diff --git a/changelog/fix_fix_lintdebugger_to_be_able_to_handle.md b/changelog/fix_fix_lintdebugger_to_be_able_to_handle.md
new file mode 100644
index 00000000000..a52a521c95d
--- /dev/null
+++ b/changelog/fix_fix_lintdebugger_to_be_able_to_handle.md
@@ -0,0 +1 @@
+* [#10859](https://github.com/rubocop/rubocop/issues/10859): Fix `Lint/Debugger` to be able to handle method chains correctly. ([@dvandersluis][])
diff --git a/config/default.yml b/config/default.yml
index 2f9b1f89f96..cdcaeb1998d 100644
--- a/config/default.yml
+++ b/config/default.yml
@@ -1604,6 +1604,7 @@ Lint/Debugger:
     # a user's configuration, but are otherwise not significant.
     Kernel:
       - binding.irb
+      - Kernel.binding.irb
     Byebug:
       - byebug
       - remote_byebug
@@ -1621,6 +1622,9 @@ Lint/Debugger:
       - binding.pry
       - binding.remote_pry
       - binding.pry_remote
+      - Kernel.binding.pry
+      - Kernel.binding.remote_pry
+      - Kernel.binding.pry_remote
       - Pry.rescue
     Rails:
       - debugger
diff --git a/lib/rubocop/cop/lint/debugger.rb b/lib/rubocop/cop/lint/debugger.rb
index 15ed8665e3f..105dc7fb5a7 100644
--- a/lib/rubocop/cop/lint/debugger.rb
+++ b/lib/rubocop/cop/lint/debugger.rb
@@ -67,19 +67,6 @@ module Lint
       class Debugger < Base
         MSG = 'Remove debugger entry point `%<source>s`.'
 
-        # @!method kernel?(node)
-        def_node_matcher :kernel?, <<~PATTERN
-          (const {nil? cbase} :Kernel)
-        PATTERN
-
-        # @!method valid_receiver?(node, arg1)
-        def_node_matcher :valid_receiver?, <<~PATTERN
-          {
-            (const {nil? cbase} %1)
-            (send {nil? #kernel?} %1)
-          }
-        PATTERN
-
         def on_send(node)
           return unless debugger_method?(node)
 
@@ -101,7 +88,7 @@ def debugger_methods
 
               *receiver, method_name = v.split('.')
               {
-                receiver: receiver.empty? ? nil : receiver.join.to_sym,
+                receiver: receiver.empty? ? nil : receiver.map(&:to_sym),
                 method_name: method_name.to_sym
               }
             end.compact
@@ -115,10 +102,23 @@ def debugger_method?(send_node)
             if method[:receiver].nil?
               send_node.receiver.nil?
             else
-              valid_receiver?(send_node.receiver, method[:receiver])
+              method[:receiver] == receiver_chain(send_node)
             end
           end
         end
+
+        def receiver_chain(send_node)
+          receivers = []
+          receiver = send_node.receiver
+
+          while receiver
+            name = receiver.send_type? ? receiver.method_name : receiver.const_name&.to_sym
+            receivers.unshift(name)
+            receiver = receiver.receiver
+          end
+
+          receivers
+        end
       end
     end
   end
diff --git a/spec/rubocop/cop/lint/debugger_spec.rb b/spec/rubocop/cop/lint/debugger_spec.rb
index debd54d4ab2..842416530e7 100644
--- a/spec/rubocop/cop/lint/debugger_spec.rb
+++ b/spec/rubocop/cop/lint/debugger_spec.rb
@@ -27,6 +27,39 @@
         RUBY
       end
     end
+
+    context 'with a method chain' do
+      let(:cop_config) { { 'DebuggerMethods' => %w[debugger.foo.bar] } }
+
+      it 'registers an offense for a `debugger.foo.bar` call' do
+        expect_offense(<<~RUBY)
+          debugger.foo.bar
+          ^^^^^^^^^^^^^^^^ Remove debugger entry point `debugger.foo.bar`.
+        RUBY
+      end
+    end
+
+    context 'with a const chain' do
+      let(:cop_config) { { 'DebuggerMethods' => %w[Foo::Bar::Baz.debug] } }
+
+      it 'registers an offense for a `Foo::Bar::Baz.debug` call' do
+        expect_offense(<<~RUBY)
+          Foo::Bar::Baz.debug
+          ^^^^^^^^^^^^^^^^^^^ Remove debugger entry point `Foo::Bar::Baz.debug`.
+        RUBY
+      end
+    end
+
+    context 'with a const chain and a method chain' do
+      let(:cop_config) { { 'DebuggerMethods' => %w[Foo::Bar::Baz.debug.this.code] } }
+
+      it 'registers an offense for a `Foo::Bar::Baz.debug.this.code` call' do
+        expect_offense(<<~RUBY)
+          Foo::Bar::Baz.debug.this.code
+          ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ Remove debugger entry point `Foo::Bar::Baz.debug.this.code`.
+        RUBY
+      end
+    end
   end
 
   context 'built-in methods' do