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  • How to Run Windows Programs on Mac

    Windows programs which don’t have a dedicated version for Mac OS X cannot be ran on Mac directly, but they can be ran with the help of a special tool. There are two basic ways to run Windows programs on a Mac. One is emulation, and another is virtualization.


    Emulation refers to simulating the basic portions of the Windows environment necessary to run some Windows programs on a non-Windows system. The most well known emulator is WINE, which is a humorous acronym for “WINE Is Not an Emulator”. While it is possible to build WINE on Mac an official pre-built binary package is not available, and building it yourself is probably exceedingly difficult. That’s where third party WINE distributions come in.

    There is a full list of those available on this wiki page. Likely the best among them is PlayOnMac which comes as a standard Mac app and features an easy to use interface with which you can browse and install compatible Windows applications.

    PlayOnMac Install Programs

    To install a Windows program using PlayOnMac just click on the Install button in the toolbar, navigate through the lists of available programs, select one, and click install. Then just follow prompts on the screen. If the program installs successfully it will be listed in the main PlayOnMac window where you can select it and click “Run” on the toolbar to launch it.

    7-Zip windows program with PlayOnMac

    Another way to try running Windows programs with PlayOnMac is to simply download a Windows executable and try running it. PlayOnMac will be automatically associated with all Windows .exe files, and will try to help you install the program. This is a way to try out installing those Windows programs which aren’t on PlayOnMac’s install list. It just might work.

    As an alternative solution there is a pay-for Crossover package which offers a potentially more polished experience. You can try it out and see if your program can run through it, and if you are satisfied you can choose to buy it.

    The shortcoming of this method is a limited selection of available programs, and potential quirks in running some of them because they are not running in their native environment. The WINE process can also take quite a bit of CPU time.

    The advantage, however, is that it is relatively fast to get going with it so it may be worth trying out to see if the program you want to run is supported before trying a more involved method.


    Virtualization refers to running an entire operating system in a virtual machine. The virtual machine is a software simulation of a real machine. It is then possible to simulate a Windows PC on a Mac, and run Windows programs in it.

    The downside to this approach is somewhat greater usage of memory and CPU resources because you are not only simulating a virtual computer, but also running two operating systems at the same time. The virtual computer also may not be able to fully utilize your real hardware capabilities, such as graphics acceleration. That said, if you have at least 4GB of memory and a recent dual core processor in your Mac you’ll probably be fine. You will also need to have a Windows install DVD.

    The advantage of virtualization as a method of running Windows programs is that they have a full blown Windows environment to work with so the program should function just as it does on a real Windows PC without any loss of functionality. It is also a way to run virtually any Windows program on Mac since you are running a complete Windows system within your Mac system.

    There are multiple pieces of software you can use to virtualize the Windows system and programs. VirtualBox is a Free and Open Source virtual machine manager, which is what we will be covering here. If you would like more features you can also opt to buy VMWare Fusion or Parallels Desktop. The general principles of functioning should apply to all of them.

    Running Windows programs in VirtualBox

    The first thing to do is download the right VirtualBox package for Mac. Go to the VirtualBox download page and click on the “x86/amd64” link next to the VirtualBox version for OS X hosts. Once you open the downloaded DMG archive launch the VirtualBox.mpkg installer to start the installation.

    Once you install and launch VirtualBox you will see a VirtualBox Manager dialog that allows you to add a new virtual machine. To start the process click on the “New” button in the toolbar and follow the prompts on the screen.

    1. Select Windows version

    You will first need to provide a name for your new virtual machine. It can be anything you want, but something clear like “Windows” should do. You’ll also leave “Microsoft Windows” selected as an Operating System, but choose the version which you wish to run. If you have a Windows XP CD, for example, then make sure “Windows XP” is selected. If you have Windows 7 select Windows 7.

    Virtualbox - Select OS

    2. Allocate some memory to the virtual machine

    The next step is to allocate some of your system memory to the virtual machine. The default and recommended amount for Windows XP is 192 MB, and for Windows 7 it is 512 MB. How much memory you will ultimately need depends on the Windows programs you want to run. If they are heavier and more memory hungry they will consume more memory.

