diff --git a/app/assets/javascripts/worktimes.js.coffee b/app/assets/javascripts/worktimes.js.coffee
index 57ca676e8..9d7c02bb9 100644
--- a/app/assets/javascripts/worktimes.js.coffee
+++ b/app/assets/javascripts/worktimes.js.coffee
@@ -29,6 +29,10 @@ app.worktimes = new class
     $('#multi').hide()
     e.preventDefault() if e
 
+  parseDate = (dateStr) ->
+    [d, m, y] = dateStr.split('.')
+    new Date "#{y}-#{m}-#{d}"
+
   init: ->
     @bind()
     @initWaypoint()
@@ -75,8 +79,12 @@ app.worktimes = new class
     else if $('#new_absencetime').length
       showRegularAbsence(null)
 
+    if $('#ordertime_repetitions').val()
+      @recalcMaxRepetitions()
+
     $('#multi_absence_link').click(showMultiAbsence)
     $('#regular_absence_link').click(showRegularAbsence)
+    $('#ordertime_work_date').change(@recalcMaxRepetitions)
 
   initWaypoint: ->
     if worktimesWaypoint
@@ -161,5 +169,22 @@ app.worktimes = new class
           setTimeout((-> entries.removeClass('highlight')), 400)
       )
 
+  # Calculates max amount of ordertime repetitions based on weekday
+  # Monday -> 5, Tuesday -> 4, ...
+  recalcMaxRepetitions: () ->
+    repField = $('#ordertime_repetitions')
+    dateStr = $('#ordertime_work_date').val()
+
+    weekDay = parseDate(dateStr).getDay()
+    max = switch weekDay
+      when 0, 6 then 1 # Sunday, Saturday
+      else 6 - weekDay # Weekdays
+
+    currentVal = Number(repField.val())
+    repField.attr('max', max)
+    # Repetitions must not be higher than new max value
+    repField.val(Math.min(currentVal, max))
+
+
 $(document).on 'turbolinks:load', ->
   app.worktimes.init()
diff --git a/app/controllers/ordertimes_controller.rb b/app/controllers/ordertimes_controller.rb
index 88cb5d0c2..7f267eff1 100644
--- a/app/controllers/ordertimes_controller.rb
+++ b/app/controllers/ordertimes_controller.rb
@@ -11,6 +11,31 @@ class OrdertimesController < WorktimesController
 
   after_destroy :send_email_notification
 
+  def create
+    repetitions = params[:ordertime][:repetitions].to_i.nonzero? || 1
+    if repetitions > 1
+      @multi_form = Forms::MultiOrdertime.new(params.require(:ordertime).permit(permitted_attrs + [:repetitions]))
+      @multi_form.employee = Employee.find_by(id: employee_id)
+
+      @multi_form.prepare_each.with_index do |ot_params, idx|
+        @_params = ot_params
+        # Otherwise only one entity will be created and afterward updated with each cycle
+        model_ivar_set(Ordertime.new)
+
+        is_last = idx == repetitions - 1
+        super do |format|
+          if is_last
+            flash[:notice] = "#{repetitions} Arbeitszeiten wurden erfasst"
+          else
+            format.html
+          end
+        end
+      end
+    else
+      super
+    end
+  end
+
   def update
     if entry.employee_id == @user.id && !entry.worktimes_committed?
       super
diff --git a/app/domain/forms/multi_ordertime.rb b/app/domain/forms/multi_ordertime.rb
new file mode 100644
index 000000000..48f5a8b57
--- /dev/null
+++ b/app/domain/forms/multi_ordertime.rb
@@ -0,0 +1,75 @@
+# frozen_string_literal: true
+
+#  Copyright (c) 2006-2025, Puzzle ITC GmbH. This file is part of
+#  PuzzleTime and licensed under the Affero General Public License version 3
+#  or later. See the COPYING file at the top-level directory or at
+#  https://github.com/puzzle/puzzletime.
+
+module Forms
+  class MultiOrdertime
+    include ActiveModel::Model
+    include ActiveModel::Attributes
+
+    attribute :account_id, :integer
+    attribute :ticket, :string
+    attribute :description, :string
+    attribute :internal_description, :string
+    attribute :work_date, :date
+    attribute :repetitions, :integer, default: 1
+    attribute :hours, :decimal
+    attribute :billable, :boolean
+    attribute :from_start_time, :string
+    attribute :to_end_time, :string
+
+    attr_accessor :employee
+
+    validates :work_date, presence: true
+    validates :repetitions,
+              presence: true,
+              numericality: {
+                only_integer: true,
+                greater_than_or_equal_to: 1,
+                less_than_or_equal_to: ->(form) { form.max_allowed_repetitions }
+              },
+              if: :work_date
+
+    def prepare_each
+      return enum_for(:prepare_each) unless block_given?
+
+      period.step do |date|
+        employment = employee.employment_at(date)
+        next unless employment
+
+        yield build_params(date)
+      end
+    end
+
+    def max_allowed_repetitions
+      return 1 unless work_date
+
+      case work_date.wday
+      when 0, 6 # Sunday, Saturday
+        1
+      else # Weekdays
+        6 - work_date.wday
+      end
+    end
+
+    private
+
+    def end_date
+      work_date + repetitions - 1
+    end
+
+    def period
+      Period.new(work_date, end_date)
+    end
+
+    def build_params(date)
+      p = attributes.except('repetitions')
+      p['work_date'] = date
+
+      ActionController::Parameters.new(ordertime: p)
+    end
+  end
+end
diff --git a/app/views/ordertimes/_form.html.haml b/app/views/ordertimes/_form.html.haml
index ce3ffe304..ac04c361d 100644
--- a/app/views/ordertimes/_form.html.haml
+++ b/app/views/ordertimes/_form.html.haml
@@ -40,10 +40,16 @@
   = f.labeled_input_field(:ticket, span: 2)
   = f.labeled_text_area(:description)
   = f.labeled_text_area(:internal_description, html_options = {title: "Wird innerhalb von PuzzleTime und im CSV-Export angezeigt, ist im Zeitrapport jedoch nicht enthalten", data: {toggle: :tooltip}, rows: 2},)
-  = f.labeled_date_field(:work_date,
+  .form-group
+    = f.label(:work_date, class: 'col-md-2 control-label')
+    .col-md-2
+      = f.date_field(:work_date,
                          data: { remote: true,
                                  url: url_for(action: 'existing'),
                                  dynamic_params: 'ordertime[employee_id]' })
+    = f.label(:repetitions, 'Wiederholungen an Folgetagen', class: 'col-md-2 control-label')
+    .col-md-1
+      = f.number_field(:repetitions, html_options = {title: "Erstellt Kopien für aufeinanderfolgende Tage ab dem gewähltem Datum", data: {toggle: :tooltip}, value: 1, min: 1, max: 5, step: 1})
   .form-group
     = f.label(:hours, class: 'col-md-2 control-label')
     .col-md-1
diff --git a/test/controllers/ordertimes_controller_test.rb b/test/controllers/ordertimes_controller_test.rb
index bfd1cb20b..9233a6dbf 100644
--- a/test/controllers/ordertimes_controller_test.rb
+++ b/test/controllers/ordertimes_controller_test.rb
@@ -233,6 +233,34 @@ def test_create_with_zero_percent_employment
     assert_match(/unbezahlter Urlaub/, flash[:warning])
   end
 
