Chicago Escorts

More than just a pretty skyline and great shopping, Chicago, Illinois boast some of the most beautiful escorts and adult entertainers in the world! The selection of luxury companions and Chicago Escorts is for the absolute thrill seeker!


Whether you're looking for a beautiful Chicagoland Escort or other fun Windy City activity, be sure to check out the view!
Whether you’re looking for a beautiful Chicagoland Escort or other fun Windy City activity, be sure to check out the view!


Chicago or also known as the Windy City or Chicagoland is the home to over 10 million residents, hence why its the 3rd largest populated in the United states!

Chicago is an business epicenter for finance and big commerce nestled right beside the vast and beautiful Lake Michigan! Now enough with the history lesson and demographics. On with the show!


A Few VERY IMPORTANT Chicago Escort Dating Rules of Engagement…

As always, when pursuing any Independent Chicago Escort or Chicago Escort Agency, keep in mind these helpful tips:

  • Be prepared to screen! Many Independent Chicago Escort or Chicago Escort Agency in fact MOST reputable companions will request screening information. Beit from a screening service such as P411 (, provider references or employment/background screening, be prepared to present a valid method of verification for her safety and yours! Again most Chicago companions will NOT compromise when it comes to this crucial detail, so please DO NOT contact any provider from or any other escort website and attempt to date a reputable provider without screening.
  • Be prepared to present your ID if requested.
  • Always be respectful. Chicago Escorts are luxurious ladies, treat them as so.
  • Arrive clean and freshly showered! Come on! This is a HOT DATE! Your morning shower before work DOES NOT COUNT!
  • Always have your companions gift ready according to her instructions.

Cindy Peach Top 10 Chicago Escort Agencies

Please verify all information with presented providers for accuracy!



Wet N Wild Escorts

One of Chicago's Oldest Escort Agencies

All Chicagoland,Chicago Downtown, Ohare and Suburbs.


Call: (312) 217-8543

When it comes to the hottest Chicago Escorts, local clients will gladly point you in the right direction- Wet N Wild Escorts. Courtesans that know how to provide the most unforgettable experience while visitors travel the Chicagoland area.

Wet N Wild Escorts - Chicago Escort Jayden GFE
Wet N Wild Escorts – Chicago Escort Jayden GFE



Five Star Companion

Cindy Peach Five Star Companion Banner

All Chicagoland,Chicago Downtown, Ohare and Suburbs.


Call: (312) 421-0122

For discerning adventurous gentlemen that demand excellence or want to experience the finest Chicago has to offer- look no further than Five Star Companion. Catering to the most elite clientele of Chicagoland and its visitors. Five Star Companion is an escort service in Chicago that can cater to all types of occasions you will be attending. With irresistible charm and pleasing personalities, your travel companion will keep your heart pumping, whether in the daytime or the late night.

Five Star Companion Chicago Escort Nala 36 ddd Polish model
Five Star Companion Chicago Escort Nala 36 ddd Polish model


The Champagne Of Escort Services! Ace Of Spades Chicago Escorts was established in 2010 and has gained respect and praise for being a world class escort agency that caters to gentlemen who appreciate both reliable and upscale Chicago escort service. We are pleased to accommodate all of our client’s desires and requests to the best of our capacity, it is our pleasure to do so. We provide the highest quality service to make your time with our Escorts an affair to remember. Please feel free to contact us regarding our escorts or if you need suggestions of what to do while in Chicago, we are knowledgeable and we will be able to assist you in every degree while seeking your perfect escort experience.


A service which is entirely for the gentleman who is seeking to escape the usual and proceed to simply the best.
Welcome to Gold Level Chicago Escorts of Upscale Chicago, a Chicago based agency for gentlemen looking to enjoy the finer side of the citys delights. What better way to spend your time in Chicago than to enjoy the architecture of the Sears Tower and the magnificent art of the Mag Mile by day and then to have a blissful experience with one of our high class escorts by night?

If you demand nothing but the utmost in quality and pleasure, Gold Level Chicago Escorts of Upscale Chicago is the agency for you. Our services are considered by many to be the best Chicago has to offer we cut no corners and always provide our clients with the best blend of convenience and enjoyment. When you contact Upscale Chicago for an escort service, you can be sure that what we have is as unique and as mind blowing as the city itself. Unique pieces one-of-a-kind treasures that truly demonstrate why no other city is as alluring as Chicago.

Lourdes Enterprise XXX Stars

Lourdes Enterprise turns your fantasy into reality! We offer an opportunity for you to meet the top adult stars, playmates, centerfolds & cover girls in the world. Lourdes Enterprises has been in the adult business since 1992. We understand what you are looking for and how to take care of your needs. MOST of our ladies are extremely under the radar. To get any information on these ladies you will have to be 100% verified. You can see several pictures of all the ladies, bios, measurements, eye color, where they are based, where they are traveling, rates, movie credits, height, weight, if they have tattoos or piercings and other information on the website below. You can also book the ladies right through the site.


