diff --git a/src/app.rs b/src/app.rs
index ea8373a..f2fc705 100644
--- a/src/app.rs
+++ b/src/app.rs
@@ -145,6 +145,7 @@ pub enum Message {
     NotifyEvent(notify::Event),
     NotifyWatcher(WatcherWrapper),
     OpenTerminal(Option<Entity>),
+    OpenWith(PathBuf, mime_app::MimeApp),
     Paste(Option<Entity>),
     PendingComplete(u64),
     PendingError(u64, String),
@@ -896,9 +897,9 @@ impl Application for App {
                                 Ok(()) => {}
                                 Err(err) => {
                                     log::warn!(
-                                        "failed to launch terminal {:?} in {:?}: {}",
-                                        terminal.id,
+                                        "failed to open {:?} with terminal {:?}: {}",
                                         path,
+                                        terminal.id,
                                         err
                                     )
                                 }
@@ -909,6 +910,21 @@ impl Application for App {
                     }
                 }
             }
+            Message::OpenWith(path, app) => {
+                if let Some(mut command) = app.command(Some(path.clone())) {
+                    match spawn_detached(&mut command) {
+                        Ok(()) => {}
+                        Err(err) => {
+                            log::warn!("failed to open {:?} with {:?}: {}", path, app.id, err)
+                        }
+                    }
+                } else {
+                    log::warn!("failed to get command for {:?}", app.id);
+                }
+
+                // Close Open With context view
+                self.core.window.show_context = false;
+            }
             Message::Paste(_entity_opt) => {
                 log::warn!("TODO: PASTE");
             }
diff --git a/src/tab.rs b/src/tab.rs
index 1f6e30a..e74e89b 100644
--- a/src/tab.rs
+++ b/src/tab.rs
@@ -32,7 +32,7 @@ use std::{
 };
 
 use crate::{
-    app::Action,
+    app::{self, Action},
     config::{IconSizes, TabConfig},
     dialog::DialogKind,
     fl,
@@ -485,7 +485,7 @@ pub struct Item {
 }
 
 impl Item {
-    pub fn open_with_view(&self, sizes: IconSizes) -> Element<crate::app::Message> {
+    pub fn open_with_view(&self, sizes: IconSizes) -> Element<app::Message> {
         let cosmic_theme::Spacing {
             space_xs,
             space_xxxs,
@@ -505,6 +505,8 @@ impl Item {
                     ])
                     .spacing(space_xs),
                 )
+                //TODO: do not clone so much?
+                .on_press(app::Message::OpenWith(self.path.clone(), app.clone()))
                 .padding(space_xs)
                 .width(Length::Fill),
             );
@@ -513,7 +515,7 @@ impl Item {
         column.into()
     }
 
-    pub fn property_view(&self, sizes: IconSizes) -> Element<crate::app::Message> {
+    pub fn property_view(&self, sizes: IconSizes) -> Element<app::Message> {
         let cosmic_theme::Spacing { space_xxxs, .. } = theme::active().cosmic().spacing;
 
         let mut column = widget::column().spacing(space_xxxs);