+  def test_create_repeated_ordertimes
+    reps = 3
+    work_date = Date.parse('2026-01-05')
+    login_as :long_time_john
+
+    assert_difference 'Ordertime.count', reps, "Es sollten genau #{reps} Einträge erstellt werden" do
+      post :create, params: {
+        ordertime: {
+          account_id: work_items(:allgemein),
+          work_date: work_date,
+          hours: '5:30',
+          employee: employees(:long_time_john),
+          repetitions: reps,
+          description: 'Repeated worktime'
+        }
+      }
+    end
+
+    assert_response :redirect
+    assert_redirected_to ordertimes_path(week_date: work_date + reps - 1)
+    assert_equal "#{reps} Arbeitszeiten wurden erfasst", flash[:notice]
+
+    created_dates = Ordertime.last(reps).map(&:work_date)
+    expected_dates = (0..reps - 1).map { |i| work_date + i }
+
+    assert_equal expected_dates, created_dates
+  end
+
   def test_create_other
     work_items(:allgemein).update(closed: false)
     post :create, params: {
diff --git a/test/domain/forms/multi_ordertime_test.rb b/test/domain/forms/multi_ordertime_test.rb
new file mode 100644
index 000000000..59322030a
--- /dev/null
+++ b/test/domain/forms/multi_ordertime_test.rb
@@ -0,0 +1,45 @@
+# frozen_string_literal: true
+
+require 'test_helper'
+
+module Forms
+  class MultiOrdertimeTest < ActiveSupport::TestCase
+    test 'max_allowed_repetitions logic' do
+      # 05.01.2025 (Monday) -> 5
+      form_mo = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-05'))
+
+      assert_equal 5, form_mo.send(:max_allowed_repetitions)
+
+      # 08.01.2025 (Thursday) -> 2
+      form_th = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-08'))
+
+      assert_equal 2, form_th.send(:max_allowed_repetitions)
+
+      # 09.01.2025 (Friday) -> 1
+      form_fr = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-09'))
+
+      assert_equal 1, form_fr.send(:max_allowed_repetitions)
+
+      # 10.01.2025 (Saturday) -> 1
+      form_sa = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-10'))
+
+      assert_equal 1, form_sa.send(:max_allowed_repetitions)
+
+      # 11.01.2025 (Sunday) -> 1
+      form_su = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-11'))
+
+      assert_equal 1, form_su.send(:max_allowed_repetitions)
+    end
+
+    test 'validation of repetitions' do
+      form = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-07'), repetitions: 4)
+
+      assert_not_predicate form, :valid?
+      assert_includes form.errors[:repetitions], 'muss kleiner oder gleich 3 sein'
+
+      form = Forms::MultiOrdertime.new(work_date: Date.parse('2026-01-07'), repetitions: 3)
+
+      assert_predicate form, :valid?
+    end
+  end
+end
diff --git a/test/integration/create_ordertime_test.rb b/test/integration/create_ordertime_test.rb
index 2419614a1..40d2c2952 100644
--- a/test/integration/create_ordertime_test.rb
+++ b/test/integration/create_ordertime_test.rb
@@ -103,6 +103,15 @@ class CreateOrdertimeTest < ActionDispatch::IntegrationTest
     assert_equal progressbar_color, expected_color(percentage)
   end
 
+  test 'creating repeated worktimes from a Wednesday on only allows 3 repetitions' do
+    timeout_safe do
+      fill_in('ordertime_work_date', with: '07.01.2026') # A Wednesday
+      input = find('input[name*="repetitions"]')
+
+      assert_equal '3', input[:max]
+    end
+  end
+
   def login
     login_as(:pascal)
     visit(new_ordertime_path)