diff --git a/packages/editor/src/extensions.ts b/packages/editor/src/extensions.ts
index a8f1e2363..96e7f8e20 100644
--- a/packages/editor/src/extensions.ts
+++ b/packages/editor/src/extensions.ts
@@ -45,3 +45,5 @@ import "./extensions/list-item";
 import "./extensions/outline-list";
 import "./extensions/outline-list-item";
 import "./extensions/table";
+import "./extensions/check-list";
+import "./extensions/check-list-item";
diff --git a/packages/editor/src/extensions/check-list-item/check-list-item.ts b/packages/editor/src/extensions/check-list-item/check-list-item.ts
new file mode 100644
index 000000000..5e78c2f76
--- /dev/null
+++ b/packages/editor/src/extensions/check-list-item/check-list-item.ts
@@ -0,0 +1,208 @@
+/*
+This file is part of the Notesnook project (https://notesnook.com/)
+
+Copyright (C) 2023 Streetwriters (Private) Limited
+
+This program is free software: you can redistribute it and/or modify
+it under the terms of the GNU General Public License as published by
+the Free Software Foundation, either version 3 of the License, or
+(at your option) any later version.
+
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+GNU General Public License for more details.
+
+You should have received a copy of the GNU General Public License
+along with this program.  If not, see <http://www.gnu.org/licenses/>.
+*/
+import {
+  KeyboardShortcutCommand,
+  mergeAttributes,
+  Node,
+  wrappingInputRule
+} from "@tiptap/core";
+import { Node as ProseMirrorNode } from "@tiptap/pm/model";
+
+export interface CheckListItemOptions {
+  onReadOnlyChecked?: (node: ProseMirrorNode, checked: boolean) => boolean;
+  nested: boolean;
+  HTMLAttributes: Record<string, any>;
+  checkListTypeName: string;
+}
+
+export const inputRegex = /^\s*(\[([( |x])?\])\s$/;
+
+export const CheckListItem = Node.create<CheckListItemOptions>({
+  name: "checkListItem",
+
+  addOptions() {
+    return {
+      nested: false,
+      HTMLAttributes: {},
+      checkListTypeName: "checkList"
+    };
+  },
+
+  content() {
+    return this.options.nested ? "paragraph block*" : "paragraph+";
+  },
+
+  defining: true,
+
+  addAttributes() {
+    return {
+      checked: {
+        default: false,
+        keepOnSplit: false,
+        parseHTML: (element) => element.getAttribute("data-checked") === "true",
+        renderHTML: (attributes) => ({
+          "data-checked": attributes.checked
+        })
+      }
+    };
+  },
+
+  parseHTML() {
+    return [
+      {
+        tag: `li[data-type="${this.name}"]`,
+        priority: 51
+      }
+    ];
+  },
+
+  renderHTML({ node, HTMLAttributes }) {
+    return [
+      "li",
+      mergeAttributes(this.options.HTMLAttributes, HTMLAttributes, {
+        "data-type": this.name
+      }),
+      [
+        "label",
+        [
+          "input",
+          {
+            type: "checkbox",
+            checked: node.attrs.checked ? "checked" : null
+          }
+        ],
+        ["span"]
+      ],
+      ["div", 0]
+    ];
+  },
+
+  addKeyboardShortcuts() {
+    const shortcuts: {
+      [key: string]: KeyboardShortcutCommand;
+    } = {
+      Enter: () => this.editor.commands.splitListItem(this.name),
+      "Shift-Tab": () => this.editor.commands.liftListItem(this.name)
+    };
+
+    if (!this.options.nested) {
+      return shortcuts;
+    }
+
+    return {
+      ...shortcuts,
+      Tab: () => this.editor.commands.sinkListItem(this.name)
+    };
+  },
+
+  addNodeView() {
+    return ({ node, HTMLAttributes, getPos, editor }) => {
+      const listItem = document.createElement("li");
+      const checkboxWrapper = document.createElement("label");
+      const checkboxStyler = document.createElement("span");
+      const checkbox = document.createElement("input");
+      const content = document.createElement("div");
+
+      checkboxWrapper.contentEditable = "false";
+      checkbox.type = "checkbox";
+      checkbox.addEventListener("change", (event) => {
+        // if the editor isn’t editable and we don't have a handler for
+        // readonly checks we have to undo the latest change
+        if (!editor.isEditable && !this.options.onReadOnlyChecked) {
