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United Airlines have roundtrip airfare travelling from Chicago (ORD) to San Jose Costa Rica (SJO) for $ 293 including taxes and fees. Outbound flight is nonstop and return makes 1 stop in Houston, possibly a long layover but ymmv.

Travel availability:

Departs: March 9, 10, 21; April 14, 15
Returns: March 13, 14, 22-25, 27-29; April 19, 22

Use dates and book it on Expedia [expedia.com].

Sample itinerary attached.