diff --git a/app/src/main/java/com/cappielloantonio/tempo/repository/PlaylistRepository.java b/app/src/main/java/com/cappielloantonio/tempo/repository/PlaylistRepository.java
index 7884159f..f87cd577 100644
--- a/app/src/main/java/com/cappielloantonio/tempo/repository/PlaylistRepository.java
+++ b/app/src/main/java/com/cappielloantonio/tempo/repository/PlaylistRepository.java
@@ -81,20 +81,24 @@ public class PlaylistRepository {
     }
 
     public void addSongToPlaylist(String playlistId, ArrayList<String> songsId) {
-        App.getSubsonicClientInstance(false)
-                .getPlaylistClient()
-                .updatePlaylist(playlistId, null, true, songsId, null)
-                .enqueue(new Callback<ApiResponse>() {
-                    @Override
-                    public void onResponse(@NonNull Call<ApiResponse> call, @NonNull Response<ApiResponse> response) {
-                        Toast.makeText(App.getContext(), App.getContext().getString(R.string.playlist_chooser_dialog_toast_add_success), Toast.LENGTH_SHORT).show();
-                    }
+        if (songsId.isEmpty()) {
+            Toast.makeText(App.getContext(), App.getContext().getString(R.string.playlist_chooser_dialog_toast_all_skipped), Toast.LENGTH_SHORT).show();
+        } else{
+            App.getSubsonicClientInstance(false)
+                    .getPlaylistClient()
+                    .updatePlaylist(playlistId, null, true, songsId, null)
+                    .enqueue(new Callback<ApiResponse>() {
+                        @Override
+                        public void onResponse(@NonNull Call<ApiResponse> call, @NonNull Response<ApiResponse> response) {
+                            Toast.makeText(App.getContext(), App.getContext().getString(R.string.playlist_chooser_dialog_toast_add_success), Toast.LENGTH_SHORT).show();
+                        }
 
-                    @Override
-                    public void onFailure(@NonNull Call<ApiResponse> call, @NonNull Throwable t) {
-                        Toast.makeText(App.getContext(), App.getContext().getString(R.string.playlist_chooser_dialog_toast_add_failure), Toast.LENGTH_SHORT).show();
-                    }
-                });
+                        @Override
+                        public void onFailure(@NonNull Call<ApiResponse> call, @NonNull Throwable t) {
+                            Toast.makeText(App.getContext(), App.getContext().getString(R.string.playlist_chooser_dialog_toast_add_failure), Toast.LENGTH_SHORT).show();
+                        }
+                    });
+        }
     }
 
     public void createPlaylist(String playlistId, String name, ArrayList<String> songsId) {
@@ -131,23 +135,6 @@ public class PlaylistRepository {
                 });
     }
 
-    public void updatePlaylist(String playlistId, String name, boolean isPublic, ArrayList<String> songIdToAdd, ArrayList<Integer> songIndexToRemove) {
-        App.getSubsonicClientInstance(false)
-                .getPlaylistClient()
-                .updatePlaylist(playlistId, name, isPublic, songIdToAdd, songIndexToRemove)
-                .enqueue(new Callback<ApiResponse>() {
-                    @Override
-                    public void onResponse(@NonNull Call<ApiResponse> call, @NonNull Response<ApiResponse> response) {
-
-                    }
-
-                    @Override
-                    public void onFailure(@NonNull Call<ApiResponse> call, @NonNull Throwable t) {
-
-                    }
-                });
-    }
-
     public void deletePlaylist(String playlistId) {
         App.getSubsonicClientInstance(false)
                 .getPlaylistClient()
diff --git a/app/src/main/java/com/cappielloantonio/tempo/ui/dialog/PlaylistChooserDialog.java b/app/src/main/java/com/cappielloantonio/tempo/ui/dialog/PlaylistChooserDialog.java
index 360a5ec5..a6842512 100644
--- a/app/src/main/java/com/cappielloantonio/tempo/ui/dialog/PlaylistChooserDialog.java
+++ b/app/src/main/java/com/cappielloantonio/tempo/ui/dialog/PlaylistChooserDialog.java
@@ -27,6 +27,7 @@ public class PlaylistChooserDialog extends DialogFragment implements ClickCallba
 
     private PlaylistDialogHorizontalAdapter playlistDialogHorizontalAdapter;
 
