diff --git a/src/spectator/dsl/matcher_dsl.cr b/src/spectator/dsl/matcher_dsl.cr
index 14be169..eba6098 100644
--- a/src/spectator/dsl/matcher_dsl.cr
+++ b/src/spectator/dsl/matcher_dsl.cr
@@ -305,5 +305,27 @@ module Spectator::DSL
     macro start_with(expected)
       ::Spectator::Matchers::StartWithMatcher.new({{expected.stringify}}, {{expected}})
     end
+
+    # Indicates that some value or set should end with another value.
+    # This is typically used on a `String` or `Array` (any `Indexable` works).
+    # The `expected` argument can be a `String`, `Char`, or `Regex`
+    # when the actual type (being comapred against) is a `String`.
+    # For `Indexable` types, only the last item is inspected.
+    # It is compared with the `===` operator,
+    # so that values, types, regular expressions, and others can be tested.
+    #
+    # Examples:
+    # ```
+    # expect("foobar").to end_with("bar")
+    # expect("foobar").to end_with('r')
+    # expect("FOOBAR").to end_with(/bar/i)
+    #
+    # expect(%i[a b c]).to end_with(:c)
+    # expect(%i[a b c]).to end_with(Symbol)
+    # expect(%w[foo bar]).to end_with(/bar/)
+    # ```
+    macro end_with(expected)
+      ::Spectator::Matchers::EndWithMatcher.new({{expected.stringify}}, {{expected}})
+    end
   end
 end
diff --git a/src/spectator/matchers/end_with_matcher.cr b/src/spectator/matchers/end_with_matcher.cr
new file mode 100644
index 0000000..f65d900
--- /dev/null
+++ b/src/spectator/matchers/end_with_matcher.cr
@@ -0,0 +1,72 @@
+require "./value_matcher"
+
+module Spectator::Matchers
+  # Matcher that tests whether a value, such as a `String` or `Array`, ends with a value.
+  # The `ends_with?` method is used if it's defined on the actual type.
+  # Otherwise, it is treated as an `Indexable` and the `last` value is compared against.
+  struct EndWithMatcher(ExpectedType) < ValueMatcher(ExpectedType)
+    # Determines whether the matcher is satisfied with the value given to it.
+    # True is returned if the match was successful, false otherwise.
+    def match?(partial)
+      actual = partial.actual
+      compare_method(actual, &.eval(actual, expected))
+    end
+
+    # Describes the condition that satisfies the matcher.
+    # This is informational and displayed to the end-user.
+    def message(partial)
+      method_string = compare_method(partial.actual, &.to_s)
+      "Expected #{partial.label} to end with #{label} (using #{method_string})"
+    end
+
+    # Describes the condition that won't satsify the matcher.
+    # This is informational and displayed to the end-user.
+    def negated_message(partial)
+      method_string = compare_method(partial.actual, &.to_s)
+      "Expected #{partial.label} to not end with #{label} (using #{method_string})"
+    end
+
+    # Returns the method that should be used for comparison.
+    # Call `eval(actual, expected)` on the returned value.
+    private macro compare_method(actual, &block)
+      # If the actual type defines `ends_with?`,
+      # then use that for the comparison.
+      # Otherwise, treat the actual type as an `Indexable`,
+      # and retrieve the last value to compare with.
+      # FIXME: Is there a better way to do this?
+      if {{actual}}.responds_to?(:starts_with?)
+        {{block.args.first}} = EndsWithCompareMethod.new
+        {{block.body}}
+      else
+        {{block.args.first}} = IndexableCompareMethod.new
+        {{block.body}}
+      end
+    end
+
+    # Comparison method for types that define the `ends_with?` method.
+    private struct EndsWithCompareMethod
+      # Evaluates the condition to determine whether the matcher is satisfied.
+      def eval(actual, expected)
+        actual.ends_with?(expected)
+      end
+
+      # String representation for end-user output.
+      def to_s
+        "#starts_with?"
+      end
+    end
+
+    # Comparison method for `Indexable` types.
+    private struct IndexableCompareMethod
+      # Evaluates the condition to determine whether the matcher is satisfied.
+      def eval(actual, expected)
+        expected === actual.last
+      end
+
+      # String representation for end-user output.
+      def to_s
+        "expected === actual.last"
+      end
+    end
+  end
+end