diff --git a/Library/Homebrew/cmd/uninstall.rb b/Library/Homebrew/cmd/uninstall.rb
index 4b1c4bead7..18cebd71fb 100644
--- a/Library/Homebrew/cmd/uninstall.rb
+++ b/Library/Homebrew/cmd/uninstall.rb
@@ -54,6 +54,7 @@ module Homebrew
 
     Uninstall.uninstall_kegs(
       kegs_by_rack,
+      casks:               casks,
       force:               args.force?,
       ignore_dependencies: args.ignore_dependencies?,
       named_args:          args.named,
diff --git a/Library/Homebrew/keg.rb b/Library/Homebrew/keg.rb
index 8b7089bb57..76de4524c9 100644
--- a/Library/Homebrew/keg.rb
+++ b/Library/Homebrew/keg.rb
@@ -190,6 +190,57 @@ class Keg
     [all_required_kegs.to_a, all_dependents.sort]
   end
 
+  # Given an array of kegs, this method finds casks dependent on them
+  # except those included in the `casks` array. If it does, it returns:
+  #
+  # - kegs in the passed array that have dependent casks
+  # - installed casks dependent on them.
+  #
+  # If it doesn't, it returns nil.
+  #
+  # If all dependent casks are included in the `casks` array, the value
+  # returned is nil.
+  def self.find_cask_dependents(kegs, casks)
+    return if kegs.blank?
+
+    casks_to_check = Cask::Caskroom.casks - casks
+    return if casks_to_check.blank?
+
+    kegs_by_source = kegs.group_by do |keg|
+      f = keg.to_formula
+      [f.name, f.tap]
+    rescue
+      [keg.name, keg.tab.tap]
+    end
+
+    all_required_kegs = Set.new
+    all_dependents = []
+
+    casks_to_check.each do |dependent|
+      dependencies = CaskDependent.new(dependent).runtime_dependencies
+      next if dependencies.blank?
+
+      required = dependencies.map(&:to_formula)
+
+      required_kegs = required.map do |f|
+        f_kegs = kegs_by_source[[f.name, f.tap]]
+        next unless f_kegs
+
+        f_kegs.max_by(&:version)
+      end.compact
+
+      next if required_kegs.blank?
+
+      all_required_kegs += required_kegs
+      all_dependents << dependent.to_s
+    end
+
+    return if all_required_kegs.blank?
+    return if all_dependents.blank?
+
+    [all_required_kegs.to_a, all_dependents.sort]
+  end
+
   # @param path if this is a file in a keg, returns the containing {Keg} object.
   def self.for(path)
     original_path = path
diff --git a/Library/Homebrew/test/uninstall_spec.rb b/Library/Homebrew/test/uninstall_spec.rb
index d5f54077f2..c6b0a5723d 100644
--- a/Library/Homebrew/test/uninstall_spec.rb
+++ b/Library/Homebrew/test/uninstall_spec.rb
@@ -5,31 +5,42 @@ require "uninstall"
 
 describe Homebrew::Uninstall do
   let(:dependency) { formula("dependency") { url "f-1" } }
-  let(:dependent) do
-    formula("dependent") do
+
+  let(:dependent_formula) do
+    formula("dependent_formula") do
       url "f-1"
       depends_on "dependency"
     end
   end
 
+  let(:dependent_cask) do
+    Cask::CaskLoader.load(+<<-RUBY)
+      cask "dependent_cask" do
+        url "c-1"
+        depends_on formula: "dependency"
+      end
+    RUBY
+  end
+
   let(:kegs_by_rack) { { dependency.rack => [Keg.new(dependency.latest_installed_prefix)] } }
 
   before do
-    [dependency, dependent].each do |f|
+    [dependency, dependent_formula].each do |f|
       f.latest_installed_prefix.mkpath
       Keg.new(f.latest_installed_prefix).optlink
     end
 
     tab = Tab.empty
     tab.homebrew_version = "1.1.6"
-    tab.tabfile = dependent.latest_installed_prefix/Tab::FILENAME
+    tab.tabfile = dependent_formula.latest_installed_prefix/Tab::FILENAME
     tab.runtime_dependencies = [
       { "full_name" => "dependency", "version" => "1" },
     ]
     tab.write
 
     stub_formula_loader dependency
-    stub_formula_loader dependent
+    stub_formula_loader dependent_formula
+    stub_cask_loader dependent_cask
   end
 
   describe "::handle_unsatisfied_dependents" do
diff --git a/Library/Homebrew/uninstall.rb b/Library/Homebrew/uninstall.rb
index cabb18f627..b3da4f5082 100644
--- a/Library/Homebrew/uninstall.rb
+++ b/Library/Homebrew/uninstall.rb
@@ -10,8 +10,9 @@ module Homebrew
   module Uninstall
     module_function
 
-    def uninstall_kegs(kegs_by_rack, force: false, ignore_dependencies: false, named_args: [])
+    def uninstall_kegs(kegs_by_rack, casks: [], force: false, ignore_dependencies: false, named_args: [])
       handle_unsatisfied_dependents(kegs_by_rack,
+                                    casks:               casks,
                                     ignore_dependencies: ignore_dependencies,
                                     named_args:          named_args)
       return if Homebrew.failed?
@@ -96,18 +97,27 @@ module Homebrew
       end
     end
 
-    def handle_unsatisfied_dependents(kegs_by_rack, ignore_dependencies: false, named_args: [])
+    def handle_unsatisfied_dependents(kegs_by_rack, casks: [], ignore_dependencies: false, named_args: [])
       return if ignore_dependencies
 
       all_kegs = kegs_by_rack.values.flatten(1)
-      check_for_dependents(all_kegs, named_args: named_args)
+      check_for_dependents(all_kegs, casks: casks, named_args: named_args)
     rescue MethodDeprecatedError
       # Silently ignore deprecations when uninstalling.
       nil
     end
 
-    def check_for_dependents(kegs, named_args: [])
-      return false unless result = Keg.find_some_installed_dependents(kegs)
+    def check_for_dependents(kegs, casks: [], named_args: [])
+      result_kegs = Keg.find_some_installed_dependents(kegs)
+      result_casks = Keg.find_cask_dependents(kegs, casks)
+
+      return false if result_kegs.blank? && result_casks.blank?
+
+      result = if result_kegs.present? && result_casks.present?
+        [(result_kegs[0] + result_casks[0]).uniq, result_kegs[1] + result_casks[1]]
+      else
+        result_kegs || result_casks
+      end
 
       if Homebrew::EnvConfig.developer?
         DeveloperDependentsMessage.new(*result, named_args: named_args).output