Fix tzaware dates mismatch but no exception raised

doc/source/whatsnew/v0.21.1.txt

@@ -64,7 +64,7 @@ Conversion
 - Bug in :class:`DatetimeIndex` subtracting datetimelike from DatetimeIndex could fail to overflow (:issue:`18020`)
 - Bug in :meth:`IntervalIndex.copy` when copying and ``IntervalIndex`` with non-default ``closed`` (:issue:`18339`)
 - Bug in :func:`DataFrame.to_dict` where columns of datetime that are tz-aware were not converted to required arrays when used with ``orient='records'``, raising``TypeError` (:issue:`18372`)
--
+- Bug in :class:`DateTimeIndex` and :meth:`date_range` where mismatching tz-aware ``start`` and ``end`` timezones would not raise an err if ``end.tzinfo`` is None (:issue:`18431`)
 -
 
 Indexing

pandas/_libs/tslibs/timezones.pyx

@@ -284,10 +284,9 @@ cdef object get_dst_info(object tz):
 def infer_tzinfo(start, end):
     if start is not None and end is not None:
         tz = start.tzinfo
-        if end.tzinfo:
-            if not (get_timezone(tz) == get_timezone(end.tzinfo)):
-                msg = 'Inputs must both have the same timezone, {tz1} != {tz2}'
-                raise AssertionError(msg.format(tz1=tz, tz2=end.tzinfo))
+        if not (get_timezone(tz) == get_timezone(end.tzinfo)):
+            msg = 'Inputs must both have the same timezone, {tz1} != {tz2}'
+            raise AssertionError(msg.format(tz1=tz, tz2=end.tzinfo))
     elif start is not None:
         tz = start.tzinfo
     elif end is not None:

pandas/tests/indexes/datetimes/test_date_range.py

@@ -290,6 +290,25 @@ def test_precision_finer_than_offset(self):
         tm.assert_index_equal(result1, expected1)
         tm.assert_index_equal(result2, expected2)
 
+    def test_mismatching_tz_raises_err(self):
+        #issue 18488
+        dt1_tz = pd.Timestamp('2017-01-01', tz='US/Eastern')
+        dt1_no_tz = pd.Timestamp('2017-01-01')
+        dt2_tz = pd.Timestamp('2017-01-04', tz='US/Eastern')
+        dt2_no_tz = pd.Timestamp('2017-01-04')
+        dt1_diff_tz = pd.Timestamp('2017-01-01', tz='Europe/London')
+        dt2_diff_tz = pd.Timestamp('2017-01-04', tz='Europe/London')
+
+        def assert_tz_raises_exception(start, end):
+            with pytest.raises(TypeError):
+                pd.date_range(start, end)
+            with pytest.raises(TypeError):
+                pd.DatetimeIndexstart(start, end)
+
+        assert_tz_raises_exception(dt1_no_tz, dt2_tz)
+        assert_tz_raises_exception(dt1_tz, dt2_no_tz)
+        assert_tz_raises_exception(dt1_tz, dt2_diff_tz)
+        assert_tz_raises_exception(dt1_diff_tz, dt2_tz)
 
 class TestBusinessDateRange(object):
 

pandas/tests/tseries/test_timezones.py

@@ -424,7 +424,7 @@ def test_with_tz(self):
 
         # datetimes with tzinfo set
         dr = bdate_range(datetime(2005, 1, 1, tzinfo=pytz.utc),
-                         '1/1/2009', tz=pytz.utc)
+                         datetime(2009, 1, 1, tzinfo=pytz.utc))
 
         pytest.raises(Exception, bdate_range,
                       datetime(2005, 1, 1, tzinfo=pytz.utc), '1/1/2009',