diff --git a/packages/@uppy/aws-s3/src/index.js b/packages/@uppy/aws-s3/src/index.js
index 8d48a35c40..f4201429a8 100644
--- a/packages/@uppy/aws-s3/src/index.js
+++ b/packages/@uppy/aws-s3/src/index.js
@@ -276,7 +276,7 @@ export default class AwsS3 extends UploaderPlugin {
       metadata: Object.fromEntries(allowedMetaFields.map(name => [name, file.meta[name]])),
       httpMethod: opts.method,
       useFormData: opts.formData,
-      headers: opts.headers,
+      headers: typeof opts.headers === 'function' ? opts.headers(file) : opts.headers,
     })
     return res.token
   }
diff --git a/packages/@uppy/tus/src/index.js b/packages/@uppy/tus/src/index.js
index 39022f3d82..368e935a59 100644
--- a/packages/@uppy/tus/src/index.js
+++ b/packages/@uppy/tus/src/index.js
@@ -447,7 +447,7 @@ export default class Tus extends UploaderPlugin {
       uploadUrl: opts.uploadUrl,
       protocol: 'tus',
       size: file.data.size,
-      headers: opts.headers,
+      headers: (typeof opts.headers === 'function') ? opts.headers(file) : opts.headers,
       metadata: file.meta,
     }, options)
     return res.token
diff --git a/packages/@uppy/xhr-upload/src/index.js b/packages/@uppy/xhr-upload/src/index.js
index a8a331ff78..bca07c5caa 100644
--- a/packages/@uppy/xhr-upload/src/index.js
+++ b/packages/@uppy/xhr-upload/src/index.js
@@ -366,7 +366,7 @@ export default class XHRUpload extends UploaderPlugin {
       metadata: Object.fromEntries(allowedMetaFields.map(name => [name, file.meta[name]])),
       httpMethod: opts.method,
       useFormData: opts.formData,
-      headers: opts.headers,
+      headers: typeof opts.headers === 'function' ? opts.headers(file) : opts.headers,
     }, options)
     return res.token
   }