+          checkbox.checked = !checkbox.checked;
+
+          return;
+        }
+
+        const { checked } = event.target as any;
+
+        if (editor.isEditable && typeof getPos === "function") {
+          editor
+            .chain()
+            .focus(undefined, { scrollIntoView: false })
+            .command(({ tr }) => {
+              const position = getPos();
+              const currentNode = tr.doc.nodeAt(position);
+
+              tr.setNodeMarkup(position, undefined, {
+                ...currentNode?.attrs,
+                checked
+              });
+
+              return true;
+            })
+            .run();
+        }
+        if (!editor.isEditable && this.options.onReadOnlyChecked) {
+          // Reset state if onReadOnlyChecked returns false
+          if (!this.options.onReadOnlyChecked(node, checked)) {
+            checkbox.checked = !checkbox.checked;
+          }
+        }
+      });
+
+      Object.entries(this.options.HTMLAttributes).forEach(([key, value]) => {
+        listItem.setAttribute(key, value);
+      });
+
+      listItem.dataset.checked = node.attrs.checked;
+      if (node.attrs.checked) {
+        checkbox.setAttribute("checked", "checked");
+      }
+
+      checkboxWrapper.append(checkbox, checkboxStyler);
+      listItem.append(checkboxWrapper, content);
+
+      Object.entries(HTMLAttributes).forEach(([key, value]) => {
+        listItem.setAttribute(key, value);
+      });
+
+      return {
+        dom: listItem,
+        contentDOM: content,
+        update: (updatedNode) => {
+          if (updatedNode.type !== this.type) {
+            return false;
+          }
+
+          listItem.dataset.checked = updatedNode.attrs.checked;
+          if (updatedNode.attrs.checked) {
+            checkbox.setAttribute("checked", "checked");
+          } else {
+            checkbox.removeAttribute("checked");
+          }
+
+          return true;
+        }
+      };
+    };
+  },
+
+  addInputRules() {
+    return [
+      wrappingInputRule({
+        find: inputRegex,
+        type: this.type,
+        getAttributes: (match) => ({
+          checked: match[match.length - 1] === "x"
+        })
+      })
+    ];
+  }
+});
diff --git a/packages/editor/src/extensions/check-list-item/index.ts b/packages/editor/src/extensions/check-list-item/index.ts
new file mode 100644
index 000000000..ddf88e3a9
--- /dev/null
+++ b/packages/editor/src/extensions/check-list-item/index.ts
@@ -0,0 +1,23 @@
+/*
+This file is part of the Notesnook project (https://notesnook.com/)
+
+Copyright (C) 2023 Streetwriters (Private) Limited
+
+This program is free software: you can redistribute it and/or modify
+it under the terms of the GNU General Public License as published by
+the Free Software Foundation, either version 3 of the License, or
+(at your option) any later version.
+
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+GNU General Public License for more details.
+
+You should have received a copy of the GNU General Public License
+along with this program.  If not, see <http://www.gnu.org/licenses/>.
+*/
+import { CheckListItem } from "./check-list-item";
+
+export * from "./check-list-item";
+
+export default CheckListItem;
diff --git a/packages/editor/src/extensions/check-list/check-list.ts b/packages/editor/src/extensions/check-list/check-list.ts
new file mode 100644
index 000000000..7338f4439
--- /dev/null
+++ b/packages/editor/src/extensions/check-list/check-list.ts
@@ -0,0 +1,87 @@
+/*
+This file is part of the Notesnook project (https://notesnook.com/)
+
+Copyright (C) 2023 Streetwriters (Private) Limited
+
+This program is free software: you can redistribute it and/or modify
+it under the terms of the GNU General Public License as published by
+the Free Software Foundation, either version 3 of the License, or
+(at your option) any later version.
+
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+GNU General Public License for more details.
+
+You should have received a copy of the GNU General Public License
+along with this program.  If not, see <http://www.gnu.org/licenses/>.
