Anna Wintour and Jenn Lake at the Runway to Win fundraiser at Harpo Studios Tuesday, Jun 12. Lake attended as a VIP guest at the event, which raised money for Barack Obama's presidential campaign | Photo courtesy of Jenn Lake

Thakoon Panichgul, Chanel Iman, Anna Wintour, Prabal Garung, Jason Wu, Rachel Roy and Narcisco Rodriguez take the stage at the Runway to Win event in Chicago June. 13. | Photo courtesy of Jenn Lake

Fashion designer Thakoon Panichgul and Jenn Lake at the Runway to Win fundraiser at Harpo Studios Tuesday, Jun 12. | Photo courtesy of Jenn Lake

Fashion designer Prabal Garung and Jenn Lake at the Runway to Win fundraiser at Harpo Studios Tuesday, Jun 12. | Photo courtesy of Jenn Lake

Jenn Lake and fashion designer Narciso Rodriguez at the Runway to Win fundraiser at Harpo Studios Tuesday, Jun 12. Lake attended as a VIP guest at the event, which raised money for Barack Obama's presidential campaign | Photo courtesy of Jenn Lake

Anna Wintour speaks to the crowd the Runway to Win fundraiser at Harpo Studios Tuesday, Jun 12. | Photo courtesy of Jenn Lake

Guests and invitees arrive at Harpo Studios to be let in to the Fashionista fundraiser "Runway to Win," an Obama campaign fundraiser hosted by Anna Wintour, Iman and Chanel Iman. | Dom Najolia~Sun-Times

An Obama dress is the perfect ensemble for the evening. | Dom Najolia~Sun-Times

Mens fashions were in vogue at the fashionista fundraiser "Runway to Win," an Obama campaign fundraiser hosted by Anna Wintour. | Dom Najolia~Sun-Times

Guests and invitees wait at the overhead door of Harpo Studios to be let in to the Fashionista fundraiser "Runway to Win," an Obama campaign fundraiser hosted by Anna Wintour. | Dom Najolia~Sun-Times

Guests and invitees arrive at Harpo Studios to be let in to the fashionista fundraiser "Runway to Win," an Obama campaign fundraiser hosted by Anna Wintoun. | Dom Najolia~Sun-Times