Problem:You need to open an .exe file but you have a Mac®.
Solution:You can easily open an .exe from your Mac by using Parallels Desktop® for Mac.
Wine is an open source program for running Windows software on non-Windows operating systems. While it’s most often used on Linux, Wine can run Windows software directly on a Mac, too–without requiring a Windows license or needing Windows running in the background. You need a suitable software like Wii to open an ELF file. Without proper software you will receive a Windows message 'How do you want to open this file?' (Windows 10) or 'Windows cannot open this file' (Windows 7) or a similar Mac/iPhone/Android alert. If you cannot open your ELF file correctly, try to right-click or long-press the file. Then click 'Open with' and choose an application. Jan 15, 2016 Windows runs great on a Mac, but if you only need to run a few specific Windows application on your Mac, then you might be able to do just that without needing to go to the expense or hassle of.
I frequently get questions like this from Mac users:
My friend asked me to download a file named Paint-tool-sai.exe, but I can’t open it on my Mac. How can I open this file?
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From a person who only uses Mac computers and iPads, this is a very reasonable question.
The quick, short answer is, “By itself, the Mac can’t open this file.”
The longer, more positive answer requires a little background.
File Extensions
Both PC and Mac computers use three- or four-letter extensions on file names—the portion of the name after the period—to determine which application can open a file.
You may have noticed that files with extensions “.jpg” or “.jpeg” are opened by the Preview app on the Mac. Those files are images or photos.
Similarly, you may have noticed that files with extensions “.docx” or “.doc” are opened on the Mac by Microsoft Word or TextEdit. Those files are word processing documents.
What you may not have noticed is that Mac applications themselves have an “.app” extension. (See figure 1.)
Figure 1_Applications on the Mac have the file name extension “.app”
When you double click on a file with the “.app” extension on a Mac, the macOS® launches that application. In other words, opening a file with an “.app” extension is really launching that application; the macOS itself opens that file.
With this background, it is understandable that the Mac by itself can’t open an “.exe” file because the .exe extension means that the file is a Windows application. The Windows operating system is needed to open an “.exe” file.
Enter Parallels Desktop
When you have Parallels Desktop and a Windows virtual machine (VM) on your Mac, everything just works when you double click on an “.exe” file. It feels a little bit like magic.
Underneath, here is how the magic works: Parallels Desktop tells the Mac that it can open “.exe” files. So when you double click on that “.exe” file, the macOS® launches Parallels Desktop. This is just like when you double click on a “.jpg” file and the macOS launches Preview, or when you double click on a “.docx” file and the macOS launches Microsoft Word.
When Parallels Desktop is launched because you clicked on an “.exe” file, Parallels Desktop boots your Windows VM and tells Windows that you want this “.exe” file opened. Windows then launches the application for that “.exe” file.
While the quick, short answer to the question at the beginning of this blog post still is, “By itself, the Mac can’t open this file”…
The longer, more positive answer is, “This is a Windows file, so you need Windows to open it. The easiest way to get Windows on your Mac is to get Parallels Desktop and a Windows VM.”
Oh yeah, and if you have Boot Camp® on your Mac, you still won’t be able to double click on that “.exe” file and have it open. The short answer to “Why not?” is because the macOS and Boot Camp can’t talk to each other. The long answer will be the subject of a future blog post.
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The Mac has plenty of games, but it'll always get the short end of the stick compared to Windows. If you want to play the latest games on your Mac, you have no choice but to install Windows ... or do you?
There are a few ways you can play Windows games on your Mac without having to dedicate a partition to Boot Camp or giving away vast amounts of hard drive space to a virtual machine app like VMWare Fusion or Parallels Desktop. Here are a few other options for playing Windows games on your Mac without the hassle or expense of having to install Windows.
GeForce Now
PC gaming on Mac? Yes you can, thanks to Nvidia's GeForce Now. The service allows users to play PC games from Steam or Battle.net on macOS devices. Better still, the graphic power of these games resides on Nvidia's servers. The biggest drawback: the service remains in beta, and there's been no announcement when the first full release is coming or what a monthly subscription will cost.
For now, at least, the service is free to try and enjoy. All supported GeForce NOW titles work on Macs, and yes, there are plenty of them already available!
The Wine Project
The Mac isn't the only computer whose users have wanted to run software designed for Windows. More than 20 years ago, a project was started to enable Windows software to work on POSIX-compliant operating systems like Linux. It's called The Wine Project, and the effort continues to this day. OS X is POSIX-compliant, too (it's Unix underneath all of Apple's gleam, after all), so Wine will run on the Mac also.
Wine is a recursive acronym that stands for Wine Is Not an Emulator. It's been around the Unix world for a very long time, and because OS X is a Unix-based operating system, it works on the Mac too.
As the name suggests, Wine isn't an emulator. The easiest way to think about it is as a compatibility layer that translates Windows Application Programming Interface (API) calls into something that the Mac can understand. So when a game says 'draw a square on the screen,' the Mac does what it's told.
You can use straight-up Wine if you're technically minded. It isn't for the faint of heart, although there are instructions online, and some kind souls have set up tutorials, which you can find using Google. Wine doesn't work with all games, so your best bet is for you to start searching for which games you'd like to play and whether anyone has instructions to get it working on the Mac using Wine.
Can I Open Exe Files On A Mac
Note: At the time of this writing, The Wine Project does not support macOS 10.15 Catalina.
CrossOver Mac
CodeWeavers took some of the sting out of Wine by making a Wine-derived app called CrossOver Mac. CrossOver Mac is Wine with specialized Mac support. Like Wine, it's a Windows compatibility layer for the Mac that enables some games to run.
CodeWeavers has modified the source code to Wine, made some improvements to configuration to make it easier, and provided support for their product, so you shouldn't be out in the cold if you have trouble getting things to run.
My experience with CrossOver — like Wine — is somewhat hit or miss. Its list of actual supported games is pretty small. Many other unsupported games do, in fact work — the CrossOver community has many notes about what to do or how to get them to work, which are referenced by the installation program. Still, if you're more comfortable with an app that's supported by a company, CrossOver may be worth a try. What's more, a free trial is available for download, so you won't be on the hook to pay anything to give it a shot.
Boxer
If you're an old-school gamer and have a hankering to play DOS-based PC games on your Mac, you may have good luck with Boxer. Boxer is a straight-up emulator designed especially for the Mac, which makes it possible to run DOS games without having to do any configuring, installing extra software, or messing around in the Mac Terminal app.
With Boxer, you can drag and drop CD-ROMs (or disk images) from the DOS games you'd like to play. It also wraps them into self-contained 'game boxes' to make them easy to play in the future and gives you a clean interface to find the games you have installed.
Can You Open Exe On Mac Without Extra Software Windows 10
Boxer is built using DOSBox, a DOS emulation project that gets a lot of use over at GOG.com, a commercial game download service that houses hundreds of older PC games that work with the Mac. So if you've ever downloaded a GOG.com game that works using DOSBox, you'll have a basic idea of what to expect.
Some final thoughts
In the end, programs like the ones listed above aren't the most reliable way to play Windows games on your Mac, but they do give you an option.
Of course, another option is to run Windows on your Mac, via BootCamp or a virtual machine, which takes a little know-how and a lot of memory space on your Mac's hard drive.
How do you play your Windows games on Mac?
Let us know in the comment below!
Updated October 2019: Updated with the best options.
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