Harry Connick Jr’s black denim jacket on Today

Chassie’s black paisley print dress on Today

Lupita Dress by Veronica Beard at Saks Fifth Avenue, $998

Also available at: Shopbop | Farfetch | Veronica Beard

Savannah’s plaid button down shirt on Today

Slim Fit Check Cotton Shirt by Burberry at Nordstrom, $715

Also available at: Net a Porter | Bloomingdales

Sheinelle’s sage green vest on Today

Essential Cutaway Vest Top by J. Crew, $128

Darlene’s white and black boucle jacket on Today

Arielle Collared Jacket by L'Agence at Saks Fifth Avenue, $525

Also available at: Shopbop | Bloomingdales | L'Agence

Dylan’s brown striped mixed media dress on Today

Pip Poplin Combo Dress by Simon Miller at Shopbop, $295

Also available at: Simon Miller