
A chalk accident, not a commission.
Erica Group's original wings were drawn with chalk on a door in September 2014 for a dress shop's photo shoot — a one-day piece that rain was supposed to wash away.
Source: Spectrum News 13 [S41].

Quick answer: The iconic DeLand Wings mural is in Artisan Alley off Georgia Avenue in downtown DeLand, Florida. It was created by DeLand-born artist Erica Group in September 2014 — originally a one-day chalk drawing that became a permanent piece and inspired the regional Wings of the West mural trail.
In September 2014, artist and DeLand native Erica Group drew the wings with chalk onto a door for a dress shop's photo shoot. It was supposed to be a one-day thing that rain would wash away. Instead, the wings became the most photographed backdrop in DeLand and launched a regional mural trail [S41].
West Volusia Tourism commissioned Erica Group to paint additional pairs of wings. The Wings of the West trail now includes Skydive DeLand, Deltona, Cassadaga, DeLeon Springs, and Barberville — each pair different [S43].
Murals & Wings walking tourArtisan Alley is an outdoor arts market and event space off Georgia Avenue in downtown DeLand. Tenants include Persimmon Hollow Craft Brewery, Bake Chop Artisan Kitchen, and Florida Victorian Architectural Salvage. A Farmers' Market runs Friday evenings from 6–9 p.m. with produce, artwork, and food [S42, S45].

Erica Group's original wings were drawn with chalk on a door in September 2014 for a dress shop's photo shoot — a one-day piece that rain was supposed to wash away.
Source: Spectrum News 13 [S41].

Wings of the West spans DeLand, Deltona, Cassadaga, DeLeon Springs, Barberville, and Skydive DeLand — each pair different.
Source: Visit West Volusia [S43].

Artisan Alley's Farmers' Market runs 6–9 p.m. Fridays with produce, artwork, and food.
Source: Artisan Alley [S42].
MainStreet DeLand maintains the DeLand Historic Mural Walk — a downtown-wide trail of 25+ murals including the Wings [S44].