Short answer
Your written quotation confirms the delivery schedule for this travel wardrobes commission, including cloth, production and destination. Chicago's proposed visit window is JUN · SEP; dates and venues are confirmed individually.
A multi-piece wardrobe can involve more than one city window. The written quotation confirms the scope and delivery schedule before you commit.
Chicago's window
The proposed JUN · SEP visit is the planning point for Chicago commissions. Dates, venues and available appointments are confirmed individually in writing as the month approaches.
The itinerary is a proposal: months are planned, dates and venues confirmed individually. Final quotations are confirmed in writing before you commit.