diff --git a/src/language-js/comments/handle-comments.js b/src/language-js/comments/handle-comments.js
index 1a5e63ddc..3f7c91b3a 100644
--- a/src/language-js/comments/handle-comments.js
+++ b/src/language-js/comments/handle-comments.js
@@ -83,6 +83,7 @@ function handleOwnLineComment(context) {
     handleCommentsInDestructuringPattern,
     handleTSMappedTypeComments,
     handleBinaryCastExpressionComment,
+    handleUnionTypeLeadingComments,
   ].some((fn) => fn(context));
 }
 
@@ -137,6 +138,7 @@ function handleRemainingComment(context) {
     handleTSFunctionTrailingComments,
     handleParenthesizedExpressionTrailingComment,
     handleBinaryCastExpressionComment,
+    handleUnionTypeLeadingComments,
   ].some((fn) => fn(context));
 }
 
@@ -1113,6 +1115,33 @@ function handleParenthesizedExpressionTrailingComment({
   return false;
 }
 
+/**
+ * @param {CommentContext} context
+ * @returns {boolean}
+ */
+function handleUnionTypeLeadingComments({
+  followingNode,
+  comment,
+  text,
+  options,
+}) {
+  if (
+    isUnionType(followingNode) &&
+    isBlockComment(comment) &&
+    isSingleLineComment(comment, text) &&
+    !isPrettierIgnoreComment(comment)
+  ) {
+    const text = stripComments(options);
+    const textBetween = text.slice(locEnd(comment), locStart(followingNode));
+    if (/^[ \t]*$/.test(textBetween)) {
+      addLeadingComment(followingNode.types[0], comment);
+      return true;
+    }
+  }
+
+  return false;
+}
+
 const isRealFunctionLikeNode = createTypeCheckFunction([
   "ArrowFunctionExpression",
   "FunctionExpression",
diff --git a/tests/config/format-test/failed-format-tests.js b/tests/config/format-test/failed-format-tests.js
index a99242a90..9e5a66486 100644
--- a/tests/config/format-test/failed-format-tests.js
+++ b/tests/config/format-test/failed-format-tests.js
@@ -34,6 +34,7 @@ const unstableTests = new Map(
     "js/arrows/arrow-chain-with-trailing-comments.js",
     "typescript/as/comments/18160.ts",
     "js/sequence-expression/parenthesized-trailing-comment-unstable.js",
+    "typescript/union/consistent-with-flow/single-type.ts",
   ].map((fixture) => {
     const [file, isUnstable = () => true] = Array.isArray(fixture)
       ? fixture
diff --git a/tests/format/flow/union/__snapshots__/format.test.js.snap b/tests/format/flow/union/__snapshots__/format.test.js.snap
index 5096f672d..427fc17a9 100644
--- a/tests/format/flow/union/__snapshots__/format.test.js.snap
+++ b/tests/format/flow/union/__snapshots__/format.test.js.snap
@@ -22,6 +22,60 @@ const myValue = (callcallcallcallcallcall(
 ================================================================================
 `;
 