+
     @NonNull
     @Override
     public Dialog onCreateDialog(Bundle savedInstanceState) {
@@ -100,8 +101,7 @@ public class PlaylistChooserDialog extends DialogFragment implements ClickCallba
     public void onPlaylistClick(Bundle bundle) {
         if (playlistChooserViewModel.getSongsToAdd() != null && !playlistChooserViewModel.getSongsToAdd().isEmpty()) {
             Playlist playlist = bundle.getParcelable(Constants.PLAYLIST_OBJECT);
-            playlistChooserViewModel.addSongsToPlaylist(playlist.getId());
-            dismiss();
+            playlistChooserViewModel.addSongsToPlaylist(this, getDialog(), playlist.getId());
         } else {
             Toast.makeText(requireContext(), R.string.playlist_chooser_dialog_toast_add_failure, Toast.LENGTH_SHORT).show();
         }
diff --git a/app/src/main/java/com/cappielloantonio/tempo/util/Preferences.kt b/app/src/main/java/com/cappielloantonio/tempo/util/Preferences.kt
index f36c363b..7abb917f 100644
--- a/app/src/main/java/com/cappielloantonio/tempo/util/Preferences.kt
+++ b/app/src/main/java/com/cappielloantonio/tempo/util/Preferences.kt
@@ -72,6 +72,8 @@ object Preferences {
     private const val NEXT_UPDATE_CHECK = "next_update_check"
     private const val CONTINUOUS_PLAY = "continuous_play"
     private const val LAST_INSTANT_MIX = "last_instant_mix"
+    private const val ALLOW_PLAYLIST_DUPLICATES = "allow_playlist_duplicates"
+
     private const val EQUALIZER_ENABLED = "equalizer_enabled"
     private const val EQUALIZER_BAND_LEVELS = "equalizer_band_levels"
     private const val MINI_SHUFFLE_BUTTON_VISIBILITY = "mini_shuffle_button_visibility"
@@ -599,6 +601,16 @@ object Preferences {
     }
 
     @JvmStatic
+    fun setAllowPlaylistDuplicates(allowDuplicates: Boolean) {
+        return App.getInstance().preferences.edit().putString(
+            ALLOW_PLAYLIST_DUPLICATES,
+            allowDuplicates.toString()
+        ).apply()
+    }
+
+    @JvmStatic
+    fun allowPlaylistDuplicates(): Boolean {
+        return App.getInstance().preferences.getBoolean(ALLOW_PLAYLIST_DUPLICATES, false)
     fun setEqualizerEnabled(enabled: Boolean) {
         App.getInstance().preferences.edit().putBoolean(EQUALIZER_ENABLED, enabled).apply()
     }
diff --git a/app/src/main/java/com/cappielloantonio/tempo/viewmodel/PlaylistChooserViewModel.java b/app/src/main/java/com/cappielloantonio/tempo/viewmodel/PlaylistChooserViewModel.java
index 2ec6c21f..ca7af150 100644
--- a/app/src/main/java/com/cappielloantonio/tempo/viewmodel/PlaylistChooserViewModel.java
+++ b/app/src/main/java/com/cappielloantonio/tempo/viewmodel/PlaylistChooserViewModel.java
@@ -1,6 +1,8 @@
 package com.cappielloantonio.tempo.viewmodel;
 
 import android.app.Application;
+import android.app.Dialog;
+import android.content.SharedPreferences;
 
