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HIGH CLASS CHICAGO ESCORTS

ELITE ESCORTS IN CHICAGO

Welcome to our Chicago escort gallery at Discreet Elite, where you can find beautiful, elegant, elite escorts in Chicago.

Whether you are entertaining clients at a corporate event or looking to experience time in the company of an elite companion, the range of different Chicago escorts we represent is vast and we offer a personal approach to help you find the date of your dreams.

Our books feature America’s favourite escort types: GFE, blonde bombshell, busty models, stunning TV presenters and movie stars, fashion, commercial and lingerie models. We even have a very professional line up of couples and duo escorts who are happy to cater to group sessions.

Browse through our gallery and you can find an unparalleled selection of exquisite VIP escorts in Chicago awaiting to meet with a gentleman or couple who like the finer things in life.

LUXURY EXPERIENCES TO BE ENJOYED IN CHICAGO

There may be 4 stars on the flag, but Chicago offers a 5 star experience.

ACCOMMODATION

Enjoy the finer things in life with a stay in one of the upscale Chicago neighbourhoods. The West & South loop are great places to be if you want to indulge in high society, but Gold Coast and River North are also excellent places to consider accommodation.

WHERE TO DINE

If you are looking to experience a dinner date, Chicago boasts 23 Michelin stared restaurants. Whilst your options are diverse for a meal, we are inclined towards the 3 star Alinea on Lincoln Park, which offers a romantic setting to enjoy with a companion.

SHOPPING

Chicago is also home to high end designer and couture showrooms, so take a stroll down Michigan Avenue and treat yourself and your companion to a brand new outfit. The Gold Coast enjoys the high end boutiques and restaurants, all recommend by celebrities.

WHY CHOOSE DISCREET ELITE – WORLD CLASS ESCORT AGENCY

At Discreet Elite, we aim to deliver an unmatched service, creating a once in a lifetime experience. We work with the highest end ladies in Chicago, who provide a complete service from start to finish.

Every exclusive model you see within our portfolios are capable of hospitality at its’ peak. They are well trained to cater to affluent, and famous & influential clientele in the city. This makes our escorts the right choice for you in Chicago, if you are a VIP who desires very important treatment.

WHERE CAN YOU FIND OUR COMPANIONS?

We connect affluent & discerning members of society to genuine models & VIP companions across the USA. We’re in Manhattan, NYC, LA, Miami, Washington, Boston, Denver, Austin, Houston, Seattle, San Francisco and now also Chicago.

As a high end international agency we can cater to bookings across the United States & abroad for any vacations or trips away you may be planning. Find our travel escorts an amazing place to find gorgeous talent willing to go everywhere.

BECOME A MEMBER TO UNLOCK EXCLUSIVE CHICAGO ESCORTS

The Discreet Elite membership section should not go unnoticed. With undeniable perks designed to introduce discerning gentlemen and couples to a once in a lifetime opportunity of meeting celebrities, models and high class escorts based and touring in Chicago, becoming a member is essential.

Operating with a strict zero fake policy, joining as a member opens a world of possibilities as exclusive profiles unlock before your very eyes. For a one-off cost of £500 (around 650 USD), find high end, sophisticated companions who are comparable to none. Quintessentially, the ladies we promote exclusively to our esteemed members are the very best elite escorts Chicago has to offer – which is why we are so proud and confident to promote our membership to elite members of society.

MEMBERSHIP BENEFITS FOR CHICAGO CLIENTS

  • Exclusive access to high class Chicago escorts including American catwalk models, actresses, fashion models, and TV presenters.
  • Access to exclusive content such as selfies, videos, and other unedited professional photos of the Chicago escorts.
  • Special rates on party and dinner date appointments.
  • Optional subscription to our newsletter, which will provide you with notifications when brand new elite Chicago companions join our agency.
  • Total discretion guaranteed – We pride ourselves on our professionalism and discretion, which is why we value confidentiality for both our clientele and VIP escorts alike.

BOOK BESPOKE WITH OUR VIP CONCIERGE

We represent creme de la creme of USA models, they are the best choice for high end companionship in Chicago.

To match the quality of the escorts we work with, Discreet Elite offers a bespoke concierge service to elevate the experience to a suitable stage. If you want to maximise your time together, make it truly unique, use our concierge to assist in planning the date.

CONTACT US

For advance bookings you can fill out our online booking form. We recommend you send our team a direct message using one of the methods below to speed up the process:

Terms & Conditions

Access to this website is granted only to individuals who accept the following Terms and Conditions. By entering, you also agree to our [Privacy Policy] and consent to the processing of your personal data in accordance with the General Data Protection Regulation (GDPR).