+exports[`issue-1197-2.js format 1`] = `
+====================================options=====================================
+parsers: ["flow"]
+                                                      printWidth: 80 (default) |
+=====================================input======================================
+// https://github.com/prettier/prettier/issues/1197#issuecomment-496620145
+
+type RecordDataType = {|
+  type: 'Record',
+  /** Fields */
+  fields: {[string]: DataType},
+  /**
+   * Meta
+   */
+  meta?: /**
+     * Custom layouts allow you to provide your own layout.
+     * Example for conditionally showing the interface of one setting based on the value of another.
+     */
+      | {|
+        layout: 'Custom',
+      |}
+    /**
+     * The None layout, embeds Record children directly with no wrapping layout.
+     */
+    | {|layout: 'None'|},
+|};
+
+=====================================output=====================================
+// https://github.com/prettier/prettier/issues/1197#issuecomment-496620145
+
+type RecordDataType = {|
+  type: "Record",
+  /** Fields */
+  fields: { [string]: DataType },
+  /**
+   * Meta
+   */
+  meta?:
+    /**
+     * Custom layouts allow you to provide your own layout.
+     * Example for conditionally showing the interface of one setting based on the value of another.
+     */
+    | {|
+        layout: "Custom",
+      |}
+    /**
+     * The None layout, embeds Record children directly with no wrapping layout.
+     */
+    | {| layout: "None" |},
+|};
+
+================================================================================
+`;
+
 exports[`union.js format 1`] = `
 ====================================options=====================================
 parsers: ["flow"]
diff --git a/tests/format/flow/union/issue-1197-2.js b/tests/format/flow/union/issue-1197-2.js
new file mode 100644
index 000000000..ee00bede0
--- /dev/null
+++ b/tests/format/flow/union/issue-1197-2.js
@@ -0,0 +1,21 @@
+// https://github.com/prettier/prettier/issues/1197#issuecomment-496620145
+
+type RecordDataType = {|
+  type: 'Record',
+  /** Fields */
+  fields: {[string]: DataType},
+  /**
+   * Meta
+   */
+  meta?: /**
+     * Custom layouts allow you to provide your own layout.
+     * Example for conditionally showing the interface of one setting based on the value of another.
+     */
+      | {|
+        layout: 'Custom',
+      |}
+    /**
+     * The None layout, embeds Record children directly with no wrapping layout.
+     */
+    | {|layout: 'None'|},
+|};
diff --git a/tests/format/typescript/union/13080.ts b/tests/format/typescript/union/13080.ts
new file mode 100644
index 000000000..35eeee5db
--- /dev/null
+++ b/tests/format/typescript/union/13080.ts
@@ -0,0 +1,7 @@
+type Foo = {
+  arg:
+  	// comment
+    | string
+    // other
+    | number
+}
diff --git a/tests/format/typescript/union/__snapshots__/format.test.js.snap b/tests/format/typescript/union/__snapshots__/format.test.js.snap
index f4e6a8989..7e53a5c56 100644
--- a/tests/format/typescript/union/__snapshots__/format.test.js.snap
+++ b/tests/format/typescript/union/__snapshots__/format.test.js.snap
@@ -163,6 +163,31 @@ export interface ProductStatus {
 ================================================================================
 `;
 
+exports[`13080.ts format 1`] = `
+====================================options=====================================
+parsers: ["typescript"]
+                                                      printWidth: 80 (default) |
+=====================================input======================================
+type Foo = {
+  arg:
+  	// comment
+    | string
+    // other
+    | number
+}
+
+=====================================output=====================================
+type Foo = {
+  arg:
+    // comment
+    | string
+    // other
+    | number;
+};
+
+================================================================================
+`;
+
 exports[`inlining.ts format 1`] = `
 ====================================options=====================================
 parsers: ["typescript"]
diff --git a/tests/format/typescript/union/consistent-with-flow/__snapshots__/format.test.js.snap b/tests/format/typescript/union/consistent-with-flow/__snapshots__/format.test.js.snap
index 4d5c070c5..a8bc55828 100644
--- a/tests/format/typescript/union/consistent-with-flow/__snapshots__/format.test.js.snap
+++ b/tests/format/typescript/union/consistent-with-flow/__snapshots__/format.test.js.snap
@@ -257,6 +257,86 @@ type A = T extends "arrow"
 ================================================================================
 `;
 
+exports[`leading-comments.ts format 1`] = `
+====================================options=====================================
+parsers: ["typescript", "flow"]
+                                                      printWidth: 80 (default) |
+=====================================input======================================
+type T1 =
+  /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T12 =
+  /* comment */ | A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T13 =
+  | /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T2 = /* comment */ 'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T3 = // comment
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T4 =
+  // comment
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T5 =
+  /**
+  comment
+  */ 'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T6 =
+  /**
+  comment
+  */
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+=====================================output=====================================
+type T1 =
+  | /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T12 =
+  | /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T13 =
+  | /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T2 =
+  | /* comment */ "A"
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T3 = // comment
+  | "A"
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T4 =
+  // comment
+  | "A"
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T5 =
+  /**
+  comment
+  */ | "A"
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T6 =
+  /**
+  comment
+  */
+  | "A"
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+================================================================================
+`;
+
 exports[`prettier-ignore.ts format 1`] = `
 ====================================options=====================================
 parsers: ["typescript", "flow"]
diff --git a/tests/format/typescript/union/consistent-with-flow/leading-comments.ts b/tests/format/typescript/union/consistent-with-flow/leading-comments.ts
new file mode 100644
index 000000000..97943b20b
--- /dev/null
+++ b/tests/format/typescript/union/consistent-with-flow/leading-comments.ts
@@ -0,0 +1,34 @@
+type T1 =
+  /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T12 =
+  /* comment */ | A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+type T13 =
+  | /* comment */ A
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T2 = /* comment */ 'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T3 = // comment
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T4 =
+  // comment
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T5 =
+  /**
+  comment
+  */ 'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;
+
+type T6 =
+  /**
+  comment
+  */
+  'A'
+  | /* A comment long enough to make the union type break into multiple lines */ B;