+*/
+import { mergeAttributes, Node } from "@tiptap/core";
+
+export interface CheckListOptions {
+  itemTypeName: string;
+  HTMLAttributes: Record<string, any>;
+}
+
+declare module "@tiptap/core" {
+  interface Commands<ReturnType> {
+    checkList: {
+      /**
+       * Toggle a check list
+       */
+      toggleCheckList: () => ReturnType;
+    };
+  }
+}
+
+export const CheckList = Node.create<CheckListOptions>({
+  name: "checkList",
+
+  addOptions() {
+    return {
+      itemTypeName: "checkListItem",
+      HTMLAttributes: {}
+    };
+  },
+
+  group: "block list",
+
+  content() {
+    return `${this.options.itemTypeName}+`;
+  },
+
+  parseHTML() {
+    return [
+      {
+        tag: `ul[data-type="${this.name}"]`,
+        priority: 51
+      }
+    ];
+  },
+
+  renderHTML({ HTMLAttributes }) {
+    return [
+      "ul",
+      mergeAttributes(this.options.HTMLAttributes, HTMLAttributes, {
+        "data-type": this.name
+      }),
+      0
+    ];
+  },
+
+  addCommands() {
+    return {
+      toggleCheckList:
+        () =>
+        ({ commands }) => {
+          return commands.toggleList(this.name, this.options.itemTypeName);
+        }
+    };
+  },
+
+  addKeyboardShortcuts() {
+    return {
+      "Mod-Shift-9": () => this.editor.commands.toggleCheckList()
+    };
+  }
+});
diff --git a/packages/editor/src/extensions/check-list/index.ts b/packages/editor/src/extensions/check-list/index.ts
new file mode 100644
index 000000000..42bab716e
--- /dev/null
+++ b/packages/editor/src/extensions/check-list/index.ts
@@ -0,0 +1,23 @@
+/*
+This file is part of the Notesnook project (https://notesnook.com/)
+
+Copyright (C) 2023 Streetwriters (Private) Limited
+
+This program is free software: you can redistribute it and/or modify
+it under the terms of the GNU General Public License as published by
+the Free Software Foundation, either version 3 of the License, or
+(at your option) any later version.
+
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+GNU General Public License for more details.
+
+You should have received a copy of the GNU General Public License
+along with this program.  If not, see <http://www.gnu.org/licenses/>.
+*/
+import { CheckList } from "./check-list";
+
+export * from "./check-list";
+
+export default CheckList;
diff --git a/packages/editor/src/index.ts b/packages/editor/src/index.ts
index 3bfb5eee4..767d675a2 100644
--- a/packages/editor/src/index.ts
+++ b/packages/editor/src/index.ts
@@ -83,6 +83,8 @@ import Clipboard, { ClipboardOptions } from "./extensions/clipboard";
 import Blockquote from "./extensions/blockquote";
 import { Quirks } from "./extensions/quirks";
 import { LIST_NODE_TYPES } from "./utils/node-types";
+import CheckList from "./extensions/check-list";
+import CheckListItem from "./extensions/check-list-item";
 
 declare global {
   // eslint-disable-next-line no-var
@@ -281,6 +283,8 @@ const useTiptap = (
         DateTime.configure({ dateFormat, timeFormat }),
         KeyMap,
         WebClipNode,
+        CheckList,
+        CheckListItem,
 
         // Quirks handlers
         Quirks.configure({
@@ -296,6 +300,7 @@ const useTiptap = (
             ...LIST_NODE_TYPES
           ]
         }),
+
         ListKeymap.configure({
           listTypes: [
             {
@@ -309,6 +314,10 @@ const useTiptap = (
             {
               itemName: OutlineListItem.name,
               wrapperNames: [OutlineList.name]
+            },
+            {
+              itemName: CheckListItem.name,
+              wrapperNames: [CheckList.name]
             }
           ]
         })
diff --git a/packages/editor/src/toolbar/icons.ts b/packages/editor/src/toolbar/icons.ts
