Electron-withdrawing groups generally stabilise the carboxylate ion through inductive effects and increase acidity; electron-donating groups generally have the opposite tendency. The magnitude depends on the substituent, distance and molecular context.
Example qualitative comparison:
ClCH2COOH is more acidic than CH3COOH because the -I effect of chlorine stabilises the conjugate base.
The inductive effect diminishes with distance, so a halogen farther from the -COOH group usually has a weaker effect than the same halogen closer to it.