1. Company Representation

1.1. Discreet Elite™

Discreet Elite™ is a registered and operated talent marketing and booking agency. We represent independent companions from a range of professional backgrounds including, but not limited to: fashion, entertainment, athletics, and the arts.

1.2. Age & Health Compliance

All persons featured on this website were at least 21 years of age at the time their images were provided. To the best of our knowledge, no talent represented by Discreet Elite™ has any reported or known physical or mental disability that would impair their ability to provide services during their time of collaboration.

1.3. Model Autonomy

All models represented by Discreet Elite™ have joined the agency voluntarily and of their own accord. Each individual has prior experience and has chosen to collaborate with Discreet Elite™ of their own free will. No individual has been persuaded or coerced in any manner.

1.4. Nature of Services

Discreet Elite™ arranges meetings for time and social companionship only. Our fees represent the booking and coordination of time with a companion. Any personal or intimate interaction that may occur between consenting adults is neither contracted nor facilitated by Discreet Elite™, and remains a private matter between the client and the model. We do not condone or participate in any illegal activities.

1.5. Independent Talent

All companions operate as independent individuals. They set their own fees, determine their own availability, and establish their own boundaries — all of which are respected and non-negotiable.

1.6. Accommodation & Logistics

Discreet Elite™ does not provide accommodation or premises for bookings. We do not arrange housing or temporary lodging for models in any form.

2. Client Screening

To ensure the safety and comfort of our companions and clients, all new customers must complete a respectful screening process.

2.1. Screening Requirements

All bookings require some form of identity verification. The method depends on the nature of the booking:

– Incall bookings: A selfie holding valid photo ID or a £1 transfer to our corporate account (legal name must be visible). A 25% deposit is also required to secure the appointment and prevent no-shows.

– Outcall to a private residence: 25% deposit required in advance.

– Outcall to a 5-star hotel: Full legal name and room number must be provided. Our concierge will discreetly confirm your booking via a direct room call.

– International bookings (USA, Asia, Middle East): Clients must complete a membership application, including full name, LinkedIn profile, and a professional email address. Retired clients may be asked to submit a recent utility bill for verification.

3. Payments, Cancellations & Refunds

3.1. Local Bookings

Local arrangements are confirmed only after a deposit of 40% (in some cases 50%) has been received. This secures the model’s time and guarantees the appointment.

3.2. Accepted Payment Methods

We accept payments via bank transfer and Revolut. Cheques are not accepted.

3.3. Travel Bookings

Travel bookings must be paid in full in advance (100% of the agreed fee). Arrangements will only be confirmed once payment is received.

3.4. Cancellation Terms

– Local bookings: A cancellation fee of 40% of the full amount will be retained to compensate the model and booking coordinator for their time.

– Travel bookings: A 50% cancellation fee applies.

3.5

In the unlikely event that a model is unable to proceed with a confirmed booking due to health-related matters, the Agency will offer a suitable substitute.

3.6

Should the Client request any alteration to the booking — including, but not limited to, the date, duration, location, or any other variable — the Client will be able to choose only from models available for the newly selected arrangements.

If, in such circumstances, the booking does not proceed, the deposit will be credited to the Client’s account. Should these funds be applied towards another booking, an additional fee of 10% of the original total booking cost will be charged to cover the booker’s time and administrative effort.

3.8 Client’s Deposit

The Client’s deposit shall remain valid for a period of eighteen (18) months from the date of payment. Upon the expiry of this period, any unused deposit will be forfeited.

By enforcing a clear validity period and forfeiture policy, the Agency ensures compliance with ANTI-MONEY LAUNDERING REGULATIONS by preventing indefinite retention of client funds, reducing exposure to potential unlawful use of those funds, and demonstrating a controlled, transparent deposit system.

4. Privacy Policy

Discreet Elite™ is committed to maintaining the highest standards of discretion and confidentiality for both clients and companions.

4.1. Data Handling

All client and model data submitted for verification or booking purposes is handled securely and in strict confidence. No personal data is retained after the conclusion of a booking.

4.2. Third-Party Screening

All identity checks are conducted by our trusted sister concierge company. This information is never shared or associated with third-party platforms or matchmaking services.

4.3. Communication

Any communication by phone, email, or bank transfer is only carried out with the client’s consent and is managed with utmost discretion.

4.4. Receipts & Billing

We provide discreet invoices, encrypted payment processing, and confidential receipts. Transactions will appear under a neutral descriptor on your bank statement.

5. Consent to Terms

By using this website and booking services through Discreet Elite™, you confirm that:

– You are at least 21 years of age

– You accept the terms outlined above

– You understand that all bookings are for social time and companionship only

– You agree to respect the boundaries and professionalism of the talent represented

© Discreet Elite™ 2025. All rights reserved.