The worst year and a half of my commuting life was between our son's birth and his finally being big enough to ride to daycare in the CoPilot - had to rely on Boston's MBTA for those miserable 18 months. From the CoPilot, we moved to the Chariot (same model as yours, but the single version) for two years and are about to switch to the Trail-a-Bike.
What I really liked about the Chariot trailer was that I could tow it the 1 mile to daycare, fold it up and leave it there in the 'stroller storage' corner, and continue on the 5 miles to the office. Then my wife, who is not a cyclist, could pick our son up, convert the chariot into its stroller mode and walk it or take it on the T home. Definitely one of the best investments we made.