 import androidx.annotation.NonNull;
 import androidx.lifecycle.AndroidViewModel;
@@ -11,10 +13,10 @@ import androidx.lifecycle.MutableLiveData;
 import com.cappielloantonio.tempo.repository.PlaylistRepository;
 import com.cappielloantonio.tempo.subsonic.models.Child;
 import com.cappielloantonio.tempo.subsonic.models.Playlist;
+import com.cappielloantonio.tempo.util.Preferences;
 import com.google.common.collect.Lists;
 
 import java.util.ArrayList;
-import java.util.Collections;
 import java.util.List;
 
 public class PlaylistChooserViewModel extends AndroidViewModel {
@@ -34,8 +36,21 @@ public class PlaylistChooserViewModel extends AndroidViewModel {
         return playlists;
     }
 
-    public void addSongsToPlaylist(String playlistId) {
-        playlistRepository.addSongToPlaylist(playlistId, new ArrayList<>(Lists.transform(toAdd, Child::getId)));
+    public void addSongsToPlaylist(LifecycleOwner owner, Dialog dialog, String playlistId) {
+        List<String> songIds = Lists.transform(toAdd, Child::getId);
+        if (Preferences.allowPlaylistDuplicates()) {
+            playlistRepository.addSongToPlaylist(playlistId, new ArrayList<>(songIds));
+            dialog.dismiss();
+        } else {
+            playlistRepository.getPlaylistSongs(playlistId).observe(owner, playlistSongs -> {
+                if (playlistSongs != null) {
+                    List<String> playlistSongIds = Lists.transform(playlistSongs, Child::getId);
+                    songIds.removeAll(playlistSongIds);
+                }
+                playlistRepository.addSongToPlaylist(playlistId, new ArrayList<>(songIds));
+                dialog.dismiss();
+            });
+        }
     }
 
     public void setSongsToAdd(ArrayList<Child> songs) {
diff --git a/app/src/main/res/layout/dialog_playlist_chooser.xml b/app/src/main/res/layout/dialog_playlist_chooser.xml
index 80b4bfbe..3be03136 100644
--- a/app/src/main/res/layout/dialog_playlist_chooser.xml
+++ b/app/src/main/res/layout/dialog_playlist_chooser.xml
@@ -19,7 +19,8 @@
     <androidx.recyclerview.widget.RecyclerView
         android:id="@+id/playlist_dialog_recycler_view"
         android:layout_width="match_parent"
-        android:layout_height="wrap_content"
+        android:layout_height="0dp"
+        android:layout_weight="1"
         android:layout_marginTop="8dp"
         android:clipToPadding="false" />
 </LinearLayout>
\ No newline at end of file
diff --git a/app/src/main/res/values/strings.xml b/app/src/main/res/values/strings.xml
index 37cfa414..57426526 100644
--- a/app/src/main/res/values/strings.xml
+++ b/app/src/main/res/values/strings.xml
@@ -225,8 +225,9 @@
     <string name="playlist_chooser_dialog_negative_button">Cancel</string>
     <string name="playlist_chooser_dialog_neutral_button">Create</string>
     <string name="playlist_chooser_dialog_title">Add to a playlist</string>
-    <string name="playlist_chooser_dialog_toast_add_success">Added song to playlist</string>
-    <string name="playlist_chooser_dialog_toast_add_failure">Failed to add song to playlist</string>
+    <string name="playlist_chooser_dialog_toast_add_success">Added song(s) to playlist</string>
+    <string name="playlist_chooser_dialog_toast_add_failure">Failed to add song(s) to playlist</string>
+    <string name="playlist_chooser_dialog_toast_all_skipped">All songs were skipped as duplicates</string>
     <string name="playlist_counted_tracks">%1$d tracks •  %2$s</string>
     <string name="playlist_duration">Duration  •  %1$s</string>
     <string name="playlist_editor_dialog_action_delete_toast">Long press to delete</string>
@@ -293,6 +294,8 @@
     <string name="settings_about_summary">Tempo is an open source and lightweight music client for Subsonic, designed and built natively for Android.</string>
     <string name="settings_about_title">About</string>
     <string name="settings_always_on_display">Always on display</string>
+    <string name="settings_allow_playlist_duplicates">Allow adding duplicates to playlist</string>
+    <string name="settings_allow_playlist_duplicates_summary">If enabled, duplicates won\'t be checked while adding to a playlist.</string>
     <string name="settings_audio_transcode_download_format">Transcode format</string>
     <string name="settings_audio_transcode_download_priority_summary">If enabled, Tempo will not force download the track with the transcode settings below.</string>
     <string name="settings_audio_transcode_download_priority_title">Prioritize server settings used for streaming in downloads</string>
@@ -380,6 +383,7 @@
     <string name="settings_theme">Theme</string>
     <string name="settings_title_data">Data</string>
     <string name="settings_title_general">General</string>
+    <string name="settings_title_playlist">Playlist</string>
     <string name="settings_title_rating">Rating</string>
     <string name="settings_title_replay_gain">Replay Gain</string>
     <string name="settings_title_scrobble">Scrobble</string>
diff --git a/app/src/main/res/xml/global_preferences.xml b/app/src/main/res/xml/global_preferences.xml
index e607a79a..6f27bcdd 100644
--- a/app/src/main/res/xml/global_preferences.xml
+++ b/app/src/main/res/xml/global_preferences.xml
@@ -1,7 +1,7 @@
 <PreferenceScreen xmlns:android="http://schemas.android.com/apk/res/android"
     xmlns:app="http://schemas.android.com/apk/res-auto">
     <PreferenceCategory app:title="@string/settings_title_general">
-        <Preference
+       <Preference
             android:key="system_equalizer"
             android:title="@string/settings_system_equalizer_title"
             android:summary="@string/settings_system_equalizer_summary" />
@@ -22,12 +22,14 @@
 
