Great Kiskadee

I would also tend to Pitangus sulphuratus, but the pictures are not in best shape to be 100% of the safe side, but some criteria would indicate Great Kiskadee more than others.

The rufus color on the wings (Pic #4) made me think it was a Great Kiskadee and the bill did not look as short as a Social Flycatcher, but pictures can be deceiving with the lighting and angle. Cool. I'm glad to help in some way. :)

Thank you Rosa and Ashley. Based on the suggestions I am going with the Social Flycatcher. The similarities are amazing but the breadth of the white band on the head, especially in picture 3 makes me lean towards the Flycatcher as it seems to be slightly thicker than that of the Great Kiskadee. Great example of cooperative discussion and also shows how smart you all are with such difficult ids of some poor quality pictures....thanks again! If someone else disagrees with my choice and can offer me good reason to change I am certainly open to suggestion.

There's also boat-billed flycatcher, but they have massive bills. You can't completely rule out lesser kiskadee since birds don't always follow range maps, but it's probably safe to call it a great kiskadee

So do you think it is a Great Kiskadee, Ashley? Or are there other similar species I overlooked?

Social Flycatchers are noticeably different by their tiny bill. Assuming all these photos are the same individual, social flycatcher is easily ruled out by the bill not being tiny.

Hey James, so I think it is a Great Kiskadee, but I may have overlooked similar flycatchers. The Lesser Kiskadee and the Social Flycatcher also look very similar to the Great Kiskadee, but the Lesser doesn't occur in Costa Rica. As for the other two it appears more like a Great Kiskadee. Here are two links for identification:
http://www.1-costaricalink.com/costa_ric...
http://www.1-costaricalink.com/costa_ric...

Also if you want to read up on the Social Flycatcher: http://neotropical.birds.cornell.edu/por...

I guess if it is still undecided you can say Tyrannidae for the family. They are all flycatchers. Hope this helped. I'm really interested in what you think.