American Airlines have roundtrip airfares available travelling to and from Chicago (ORD) and Orlando (MCO) for $68 including taxes and fees. This is nonstop service. This is hot.
Travel availability:
Departs ORD: Sept 13, 19, 20, 26; Oct 3, 10, 11, 17
Returns ORD: Sept 19, 20, 26, 27, October 3, 4
Departs MCO: Sept 19, Oct 3
Returns MCO: Oct 3
Use those dates and plug into Priceline , Orbitz , CheapOAir or Expedia
Sample attached for Priceline