index 2bd7e962c..f18a6b405 100644
--- a/packages/editor/src/toolbar/icons.ts
+++ b/packages/editor/src/toolbar/icons.ts
@@ -249,6 +249,7 @@ export const Icons = {
   readonlyOff: mdiPencil,
   selectAllUnchecked: mdiCheckboxMultipleBlankOutline,
   selectAllChecked: mdiCheckboxMultipleMarked,
+  checkList: mdiCheckboxMarkedOutline,
   none: ""
 };
 
diff --git a/packages/editor/src/toolbar/tool-definitions.ts b/packages/editor/src/toolbar/tool-definitions.ts
index c12ff8121..5073a36bd 100644
--- a/packages/editor/src/toolbar/tool-definitions.ts
+++ b/packages/editor/src/toolbar/tool-definitions.ts
@@ -104,6 +104,10 @@ const tools: Record<ToolId, ToolDefinition> = {
     icon: "numberedList",
     title: "Numbered list"
   },
+  checkList: {
+    icon: "checkList",
+    title: "Numbered list"
+  },
   fontFamily: {
     icon: "fontFamily",
     title: "Font family"
@@ -408,7 +412,7 @@ const defaultPresets: Record<"default" | "minimal", ToolbarDefinition> = {
     ],
     ["fontSize"],
     ["headings", "fontFamily"],
-    ["numberedList", "bulletList"],
+    ["checkList", "numberedList", "bulletList"],
     ["addLink"],
     ["alignment", "textDirection"],
     ["clearformatting"]
diff --git a/packages/editor/src/toolbar/tools/index.ts b/packages/editor/src/toolbar/tools/index.ts
index a87fbf771..4edfdcdb4 100644
--- a/packages/editor/src/toolbar/tools/index.ts
+++ b/packages/editor/src/toolbar/tools/index.ts
@@ -35,7 +35,7 @@ import { InsertBlock } from "./block";
 import { FontSize, FontFamily } from "./font";
 import { Alignment } from "./alignment";
 import { Headings } from "./headings";
-import { NumberedList, BulletList, Outdent, Indent } from "./lists";
+import { NumberedList, BulletList, Outdent, Indent, CheckList } from "./lists";
 import { TextDirection } from "./text-direction";
 import { Highlight, TextColor } from "./colors";
 import {
@@ -117,6 +117,7 @@ const tools = {
   insertBlock: InsertBlock,
   numberedList: NumberedList,
   bulletList: BulletList,
+  checkList: CheckList,
   fontSize: FontSize,
   fontFamily: FontFamily,
   headings: Headings,
diff --git a/packages/editor/src/toolbar/tools/lists.tsx b/packages/editor/src/toolbar/tools/lists.tsx
index c5da7a9d3..80ef91887 100644
--- a/packages/editor/src/toolbar/tools/lists.tsx
+++ b/packages/editor/src/toolbar/tools/lists.tsx
@@ -174,6 +174,18 @@ export function BulletList(props: ToolProps) {
   );
 }
 
+export function CheckList(props: ToolProps) {
+  const { editor, ...toolProps } = props;
+
+  return (
+    <ToolButton
+      {...toolProps}
+      toggled={false}
+      onClick={() => editor.current?.chain().focus().toggleCheckList().run()}
+    />
+  );
+}
+
 export function Indent(props: ToolProps) {
   const { editor, ...toolProps } = props;
   const isBottom = useToolbarLocation() === "bottom";
diff --git a/packages/editor/styles/styles.css b/packages/editor/styles/styles.css
index 2dbff27c2..1a8ad1444 100644
--- a/packages/editor/styles/styles.css
+++ b/packages/editor/styles/styles.css
@@ -618,4 +618,37 @@ p > *::selection {
   transform: rotate(90deg);
 }
 
-[dir="rtl"] .taskItemTools { right: unset; left: 0 }
\ No newline at end of file
+[dir="rtl"] .taskItemTools { right: unset; left: 0 }
+
+/* Check list */
+.ProseMirror ul[data-type="checkList"] {
+  list-style: none;
+  padding: 0;
+
+  p {
+    margin: 0;
+  }
+
+  li {
+    display: flex;
+
+    > label {
+      flex: 0 0 auto;
+      margin-right: 0.5rem;
+      user-select: none;
+    }
+
+    > div {
+      flex: 1 1 auto;
+    }
+    
+    ul li,
+    ol li {
+      display: list-item;
+    }
+
+    ul[data-type="checkList"] > li {
+      display: flex;
+    }
+  }
+}
\ No newline at end of file