Chicago · Private transformation experience

Luxury Makeover Photoshoot in Chicago

Hair. Makeup. Styling. Creative direction. Photography. One completely directed experience built around the person you are now.

Private luxury makeovers · Hair + makeup + styling + photography · From $2,500
Luxury makeover photoshoot in Chicago with cream suit, professional hair and makeup
The complete experience

What does a luxury professional makeover include?

A complete professional makeover brings hair, makeup, personalized styling, creative direction, and professional photography into one private Chicago experience. You do not need to arrive knowing how to pose, choose outfits, or design your look. We direct every detail toward beautiful finished portraits, not a collection of unrelated beauty appointments.

Consultation
Styling
Hair + Makeup
Creative Direction
Photoshoot
Finished Portraits
Selected transformations

Luxury makeover portraits, made personal.

There is no Chicago Style Co “look.” The work is figuring out what your photograph should say.

Client proof

More than twenty years of making people feel good in front of the camera.

Chicago Style Co is the current expression of Ann Marie Weinert’s long-running makeup and image work. Public reviews from earlier Ann Marie Makeup clients consistently praise the same qualities this experience depends on: listening closely, helping nervous clients relax, creating polished camera-ready results, and making the process feel personal rather than formulaic.

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01

Comfort

Clients describe Ann Marie as “kind, warm and engaging” and specifically mention feeling at ease during image-focused sessions.

02

Listening

Reviewers repeatedly note that she listens to what they want and adjusts the look instead of imposing one signature face.

03

Camera-ready results

Her background spans makeup, photography, production and creative direction—so the finished look is designed for the image, not just the mirror.

04

Established practice

Chicago Style Co’s public business listing currently carries a 5.0 rating from five reviews, built on Ann Marie’s earlier makeup practice and more than two decades of client work.

Why clients come

A complete makeover for the chapter you are entering.

01 · Milestone

I want to mark this version of myself.

Birthdays, anniversaries and moments worth making visible.

02 · Reinvention

Something changed. My image has not caught up yet.

A new chapter, a return to yourself, or a version of you that is ready to take up more room.

03 · Visibility

I am going to be seen more.

Personal branding, speaking, leadership, dating, media or a public-facing chapter.

04 · No reason required

I want extraordinary photographs of myself.

You do not need a business case or a dramatic life event to want that.

How it works

The entire image is directed.

01

We decide what we are creating.

We begin with the occasion, the mood, how the photographs may be used and what you want them to communicate. You do not need a mood board or beauty vocabulary.

02

We build the look.

Wardrobe, silhouette, neckline, texture, color and accessories are considered as part of one visual plan.

03

Hair + makeup are designed for the camera.

Your beauty look is built for your features, your wardrobe, professional lighting and the finished photographs.

04

You step in front of the camera.

You are directed throughout. You are not expected to know how to pose or perform for a lens.

05

You leave with the photographs.

The transformation does not vanish when the makeup comes off. The finished portraits are the point.

The difference
Most makeover services stop at the mirror.
This one ends in photographs.

One creative direction across hair, makeup, wardrobe, styling and photography.

Chicago Style Co makeover portrait with polished hair, makeup and wardrobe
Will I still look like me?
A successful makeover should not make you think, “Who is that?”

It should make you think, “There I am.”

The objective is not to cover you with somebody else’s idea of glamour. It is to create structure, polish, presence and intention while keeping you recognizable inside the image.

Creative direction

20+ years understanding how people are seen.

Chicago Style Co is led by Ann Marie Weinert, a Chicago makeup artist and creative director whose work spans beauty, photography, commercial production, performance and image-making. That range changes the process: the makeup is not designed in isolation from the lens, and the photograph is not designed in isolation from the person.

Choose the scale

Three ways to build the transformation.

More range

Editorial Image Day

Custom scope
  • Expanded creative direction
  • Multiple looks or visual stories
  • Deeper wardrobe planning
  • Extended photography
  • Additional production as needed
  • Broader image library
Built without compromise

Private Transformation

By proposal
  • Concept development
  • Expanded beauty + styling direction
  • Multiple scenes or locations
  • Additional collaborators
  • Extended production
  • Custom final image plan
Choose the right door

Need the image for work?

The Signature Makeover is a private transformation experience. If your primary goal is leadership visibility, press, speaking or a professional image library, the Executive Image Day or Personal Branding Photoshoot may be the better fit.

Choose the right experience

Three image problems. Three different answers.

01

Signature Makeover

Best for: a personal transformation, milestone, reinvention or extraordinary portraits of yourself.

Includes: hair, makeup, styling support, creative direction, photography and finished portraits.

From $2,500.

02

Executive Image Day

Best for: founders, leaders, speakers and professionals whose current photographs no longer match the level of their work.

Compare Executive Image Day →

03

Personal Branding

Best for: people who need a broader image library for websites, launches, content and ongoing public-facing work.

Compare Personal Branding →

Begin here

Let’s design yours.

Choose Signature Makeover below. You do not need to have the hairstyle, wardrobe or photographs figured out. Ann Marie personally reviews every inquiry.

Keep it simple: your name and email are the essentials. The rest of the form is there to help us understand the chapter, timing and image you want to create; answer what you know now and leave the rest for the consultation.

What are you planning?
Chicago makeover photoshoot FAQ

Questions clients ask before they book.

How much does a professional makeover photoshoot cost in Chicago?

Chicago Style Co Signature Makeovers begin at $2,500. More expansive Editorial Image Days and Private Transformations are custom-scoped based on the number of looks, locations, collaborators and production needs.

Does the makeover include both hair and makeup?

Yes. The Signature Makeover includes professional hair and makeup, styling support, creative direction, professional photography and finished portraits.

Do I need to know how to pose?

No. You are directed throughout the photoshoot. The experience is specifically designed for people who do not spend their lives in front of a camera.

Can you help me choose clothing?

Yes. Wardrobe is part of the visual plan. We consider color, proportion, neckline, silhouette, texture and what the photographs need to communicate.

Can I book this for a milestone birthday?

Absolutely. Milestone birthdays are one of the most natural reasons to create a Signature Makeover. For birthday-specific ideas, see the Milestone Birthday Makeover + Photoshoot.

Is this appropriate for women over 40, 50 or 60?

Yes. The experience is not built around looking younger. It is built around creating an intentional, current image of the person you are now.

Can I use the photographs for personal branding?

Yes. If your primary goal is a broader professional image library, the Personal Branding Makeover + Photoshoot or Founder + Executive Image Day may be the more precise fit.

Where does the photoshoot take place?

Location is planned around the visual concept and scope of your experience. Chicago locations, studios and other production settings can be incorporated as appropriate.

How far in advance should I book?

Earlier is better when you have a specific date or milestone, particularly if the concept involves wardrobe sourcing, additional collaborators or a particular location. If your timing is flexible, start with an inquiry and we will shape the right timeline.

You do not need to become someone else.

We photograph the person who is here now, with intention.