Discover Lollapalooza like never before with exclusive fan experiences in Chicago

By Airbnb · June 25, 2025

Key Takeaways

Airbnb will offer one-of-a-kind Experiences at Lollapalooza, now available to book.
Experiences range from festival photography tutorials and makeup masterclasses, to an intimate styling session and learning the art of DJ mixing.
During Lollapalooza 2024, local hosts collectively earned over $6 million by welcoming guests from around the world.

Key Takeaways

Airbnb will offer one-of-a-kind Experiences at Lollapalooza, now available to book.
Experiences range from festival photography tutorials and makeup masterclasses, to an intimate styling session and learning the art of DJ mixing.
During Lollapalooza 2024, local hosts collectively earned over $6 million by welcoming guests from around the world.

As a part of our first global live music partnership, we’re offering four curated Airbnb Experiences to bring guests closer to the music they love during Lollapalooza. These one-of-a-kind fan experiences are available to book now, and include access to an exclusive on-site lounge, Airbnb Haven.

From festival photography tutorials with professional photographers, to styling sessions and intimate DJ sets, there’s something for every kind of festival-goer:

Level Up Your Makeup with Jill Powell

Step into the spotlight and get festival-ready with a VIP makeup session led by Jill Powell, the celebrity makeup artist behind red carpet and stage looks for stars like Demi Lovato and Olivia Holt. Known for her flawless skin work and precision-driven artistry, Jill brings her expertise straight to Lollapalooza in this exclusive, hands-on masterclass.

Style Your Own Festival Look with Ann-Marie Hoang

Step into the creative world of Ann-Marie Hoang, the celebrated stylist behind the looks of artists like Rihanna, Beyoncé, and Doja Cat, in an intimate session inside the Airbnb Haven at Lollapalooza. Guided by Ann-Marie’s thoughtful eye and her team’s expert touch, guests will explore a curated selection of expressive accessories, embellishments, and festival-forward pieces, each chosen to inspire confidence, individuality, and bold self-expression.

Find the Drip: Festival Fashion Photography at Lollapalooza with Paul Octavious

Join celebrated photographer Paul Octavious and an iconic drag performer for a playful, hands-on crash course in capturing festival fashion, right from your phone or a DSLR of choice. This experience is all about spotting bold personal style in the wild, connecting with people, and snapping striking portraits that feel spontaneous and stylish.

Learn the Art of Mixing with DJ Lady D

Step into the rhythm and soul of Chicago’s music legacy in this intimate session with DJ Lady D, one of the city’s most iconic house music figures. Held inside the vibrant Airbnb Haven at Lollapalooza, this 60-minute masterclass is a behind-the-booth experience where you’ll explore the history, craft, and energy of DJing—from vinyl culture to modern techniques.

Close-up of a makeup artist holding a brush while working on a client with blonde hair, set against a warm wooden interior background. — **Level Up Your Look with Makeup Artist Jill Powell**

A black baseball cap with 'Los Angeles' embroidered in white, paired with a white lace veil featuring intricate floral and religious designs, worn over a dark denim jacket. — **Level Up Your Look with Makeup Artist Jill Powell**

Expanding access to the best of Chicago during Lollapalooza

With Airbnb Experiences and Services, both locals and visitors can make the most of their festival getaway. In fact, following New Yorkers, the majority of guest stays during this year’s festival are by Chicago residents¹. Whether guests are discovering their own backyard or exploring the city for the first time, music lovers can experience Chicago like never before with services to get ready for the festival – like getting a fresh cut from Bryan, a local barber and artist with fifteen years of experience and a professional background working at music festivals – and experiences still available to book during the festival weekend, including²:

Group of people gathered near a vibrant street art mural with 'Chicago' written in bold, decorated letters and surrounding designs. — Chicago Street Art Tour: Murals, Graffiti & More

Group of people gathered around a modern red pizza oven, observing as a pizza is placed inside, with wood stacked below the oven and intricate mosaic tile design on the walls. — West Loop Pizza Crawl

A spacious, sunlit atrium with intricate metalwork, a glass-paneled ceiling, and a grand staircase, showcasing elegant architectural design. — Explore Downtown Chicago's Architecture Interiors

A baker in a red apron adds finishing touches to freshly baked bread rolls on a tray in a bakery kitchen, surrounded by wooden countertops and baking equipment. — Chinatown's Food & Culture Walking Tour in Chicago

A person holding an open box of assorted donuts, including glazed and chocolate-covered varieties, standing outdoors near a building staircase. — Chicago Donut Tour: Sweet Bites & City Sights

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Last-minute stays still available for every festival goer

This year, searches for accommodations by groups of three or more travelers have increased by 36 percent during the festival weekend compared to last year.³ In addition, young travelers are immersing themselves in the music scene, with Chicago searches by Gen Z guests surging by 60 percent during this year’s festival.⁴ From beautifully designed homes to tranquil properties with breathtaking views, Airbnb offers a wide variety of stays with amenities that can cater to the group’s needs:

Bright, modern living room with a gray sofa, decorative pillows, patterned wallpaper, glass coffee table, and a fireplace, featuring large bay windows with natural light streaming in. — Bright, Modern Apartment in a Vintage Greystone

Modern kitchen with white walls, stainless steel appliances, a stacked washer and dryer, a central island with wooden bar stools, and decorative pendant lights. — Near 606 Trail | Free Garage Parking | W&D |LUXTEL

Spacious modern living room with an orange leather sofa, wooden floors, and a kitchen in the background featuring stainless steel appliances and dark cabinetry. — Division St Designer Home In Heart of Wicker Park

Bright, cozy dining area with four modern chairs around a wooden table, large windows letting sunlight in, and an adjoining living space with plants and a TV visible through an arched entryway. — Spacious Wicker Park Apartment

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Supporting local hosts

Hosting on Airbnb is an important source of supplemental income for Chicagoans, helping low- and middle-income residents stay in their homes and pay bills. According to an Airbnb survey of hosts in Chicago:

63% said the income earned through hosting has helped them stay in their home⁵
50% said they use the income from hosting to cover the rising costs of living⁵
19% said hosting helped them avoid foreclosure or eviction⁵

During Lollapalooza 2024, local hosts and guests helped generate over $42.5 million for the City of Chicago, and supported nearly 400 local jobs. Hosts collectively earned over $6 million, highlighting the major impact on the local economy – reaching well beyond conventional tourist areas.