One thing in common with all 5 of these choices – can be rolled up in a ball then shaken out, add havianas or a stellar pair of Loubies, wear with children and still manage to be all put together!
1. Rick Owens
reversecommuter found this dress and immediately bought it in 2 different colors. Draped, bias cut and absolutely rollable.
2. DVF
the queen of romp herself would approve of this choice – repeat after me, I can never go wrong packing a wrap dress.
3. James Perse
Californian king of t-shirts just grab one of his long tank dresses or rushed mid-length dresses and go!
this classic sheer paneled dress comes in light and dark colors and even in a shirt silhouette, clearly recognizing a good thing can come in different shapes & sizes.
5. ETRO
the Italian design house that creates tapestry like no other can dream without hallucinogenic assistance once again proves that a combo cover-up / fabulous evening dress makes for a lighter suitcase…all the better to fill up at the duty free!
reversecommuter 
Love easy to travel dresses! Will have to try the Rick Owens! But my current crush is with Diane Kroe. http://www.dianekroe.com/media.html, Her multi-functional dresses make it easy to have a large wardrobe without lots of luggage.
Dying over your Rick Owens number. Are you wishing you had more than two? Like one in every color? Hubba! Hubba!