We booked with expedia for our 5 night trip in Nov to TTR. We paid 1500.00 per couple for everything. We decided it was worth spending a bit more for non stop flights with really good departure and arrival times out of Chicago. Every site we checked with was higher than Expedia. We realize we might have found better deals if we would have waited for summer to book, but we wanted to be sure we could get the flights we wanted. One other note Orbitz no longer offers american Airlines flights which out of Chicago limits flight options.well use usa private transfers also , great value for the price!!
Try Kayak.com, they seem to have good prices. Bookit, skoosh, and alpharooms are great too.:icon_biggrin: