diff --git a/pandas/core/arrays/datetimelike.py b/pandas/core/arrays/datetimelike.py
index e39d1dc03adf5..ce1d01e139540 100644
--- a/pandas/core/arrays/datetimelike.py
+++ b/pandas/core/arrays/datetimelike.py
@@ -775,8 +775,10 @@ def searchsorted(self, value, side="left", sorter=None):
         if isinstance(value, str):
             try:
                 value = self._scalar_from_string(value)
-            except ValueError:
-                raise TypeError("searchsorted requires compatible dtype or scalar")
+            except ValueError as e:
+                raise TypeError(
+                    "searchsorted requires compatible dtype or scalar"
+                ) from e
 
         elif is_valid_nat_for_dtype(value, self.dtype):
             value = NaT
@@ -1039,7 +1041,7 @@ def _validate_frequency(cls, index, freq, **kwargs):
             raise ValueError(
                 f"Inferred frequency {inferred} from passed values "
                 f"does not conform to passed frequency {freq.freqstr}"
-            )
+            ) from e
 
     # monotonicity/uniqueness properties are called via frequencies.infer_freq,
     #  see GH#23789