Welcome to Skyline Companions where you deserve the ultimate experience. We are an elite escort agency that provides quality entertainment for gentlemen in Chicago, IL. We carefully select our models in order to guarantee your satisfaction. Your privacy is important to us and your discretion is assured. Serving all of Chicagoland, downtown, O’Hare, and surrounding suburbs, we will also accommodate clients in nearby cities if reservations are made for extended hours. Be sure to inquire about our incentives, including VIP Membership and discounts. We value your feedback and want to continue to meet your needs, so please contact us and write a review.


Top Chicago Escorts & Companions is a leading Top provider of Top Chicago Escorts & Companions, Millionaire Dating Service, Elite Models Entertainment, and Luxury Companions, we take pride in offering the best VIP Model Companions. We are dedicated to serving the needs of our customers each and every day.

We provide exclusive services for our VIP clients. We can organize your perfect date with Tabitha form Top Chicago Escorts, a private party or leisure trip, we always guarantee an unique experience that will meet for sure all of your expectations. Enjoy a day or more in the company of our international luxury escorts, have a romantic dinner date in a trendy restaurant. Our luxury escort companions are classy and well-mannered ladies who feel comfortable in all kinds of social situations, don’t miss the chance to meet the most amazing supermodel escorts. Top models, actresses, travel companions, cute girl next door, adult entertainers, strippers and casino models.

Ask our friendly receptionist to set your appointment with one of our beautiful elite Top Chicago Companions & Escorts.


Welcome to Upscale Chicago Escorts! If you are looking for the best escorts to spend some time with you are at the right place. We are an escort agency based in Chicago and we offer outcall services in Downtown Chicago, Ohare Area & All Suburbs.

We appreciate RESPECT and treating people in consequence is one of our main rules. We are aware that HONESTY brings CREDIBILITY so with us what you see is what you get. We know that these are hard times for everybody in Chicago and the world, so rest assured that you will get VALUE FOR YOUR MONEY and there are no hidden extra charges.

Oh, yeah… and they are all HOT HOT HOT, each of them in her own way, any of these girls is guaranteed to blow your mind! Different kind of shapes and sizes, all wonderfully SEXY and SENSUAL, warm lips, soft skin and appetizing curves, our Chicago escorts will take you to the Wonderland! There’s who’s NAUGHTY and who’s SWEET, who is cheeky or more well behaved, but you can rest assured that at the end of the time spent with any of our lovely Upscale Chicago escort girls, you will be a satisfied man with a sparkle in his eyes.

Supermodels Elite Escort Service

As a leading provider of VIP Companions, Millionaire Dating Service, Elite Models Entertainment, and Luxury Companions, we take pride in offering the best VIP Model Companions. We are dedicated to serving the needs of our customers each and every day. Supermodel Elite Escort Service is the oldest most prominent High Class service, that caters to Elite Clientele, we have some of the finest Companions, and provide a list of models for High End Escorts.

Touring Girls Agency OHARE-CHICAGO

Touring Girls looks forward to introducing you to a sensual world of forbidden pleasures and erotic fantasy. Our carefully selected escorts love working for us. You can be sure that they will take great care to provide a passionate, satisfying and highly personal experience.

We take pride in ensuring customer satisfaction! We offer extremely competitive rates for introductions to our female escorts. They can host and entertain you at private, luxurious apartments in your city. Our Escorts can also visit you discretely at your home or hotel. The choice is yours! Please feel free to discuss with us any special requirements or requests you may have.

We personally interview and meet all escorts before hiring them. Each of our escorts is friendly, good looking and full of enthusiasm and ability to please their clients.


Cindy Peach Top 10 Independent Chicago Escorts

Please verify all information with presented providers for accuracy!


Felicity Harte

In this cold Chicago weather whom am I going to enjoy the city with? Dine amongst the skylines awe inspiring views? Enjoy heated sporting debates on my Bulls or Cubs? Or spoon while enveloping myself in your warmth?

I’m the girl you’ve seen at the bookstore, or sipping her favorite coffee shop fumbling through class papers. The one you’ve caught working out at the gym, or the one you caught sending you flirtatious glances while laughing amongst friends. The one that is dancing to the beat of the concert. The one with an addictive aura setting everyone’s moods at ease. The secret friend you can be yourself with.. I’m that gut wrenching desire just barely within reach!

To find out more about this luxury Chicago Escort, including rate, screening and availability information, visit her website here!

Call: 617-312-9895



Kamilla Loreto

If you are looking for an experience beyond the usual,

Welcome to Kamilla’s world, a place where dreams come true and discretion is paramount. I’m delighted to have sparked your interest, I am a 25 year old top-class companion and exotic glamour girl. I am a rare mix of young stunning looks, sophistication and sex appeal. My ethnic origins are German and Brazilian. I differentiate myself in that my cultural roots, ideological outlook and upbringing are rather unique compared to my surroundings. I stand at 5’8″, 125lbs, long soft curly brown hair, sparkling hazel eyes, perfect 34DD’s, and a sexy size 9 stiletto. Visit this luxury independent Chicago escorts website now.

