Psiphon Browser – It is best at hiding your IP address and comes with features like multi-screening and server exchanging.

Whonix – Uses Whonix-Workstation, which works on a private framework to provide users security and anonymity.

JonDo Live-CD – It comes with some pre-installed programs like Tor browser, Pidgin, and Thunderbird and works best on Linux.

Tox – It is like an instant messaging app that uses open-source libraries to encrypt everything you do.

IprediaOS Encrypted Browser – A Linux-based operating system that uses programmed encryption services and safeguards users from attackers and trackers.

Comodo IceDragon – It offers you excellent security and privacy boosting features like a site inspection feature and a built-in ad blocker and VPN.

Disconnect Browser – It prevents internet tracking by hunting all those companies and websites that track down netizens.

Yandex Browser – It is an open-source Chromium project with impressive security boosting extensions such as an ad block, site reputation indicator, and flash blocker.

PeerBlock – A helpful tool for downloading torrents.

It has a blocking social and ad trackers feature that prevents trackers from recording users’ activities.

Firefox Focus – It is available on all popular platforms, including Android and iOS.

Epic Privacy Browser – It prevents IP leaks, blocks fingerprints, and increases connection speed while browsing the web.

VPN– The best tool for anonymous browsing that hides the actual IP address and encrypts the data via an encrypted tunnel.

Really the easiest thing to do would be just to install linux to the USB - Ubuntu Mate is quite straightforward and lightweight - and then you can run tor in that OS.Start Free Trial With NordVPN Tor Alternatives – Better Privacy

You might experiment to see if any of them will work. I did a quick search and came across Chocolatey. There may be other package managers for Windows that might do the job. I'm not 100% clear on what Cygwin needs to do to integrate itself with Windows, and how dependent that is on the Windows version, but it might work. You are also getting access to a package manager, which Windows is lacking and which will allow you to install tor and then help you keep it up-to-date. What Cygwin does is to create an overlay that allows linux to talk to Windows. First, you might install Cygwin, putting the root directory on your USB. Since it's Windows (you might have made that clearer in your question), there are two approaches I'd try.

If you were using Linux or OSX, I would try using the Homebrew package manager, with its root on your USB.

Tor browser portable 2019