    Virtualbox - Allocate memory

    A limiting factor will be the overall amount of memory you have on your machine. If you have 4GB then allocating 1GB is probably safe. If you’re unsure just stick to the defaults.

    3. Create a virtual hard disk

    Now we need to create a virtual hard disk to install Windows on. Just leave “Create new hard disk” selected and click continue. VirtualBox will recommended a start-up disk size depending on the Windows version you’ve selected. For Windows 7 it recommends 20GB.

    Virtualbox - Create Virtual Disk

    When you click continue it will offer a few options for the format of the virtual hard disk. If unsure simply leave it at the default selection (VDI).

    Select virtual disk format

    On the next screen you can select if you want the virtual hard disk size to be dynamically allocated or of fixed size. With dynamic allocation your virtual hard disk will only take as much space on your real hard disk as it needs, which is the safest option if you’re hard pressed for free disk space. If you have plenty of space to spare fixed size may provide a better option as it may make your virtual machine perform somewhat faster.

    Select virtual disk allocation type

    Finally, the next screen allows you to select the location of your virtual disk, which can be anywhere on your hard drive or on your external hard drive. This is where you can also select the virtual disk size. This matters most if you previously chose fixed size. If you previously selected dynamic allocation just leave it as is.

    Select virtual disk size

    Once you click continue, review your virtual disk settings and click “Create”. Then review your overall virtual machine settings and click “Create” again to create the machine. The new virtual machine will be added to your VirtualBox manager where you can see all information about it, edit its settings, and start it up.

    Virtualbox Create

    4. Install Windows

    Simply click on the “Start” button in the toolbar to turn on your new virtual machine. This will display a new wizard that allows you to select where to boot the machine from. Your options are the internal DVD drive, which is selected by default, or an existing disk image. Since you probably don’t have a virtual Windows install disk you can keep the DVD drive selected as is.

    Then you should insert a Windows install DVD to your DVD drive and click continue. The virtual machine will then try booting from the disk and initiate a Windows install process. You should be safe following the instructions on the screen as it will already have the previously created virtual disk drive detected, and will install Windows to it. Nothing you do here would delete any data on your actual hard drive.

    5. Boot up and run your program

    After Windows installation completes you can boot up the virtual machine and use it as you would a normal computer. The virtual machine should support an internet connection and the DVD drive so you can install any Windows program you wish to run in it.

    You can also set up a shared folder on your Mac, which will appear as a separate drive in your virtual Windows installation. To set it up go to the Devices menu while in the virtual machine, click Shared Folders, and then click the small add (+) icon to add a new shared folder. You can also set to make it permanent, making it persist when you boot the machine next time, or transient to make it temporary. Of course, this folder has to exist on your Mac, and otherwise you need to create it before making it a shared folder.

    You can also access the Shared Devices set up by selecting the virtual machine in the Virtualbox manager, clicking on the “Settings” button in the toolbar, and then the “Shared Devices” tab.

    After adding the shared folder reboot Windows in your VM to have it detected. Now you can drop files in this folder when you want to make them visible on a virtual disk drive within your virtual Windows machine.

    Virtualbox shared devices

    It is also possible to run the virtual machine in full-screen mode selecting it from the View menu or pressing Command-F. You could put it in its own Space, and make it full-screen on that Space to make it easy to switch between your normal Mac system and your virtual Windows system.

    Another great feature is the seamless mode which allows you to see your virtual Windows dialogs, menus and windows alongside your Mac user interface for a more natural workflow, albeit only within a single Space. You can enable seamless mode from the View menu or by pressing Command-S. When in seamless mode it is recommended to move your dock to the right edge of the screen so it doesn’t interfere with the bottom Windows panel and the Start menu, as shown on the screenshot below.

    Windows in Virtualbox Seamless Mode

    A Windows only Paint.NET application running on Mac in VirtualBox seamless mode

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    One comment
    1. Alex Burda

      26 February, 2014 at 9:02 am

      I have a question about PlayOnMac. Is it safe regarding viruses? It enables them to affect OS X?

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