Jessica Simpson is a frequent flyer, and it’s interesting to look back over some of the outfits she’s had as she pops in and out of airports.
Jessica Simpson had a casual jeans look, along with a hat to cover his eyes and face as she leaves the Burbank Airport. January, 2009.

Jessica pops through the L.A. Airport with Tony Romo. Guess who’s in the Gucci bag? Daisy, of course! January, 2009.

Jessica makes sure everyone knows she’s dating a Dallas Cowboy! L.A. Airport, September, 2008.

Jess leaves L.A. with a Romo jersey. (Daisy is in the bag.) September, 2008.

At JFK – fashion critics didn’t love this dress, saying it was too thin and “cheap” looking. I think it’s a good color on her at least. July, 2008

At the San Diego Airport with Tony. A casual, floral dress. June, 2008

Jessica has on a comfortable jean outfit and too much tanning spray. L.A. May, 2006.

By far the worst outfit yet. Jess at the Kid’s Choice Awards, hanging at the Sta. Monica Airport. April, 2001.

Images: Bauer-Griffin
