Chicago Luxury Flying Dress Photoshoot

Planning a trip to Chicago offers plenty of classic options — from strolling along Navy Pier to exploring Millennium Park’s art installations. But if you’re looking to add a splash of glamour and create striking mementos, the Chicago Luxury Flying Dress Photoshoot promises a unique experience. While we haven’t personally tried it, reviews and details suggest it’s a carefully curated session blending fashion, photography, and city views in an elegant package.

What we love about this experience is the professional guidance from a skilled photographer and the opportunity to wear a flowing, vibrant dress that transforms you into a model for a day. The fact that photos are delivered swiftly and digitally — with 30 high-quality images — makes it a practical keepsake or gift. A potential consideration is that the price of $400 per person might seem steep for some, especially since printed photos aren’t included. However, if you value beautifully staged, personalized photos with a city backdrop, this experience offers genuine value, especially suited for those wanting a memorable, photo-centric adventure in Chicago.

Designed for anyone who’s eager to combine fashion, cityscapes, and professional photography, this photoshoot suits travelers celebrating a special occasion, or simply those who want a fun, stylish way to remember Chicago. Now, let’s explore what makes this experience stand out and what you can expect along the way.

Key Points

• Professional Photographer: The sessions include expert guidance on posing and angles, ensuring your photos look polished and natural.
• Fashion & Style: You’ll wear a flowing red or green dress, styled in multiple ways, allowing for diverse and creative looks.
• Convenient Digital Delivery: Expect to receive 30 digital photos through an online gallery within 2-3 days, making sharing effortless.
• Flexible Timing & Private Group: Usually available in the morning, afternoon, or evening, with a private group setting for a personalized experience.
• Location & Venue: The meeting point is at The Chicago Theatre, placing you right in the heart of the city’s vibrant cultural scene.
• Cost & Inclusions: At $400, the fee covers the dress rental, a 1-hour photo session, and professional photography, but not transportation or printed photos.

You can check availability for your dates here:

What Makes This Photoshoot Stand Out?

This experience offers more than just a quick photo session. Instead, it blends fashion, cityscape, and professional photography into a compact, 1.5 to 2-hour window. You meet your photographer at the iconic Chicago Theatre, an easily recognizable landmark that roots your photos in the city’s lively atmosphere.

The dress rental is a highlight — available in bright red or green, with a “transformer” style that can be styled as a halter neck, cross front, or one shoulder. This flexibility means you can customize your look to match your mood or the photos you envision. The dresses are designed to fit all sizes, ensuring everyone can look and feel fantastic.

The photographer, Elena Badea, receives praise in reviews for her approachability, professionalism, and talent. Several clients mention her ability to make them feel comfortable, providing clear instructions for posing and capturing the best angles. This kind of expertise is crucial, especially if you’re not used to being in front of the camera or want high-quality results.

The Itinerary: What Should You Expect?

While the tour isn’t a tightly scripted schedule, the general flow provides a seamless experience:

• Meet at The Chicago Theatre: This grand venue sets a lively city tone and makes for excellent photo backgrounds.
• Dress Up & Styling: You select your preferred dress color and style. Be sure to bring appropriate undergarments for your chosen look, as the dresses are “one size fits all” and styled in various ways.
• Photo Session & City Scenery: The 1-hour shooting period includes walking between different locations in the vicinity, capturing images against Chicago’s iconic architecture and skyline.
• Posing Assistance: Elena and her assistants help you find flattering poses and optimal angles, so you’ll look confident and natural.
• Quick Turnaround: Within 2-3 days, you’ll receive a link to an online gallery with 30 images, ready to view and download.

The Experience from a Traveler’s Perspective

From reviews, it’s clear that many travelers find this photoshoot to be a fun, confidence-boosting activity. Erica, one reviewer, praised Elena’s punctuality, friendliness, and professionalism. She wrote, “I loved her energy,” which hints at how the experience feels more like a fun outing than a formal photo shoot.

Another reviewer, Anne Gross, shared that her photos turned out “like Vogue,” highlighting the high quality and the flattering results. She also emphasized how the experience attracted curious onlookers and spontaneous photos from passersby, adding a lively Chicago vibe to her session.

Brandy described the session as “so sweet,” noting the friendly environment, which makes sense given Elena’s approachable style. The flexibility of scheduling — available in morning, afternoon, or evening — allows you to choose a time that best fits your day, whether you’re sightseeing or enjoying a special occasion.

The Value of the Price

At $400 per person, the price includes a professional, personalized photoshoot, dress rental, and a digital gallery with 30 images. Considering the quality and the city backdrop, many travelers might find this a worthwhile splurge, especially if they want high-quality, ready-to-share images as souvenirs or gifts.

However, it’s worth noting that transportation to the meeting point and printed photos are not included. If you prefer physical copies or want to include transportation, plan accordingly. Still, the digital images are easy to share with friends and family or to print later if you wish.

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Who Will Love This Experience?

This photoshoot is perfect for romantic getaways, milestone celebrations, or just a desire to do something memorable and glamorous in Chicago. It appeals to those who enjoy fashion and want professional guidance to look their best. It’s also a good fit for solo travelers, couples, or small groups who want a private, exclusive experience.

Travelers who appreciate city views, professional photography, and a bit of fashion flair will find this a fun addition to their Chicago trip. It’s particularly suitable for people who don’t mind spending a little extra for personalized service and high-quality images.

If you’re seeking a stylish, fun way to capture your time in Chicago, this flying dress photoshoot offers a delightful blend of fashion and cityscape. The professional guidance ensures your photos look polished, and the vibrant dresses add a splash of color and elegance that truly pop against the city’s skyline. The digital delivery makes sharing your memories easy, and many reviews highlight how personable and skilled the photographer is, leading to a relaxed and enjoyable experience.

While the price might seem high for some, the quality and uniqueness of the photos, combined with the opportunity to wear a stunning dress in a city famous for its architecture, make this a worthwhile splurge for those wanting something special. It’s an ideal choice for anyone celebrating an occasion or simply wanting to add a glamorous chapter to their Chicago story.

This experience provides excellent value for travelers who prioritize memorable images, a touch of fashion, and professional guidance — all set in one of the most photogenic cities in the United States.

How long does the photoshoot last?
It typically takes between 1.5 and 2 hours, including a walking component between locations, allowing for a relaxed yet efficient session.

Is transportation included?
No, transportation is not included. You will meet your photographer at The Chicago Theatre and walk to nearby locations for photos.

What dresses are available?
You can choose from a red or green flowing gown, styled in multiple ways such as halter neck, cross front, or one shoulder. The dresses are designed as “transformer” styles to suit different looks.

What do I need to bring?
Bring appropriate undergarments for your chosen dress style, such as strapless bras or halter tops, to ensure the dresses fit and look their best.

When will I receive my photos?
Within 2-3 days after your session, you will get a link to an online gallery with 30 photos, ready to view and download.

Can I get printed photos?
Printing is not included in the package, but you can download the digital images and print them later if desired.

What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

This private photoshoot offers a memorable way to blend fashion, city views, and professional photography into a truly special Chicago experience. Whether celebrating a milestone or just indulging in a glamorous day out, it promises to leave you with beautiful images and fun stories to tell.