candy Manson was born in Chicago, IL on 11-Nov-1983 which makes her a Scorpio. Her measurements are 34D-24-34, she weighs in at 121 lbs (55 kg) and stands at 5’3″ (160 cm). Her body is average with fake/enhanced 32G (70G) round tits. She has sparkling green eyes and pretty blond hair.

There’s more of Kharlie Stone to enjoy than many can handle, and as far as this tramp is concerned, it weeds out the unworthy. Whether they’re bouncing as her attractive pink cunt gets pounded, titty screwing a fat cock, or taking a huge load, they’re always perky, soft, and positively picture ideal.

Not only does she adore banging on camera, but she draws you into her world while she does. Kharlie Stone is one of the best Chicago pornstars due to her stunning looks, perfect handfuls of tits and ass, and pretty eyes.

She’s got a lot of strength in her hips and ass, perfect for pushing back on a big cock.

Kharlie Stone was born in Chicago, IL, USA on 26-Jan-1996 which makes her an Aquarius. Her measurements are 32A-25-33, she weighs in at 94 lbs (43 kg) and stands at 5’2″ (157 cm). Her body is slim with real/natural 32A (65A) round tits. She has bright brown eyes and silky brown hair.

From boobs to toes, every inch of Amy Brooke tight physique comes together to create one perfect little package of fuckable good times. She’s got lovable perky breasts, a squeezable round ass, and a tight toned looks that just won’t quit.

With a big smile and those stunning eyes of hers, she’s got an naive look about her that explains why she went from camming to the front page of the world’s best porn site in a short period.

She’s already started to build up an impressive fan base thanks to her online presence and activity on social media, not to mention her skills with the dick. Between her perfect skin, stunning breasts, and her well toned body, she’s everything you think of when you envision one of the best Chicago pornstars.

So if you’re into princess on chick action, you should stop by and see what Amy Brooke can do.

Amy Brooke was born in Chicago, IL, USA on 25-Jun-1988 which makes her a Cancer. Her measurements are 34C-23-35, she weighs in at 110 lbs (50 kg) and stands at 5’4″ (163 cm). Her body is slim with fake/enhanced 34C (75C) beautiful tits. She has captivating blue eyes and thick brown hair.

Nyomi Banxxx is a feisty and fuckable little nympho whose passion for porn has made a big splash in the adult industry in a short amount of time. A lifelong smut fan, Nyomi jumped on the chance to suck the best dick and eat the tightest snatch the world had to offer, and has now brought her unique brand of nasty and sweet to a international audience.

On and off-screen this lady is all about the cock, and even enjoys going to orgies in her spare duration. She admits that while she’s addicted to cock, even the idea of pressing her boobs against another giant pair of boobs gets her wet.

Always prepared for another round, this spectacular babe is one of the best Chicago pornstars due to her showcase of her tasty tits and butt.

Nyomi Banxxx was born in Chicago, Illinois on 14-Oct-1972 which makes her a Libra. Her measurements are 36D-25-38, she weighs in at 134 lbs (61 kg) and stands at 5’8″ (173 cm). Her body is average with real/natural 36D sensitive tits. She has lustful brown eyes and silky black hair.

It’s hard to decide on the sexiest thing about bombshell Trisha Parks. The pair commandeered a plane from the skydiving facility where they worked and shagged the whole way down during a tandem free-fall.

From her enormous brown eyes to her tiny lips set in a wicked little grin, one look at that heat shaped face and tremendous tits and you will need to shove your cock in one of them.

Trisha has worked hard for her stunning physique, and she’s been generous enough to share her flat stomach and toned thighs with the world.

She has a earthy confidence and sexiness that comes through in every one of her fucks making her one of the best Chicago pornstars.

Trisha Parks was born in Chicago area, IL, USA on 16-Feb-1994 which makes her an Aquarius. Her measurements are 32B-26-34, she weighs in at 110 lbs (50 kg) and stands at 5’5″ (165 cm). Her body is slim with real/natural 32B perfect tits. She has lustful blue eyes and thick blond hair.

