If you are coming from Chicago, Ohare the current airfare is around $110 on Delta till Oct 30 or $146 on Spirit/United til Feb. Tell me your dates and I will try to find out what the going price is.
When you book it use either the airlines website(United or Spirit) if you want the extra miles or one of the travel websites such as weflycheap.com, travelocity,com, expedia.com. If you use priceline, you prob wont save that much and your times wont be that flexible. For airfare as low to Orlando as you can find now it is not really worth it.. If you do use priceline <a href="http://click.linksynergy.com/fs-bin/click?id=Qg5GHznFBgY&offerid=31249.10000426&type=3&subid=0" target=_blank>here is $25 off each airfare ticket</a>. But again I advise you to just book it through the airlines or online book engine.
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Delta Air Lines
offers connecting service Advance Purchase: 03 days Rules
Latest Travel: 30Oct01
Round-Trip not including applicable charges* Price: USD 146.00
Spirit Airlines
offers non-stop service
Advance Purchase:
Latest Travel: 31Jan02
Latest Return: 45 days
Round-Trip not including applicable charges* Price: USD 158.00
United Airlines
offers non-stop service and connecting service Advance Purchase: 21 days Rules
Earliest Travel: 08Nov01
Latest Travel: 13Feb02
Earliest Return: See Rules
Latest Return: 30 days
Round-Trip not including applicable charges* Price: USD 158.00
Continental Airlines
offers connecting service Advance Purchase: 21 days Rules
Earliest Travel: 08Nov01
Latest Travel: 13Feb02
Earliest Return: See Rules
Latest Return: 30 days
Round-Trip not including applicable charges* Price: USD 168.00