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Very limited dates but hey, this might work for you.
JetBlue Airways have round trip airfares travelling from Chicago (ORD) to Nassau, Bahamas (NAS) for $ 292, making 1 stop.
Travel Availability:
Departs ORD: Oct 31; Nov 11;
Returns: Nov 1, 7, 15
Use dates and book it on Priceline [priceline.com]. Bundling hotel with airfare will save money.