It shouldn’t be too hard to guess why this attractive piece of ass called herself Diamond Banks watching her take on the biggest dicks on the planet with a smile on her face is 100 % pure bliss. Her favorite position is missionary, so she can get pounded deep with maximum energy and passion while she stares into her lover’s eyes, but that doesn’t mean that this frisky hottie can’t get freaky.

Her dramatic figure and spicy teen spirit have fappers and trade big wigs alike crawling on their knees, begging for just a glimpse of her rockin’ bod.

This big boobed goddess realized the fastest way to make her name a household name and quench her by no means-ending desire for screwing was through adult entertainment. Growing up she was something of a tomboy, and when she isn’t working, she prefers to skip girly stuff like dresses and makeup altogether. Between her perfect skin, beautiful breasts, and her nicely well toned physique, she’s everything you think of when you picture one of the best Chicago pornstars.

With her attractive pink cunt and passion for girl to girl loving, she’s a pleasure to watch.

Diamond Banks was born in Chicago, IL, USA on 19-Feb-1996 which makes her a Pisces. Her measurements are 34B-26-38, she weighs in at 125 lbs (57 kg) and stands at 5’8″ (173 cm). Her body is average with real/natural 34B round tits. She has sexy brown eyes and lovely black hair.

If you ask Christy Mack she’ll tell you sex is supposed to be a contact sport. Olivia is more than just her perfect tits, her tantalizingly, tight bubble butt, and her pouty dick-sucking lips.

When she isn’t performing, Christy enjoys to try new restaurants, go out with buddies, and especially travel.

Christy is thought to be one of the best Chicago pornstars due to her awesome juicy butt that jiggles and bounces nearly as much as her tits do when she’s riding a hard dick, and a plump set of dick-sucking lips to match. When she gets her hands on you, you will not leave until she is pletely satisfied – after all, you can’t rush perfection.

Christy Mack was born in South Chicago Heights, Illinois on 09-May-1991 which makes her a Taurus. Her measurements are 34D-22-34, she weighs in at 105 lbs (48 kg) and stands at 5’3″ (160 cm). Her body is slim with fake/enhanced 34E (75E) ripe tits. She has lustful blue eyes and pretty black hair.

Stunner Veruca James is a hottie with a amazing butt that just won’t quit. With her innocent face, you wouldn’t imagine that she secretly enjoys putting her hair in pigtails and seducing older men.

Veruca loves to enjoy the finer things in life, with a particular enjoy for expensive shoes and extravagant clothing.

When she’s not busy getting her tight snatch pounded, you can probably find this naughty bombshell snowboarding on the slopes or lounging on the beach, two of her favorite pastimes.

Veruca is deemed one of the best Chicago pornstars due to her awesome juicy butt that jiggles and bounces nearly as much as her boobs do when she’s riding a hard cock, and a plump set of cock-sucking lips to match. With perky boobs and an booty she enjoys to have spanked, Veruca’s delights range all colors, shapes, and sizes, and you can see her satisfy her cravings for adore and charmer in her smouldering scenes.

Veruca James was born in Chicago, IL, USA on 06-Apr-1984 which makes her an Aries. Her measurements are 32C-25-35, she weighs in at 107 lbs (49 kg) and stands at 5’2″ (157 cm). Her body is average with real/natural 34B sensitive tits. She has sparkling brown eyes and lovely black hair.

With her spirited small breasts and toned body, this hazel-eyed mixed-race woman looks like a slender chick-next-door, at least over the hips.

So not only does this busty babe know how to suck and porn like a pro, she also teaches regular people like you and me how to do it better too.

She is a poster girl for wet juicy snatch, but with a sinful pleasure in getting freaky that makes our cocks slam our jeans in salute.

With her sexy build, she could easily have made her acclaim showing off the latest fashions in magazine spreads, but Scarlett enjoys sex so much, she just had to be one of the best Chicago pornstars.

