diff --git a/app/services/bulk_invoice_service.rb b/app/services/bulk_invoice_service.rb
index 18921bd413..ab69df03ca 100644
--- a/app/services/bulk_invoice_service.rb
+++ b/app/services/bulk_invoice_service.rb
@@ -7,9 +7,8 @@ class BulkInvoiceService
 
   def start_pdf_job(order_ids)
     pdf = CombinePDF.new
-    orders = Spree::Order.where(id: order_ids)
 
-    orders.each do |order|
+    orders_from(order_ids).each do |order|
       invoice = renderer.render_to_string(order)
 
       pdf << CombinePDF.parse(invoice)
@@ -29,6 +28,10 @@ class BulkInvoiceService
 
   private
 
+  def orders_from(order_ids)
+    Spree::Order.where(id: order_ids).order("completed_at DESC")
+  end
+
   def new_invoice_id
     Time.zone.now.to_i.to_s
   end
diff --git a/spec/services/bulk_invoice_service_spec.rb b/spec/services/bulk_invoice_service_spec.rb
index 4056a1b88f..687e680bcc 100644
--- a/spec/services/bulk_invoice_service_spec.rb
+++ b/spec/services/bulk_invoice_service_spec.rb
@@ -47,4 +47,25 @@ describe BulkInvoiceService do
       expect(filepath).to eq 'tmp/invoices/1234567.pdf'
     end
   end
+
+  describe "#orders_from" do
+    let(:renderer) { InvoiceRenderer.new }
+
+    before do
+      allow(InvoiceRenderer).to receive(:new).and_return(renderer)
+    end
+
+    it "orders with completed desc" do
+      order_old = create(:order_with_distributor, :completed, completed_at: 2.minutes.ago)
+      order_oldest = create(:order_with_distributor, :completed, completed_at: 4.minutes.ago)
+      order_older = create(:order_with_distributor, :completed, completed_at: 3.minutes.ago)
+
+      expect(renderer).to receive(:render_to_string).with(order_old).ordered.and_return("")
+      expect(renderer).to receive(:render_to_string).with(order_older).ordered.and_return("")
+      expect(renderer).to receive(:render_to_string).with(order_oldest).ordered.and_return("")
+
+      order_ids = [order_oldest, order_old, order_older].map(&:id)
+      service.start_pdf_job_without_delay(order_ids)
+    end
+  end
 end