using System;

using System.Collections.Generic;

using System.Linq;

public class Program

{

    public static void Main()

    {

        var list = new List<Test>()

        {

            new Test(1, new DateTime(2020, 9, 1), new DateTime(2020, 9, 10)),

            new Test(2, new DateTime(2020, 9, 1), new DateTime(2020, 9, 9)),

            new Test(3, new DateTime(2020, 9, 9), new DateTime(2020, 9, 10)),

            new Test(4, new DateTime(2020, 9, 8), new DateTime(2020, 9, 3)),

            new Test(5, new DateTime(2020, 9, 8), new DateTime(2020, 9, 2))

        };

        list = list.OrderByDescending(i => i.Id).ToList();

        //list = list.OrderBy(t => t.Von).ThenBy((t => t.Bis)).ToList();

        foreach(var i in list)

        {

            Console.WriteLine(string.Format("id: {0} von: {1:dd.MM.yyyy} bis: {2:dd.MM.yyyy}", i.Id, i.Von, i.Bis));

        }

    }

}

​

class Test

{

    public int Id { get; set; }

    public DateTime Von { get; set; }

    public DateTime Bis { get; set; }

​

    public Test(int id, DateTime von, DateTime bis)

    {

        Id = id;

        Von = von;

        Bis = bis;

    }

}