     <PreferenceCategory app:title="@string/settings_title_ui">
         <ListPreference
+            android:layout_height="match_parent"
             app:defaultValue="default"
             app:dialogTitle="@string/settings_language"
             app:key="language"
-            app:title="@string/settings_language"/>
+            app:title="@string/settings_language" />
 
         <ListPreference
+            android:layout_height="wrap_content"
             app:defaultValue="default"
             app:dialogTitle="@string/settings_theme"
             app:entries="@array/theme_list_titles"
@@ -42,10 +44,11 @@
             android:key="always_on_display" />
 
         <SwitchPreference
-            android:title="@string/settings_rounded_corner"
+            android:layout_height="match_parent"
             android:defaultValue="true"
+            android:key="rounded_corner"
             android:summary="@string/settings_rounded_corner_summary"
-            android:key="rounded_corner" />
+            android:title="@string/settings_rounded_corner" />
 
         <ListPreference
             app:defaultValue="6"
@@ -57,10 +60,11 @@
             app:useSimpleSummaryProvider="true" />
 
         <SwitchPreference
-            android:title="@string/settings_audio_quality"
+            android:layout_height="wrap_content"
             android:defaultValue="false"
+            android:key="audio_quality_per_item"
             android:summary="@string/settings_audio_quality_summary"
-            android:key="audio_quality_per_item" />
+            android:title="@string/settings_audio_quality" />
 
         <SwitchPreference
             android:title="@string/settings_song_rating"
@@ -106,6 +110,14 @@
 
     </PreferenceCategory>
 
+    <PreferenceCategory app:title="@string/settings_title_playlist">
+        <SwitchPreference
+            android:title="@string/settings_allow_playlist_duplicates"
+            android:defaultValue="false"
+            android:summary="@string/settings_allow_playlist_duplicates_summary"
+            android:key="allow_playlist_duplicates" />
+    </PreferenceCategory>
+
     <PreferenceCategory app:title="@string/settings_title_data">
         <ListPreference
             app:defaultValue="256"