Call: 971-717-5872



Isabella of Chicago

“I bring the “Magnificent” to the Magnificent mile. My enchanting smile and warm welcoming personality will make Chicago your favorite city.”

Visiting Chicago and looking for the perfect companion? Someone who is intelligent, beautiful, sophisticated, witty and who exudes sensuality? I am the one and only Isabella of Chicago.

Standing 5’10 in stocking feet, over 6 feet tall in a pair of sexy heels, with legs that will make any leg man weak in the knees, I am a busty raven haired beauty and all a man could want. To read more about this amazing Chicagoland Escort visit.

Call: 312-320-4244



Irina GFE DREAM GIRL Chicago Escort

Hello gentlemen, My name is Irina. I am an elite companion that caters to the most selective gentlemen who desire simply THE BEST. I am elegant, sophisticated, publicly poised, well spoken, fashionable yet very seductive, sensual and passionate in private. I have appeared in fashion and pin-up publications, ad campaigns, and art projects. I am a very happy, normal individual who prefers clean living and romantic escapades.

I live life to the fullest and like to get to know and enjoy those whom I do meet, I know to treat a real man with EXQUISITE TASTE. I am like the rarest of jewels or the finest of wines. I am very sensual, erotic and compassionate by nature. To learn more about this beautiful Chicago companion, visit her home on the web.

Call: 305-988-5802



Adora Diamond

I live life for experiences! Everyday is an adventure!  Come experience what it’s like to be with a girl with a genuine personality, love for life, flirtatious nature, and exceptional attention to detail that will captivate all of your senses.  My pleasure comes from pleasing you!

I have long blonde locks, deep blue eyes, and silky soft supple skin. I stand 5’7″ tall, am 115lbs. and have an adorable petite frame many have described as a little dancers body wearing a dress size 0 and shoe size 7 1/2. My stats are 32DD-24-32. Others have said my pictures do me little justice and I am even better in person. Visiting Chicago for a limited time! Visit Adora’s personal website here.

Call: 763-463-0699



Ani Prosperie

You may think I am innocent and demure due to my petite frame and doe eyes, but looks are deceiving, and that is certainly true in this case! I will also surprise you in other ways. For example, you might be surprised but what you learn from me and the ways in which I challenge your thinking.

If this sounds like the experience you are seeking, please contact me; I look forward to meeting you!

Check out my website,, for more details, or email me directly at:




While finishing my master’s, I love meeting awesome well-groomed willing to relax comfortably gentlemen. I generally love people, enjoy pleasing and being pleased. I have been described as a ‘cool girl,’ also affectionate, sensual, enticing, easy going, responsive, fun, personable, sultry, and passionate yet down to earth.

My goal is to make sure your time while with me is unforgettable and unrushed. I will introduce you to my own unique style of seduction, an extremely sensual interlude filled with warm kisses, touch, soft background light and music, stimulating conversation, and other erotic adventure. To learn more about Nicoleta please click here!



Cameron Ryder

You found me. Here I am. My name is Cameron. The ultimate companion for refined gentlemen that prefer quality over quantity, require absolute discretion, and seek far more than just a pretty face. A man who has a greater appreciation and desire for the full package. The perfect combination of class, sophistication, and sex appeal, all wrapped up into a tightly toned package and delivered right to you.

Let’s escape from the over-demanding expectations of life, where the only expectation of you is to have fun, relax, and enjoy yourself — without judgement. The most memorable moments are those filled with fun and laughter, which awaits you with me. Whether it’s an hour of fun, an evening of bliss, or a night on the town … my magnetic charm and witty sense of humor will certainly bring a smile to your face.

Call: 773-869-5161



Haley St. James Your upscale O’Hare Escort, Chicago Escort and Upscale Suburbs

For those well mannered discerning selective Gentleman who love to enjoy life to the fullest…

Hello Gentlemen, my name is Haley St. James. I am an independent upscale companion. I am warm and affectionate, sensuous, low volume, classy and intelligent with a good sense of humor. I cater my upscale independent GFE companion services to well mannered gentleman who truly enjoy the company of a warm charming and sensuous companion (sweet enough to be the girl next door with a naughty mischievous side…) and who is as selective and discreet as you are.

If you are a well mannered selective gentleman who shares the same attributes, then I look forward to meeting. Go ahead and indulge! Visit Haley St. James now.



GFE-PSE Stasia Lamour

Hey guys… im Stasia Lamour . Im an exotic mix of Japanese , Colombian, and Egyptian so I speak many different languages though i prefer to do most of my speaking in a more sensual and erotic manner .Because of my unique and exotic heritage, particularly that of the Middle Eastern culture ,the secrets of the Karma Sutra and erotic arts are apart of my very being. So although I am very young ,romance and pleasure-seeking come second nature and I can be teacher or student if one is so inclined.

Call: 708-381-9943



We hope you’ve enjoyed our top Chicago Escort picks at! If none of these Chicago escort courtesans are your cup of tea, check back often!