Scarlett Bloom was born in Chicago, IL – Illinois, USA on 24-Oct-1998 which makes her a Scorpio. Her measurements are 34B-24-34, she weighs in at 121 lbs (55 kg) and stands at 5’9″ (175 cm). Her body is slim with real/natural C round tits. She has lustful brown eyes and pretty black hair.

Sexy, smart, and always ready to blow, Lala Ivey is one of the most exclusive sluts in the adult industry. She’s tight, she’s toned, and she has some of the nicest tan lines in the industry.

She’s an adventurous character who enjoys sex in public, banging, and big dicks.

A true oral artist, we’re happy to have this fox in our ranks.

With her amazing long legs, tight and toned butt, and attractive eyes, it is no wonder that this juicy stunner is on the best Chicago pornstars list.

Lala Ivey was born in Indiana, USA on 14-Jul-1998 which makes her a Cancer. Her measurements are 32C-24-34, she weighs in at 129 lbs (59 kg) and stands at 5’6″ (168 cm). Her body is slim with real/natural 32C ripe tits. She has sexy brown eyes and pretty black hair.

Gabriella Paltrova has been twisting heads since long before she had ever decided to become a fucking star.

From solo to anal to lesbian scenes, this darling absolutely loves doing smut, and it shows.

In no time period, Gabriella has built up an impressive physique of work, shooting wickedly hot scenes with all the horniest guys and gals in town.

Always prepared for another round, this exotic goddess is one of the best Chicago pornstars due to her display of her luscious boobs and ass.

Gabriella Paltrova was born in Chicago, IL, USA on 22-Jun-1991 which makes her a Cancer. Her measurements are 32B-22-32, she weighs in at 101 lbs (46 kg) and stands at 5’0″ (152 cm). Her body is slim with real/natural B perfect tits. She has sexy hazel eyes and thick black hair.

Aaliyah Love is a fanatic if there ever was one. With a smile that lights up the room and a seductively angelic personality, Aaliyah’s perky breasts and banging booty will leave you having to pick your jaw off from the floor.

Her magnificent curves combined with a enjoy of being on cam, earth-shaking orgasms, and squirting scenes got her noticed by the industry, and soon Aaliyah was flying out to LA to begin filming.

Perverts everywhere quickly took note of her plump cock-sucking lips and pretty big boobs, and her new-found fame made her want to take her profession to the next level by trying out some steamy princess-on-chick lesbian action.

This buxom bisexual seducer has done scenes in all kinds of categories from bondage to lesbian and everything in between, makes her a best Chicago pornstars.

Aaliyah Love was born in Chicago, IL on 11-Jun-1981 which makes her a Gemini. Her measurements are 33A-25-34, she weighs in at 105 lbs (48 kg) and stands at 5’2″ (157 cm). Her body is average with real/natural 33A firm tits. She has sexy hazel eyes and pretty blond hair.

Lana Rhoades is not only lovable as a button, sporting an adorable pert butt and angelic little boobs, but has a nearly famous plump, pink, glossy pout.

Her favorite position is when a strong guy picks her up and fucks her standing, even better when he’s pressing her up against a wall.

Her nice tight and perky booty looks good enough to eat off of, and her nasty smile makes it clear that she’d probably enjoy it, too. With her sexy build, she could easily have made her acclaim showing off the latest fashions in magazine spreads, but Lana enjoys sex so much, she just had to be one of the best Chicago pornstars.

Lana claims her dream was always to be a model, and it’s that lust for attention that makes her so damn great at what she does.

Lana Rhoades was born in Chicago, IL, USA on 06-Sep-1996 which makes her a Virgo. Her measurements are 32D-23-34, she weighs in at 114 lbs (52 kg) and stands at 5’3″ (160 cm). Her body is slim with fake/enhanced 34D beautiful tits. She has sexy blue eyes and lovely black hair.