Caribbean Elaenia
Elaenia martinica
The Caribbean elaenia is 14 to 18 cm (5.5 to 7.1 in) long and weighs 18 to 29 g (0.63 to 1.0 oz). It is largish elaenia and has a bushy crest. The sexes have the same plumage. Adults of the nominate subspecies E. m. martinica have a dull olive to brownish olive crown with a white stripe in the middle of the crest. They have whitish lores and a faint whitish eyering on an otherwise mottled gray-brown face. Their upperparts are dull olive to brownish olive. Their wings are dusky with yellowish to whitish edges on the flight feathers and tips on the coverts; the latter show as two wing bars. Voice: The Caribbean elaenia's song is a "drawn-out pee-wee-reereeree". Its call is a repeated "jui-up, wit-churr".
ID text from Wikipedia, CC BY-SA 4.0
Lesser Elaenia
Elaenia chiriquensis
The lesser elaenia is 13 to 14 cm (5.1 to 5.5 in) long and weighs 11.5 to 22 g (0.41 to 0.78 oz). It is a small elaenia with a small squarish crest. The sexes have the same plumage. Adults of the nominate subspecies have a grayish olive head with lighter cheeks, a thin whitish eyering, and a partially hidden white patch on the crown. Their upperparts are grayish olive. Their wings are mostly dusky with whitish edges on the flight feathers. The tips of the coverts are white and show as two wide bars on the closed wing. Their tail is dusky. Voice: The lesser elaenia's dawn song is a "very high, hurried, 'tju-wee tju-weederwee' " whose "wee" notes are higher than the others. It has many calls including "a clear, whistled 'weeééa' " and a "burry 'beer-ta' or 'chí-bur' or 'jwebu' ", and "a longer 'freee' ".
ID text from Wikipedia, CC BY-SA 4.0

Where you might meet both
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Play today's Daily BirdPhotos and recordings are credited to their authors under the licence shown. Full profiles: Caribbean Elaenia and Lesser Elaenia.