diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 390c843b0c968..639d0ab4c96d9 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -28312,7 +28312,19 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
         // from its initializer, we'll already have cached the type. Otherwise we compute it now
         // without caching such that transient types are reflected.
         const links = getNodeLinks(node);
-        return links.resolvedType || getTypeOfExpression(node);
+        if (links.resolvedType) {
+            return links.resolvedType;
+        }
+        const pattern = isVariableDeclaration(node.parent) && node.parent.initializer === node && isBindingPattern(node.parent.name)
+            ? node.parent.name
+            : undefined;
+        if (pattern) {
+            contextualBindingPatterns.push(pattern);
+            const type = getTypeOfExpression(node);
+            contextualBindingPatterns.pop();
+            return type;
+        }
+        return getTypeOfExpression(node);
     }
 
     function getInitialTypeOfVariableDeclaration(node: VariableDeclaration) {
@@ -31023,7 +31035,7 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
         // If the identifier is declared in a binding pattern for which we're currently computing the implied type and the
         // reference occurs with the same binding pattern, return the non-inferrable any type. This for example occurs in
         // 'const [a, b = a + 1] = [2]' when we're computing the contextual type for the array literal '[2]'.
-        if (declaration && declaration.kind === SyntaxKind.BindingElement && contains(contextualBindingPatterns, declaration.parent) && findAncestor(node, parent => parent === declaration!.parent)) {
+        if (declaration && declaration.kind === SyntaxKind.BindingElement && contains(contextualBindingPatterns, declaration.parent)) {
             return nonInferrableAnyType;
         }
 
@@ -45047,7 +45059,9 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
                 // Don't validate for-in initializer as it is already an error
                 const widenedType = getWidenedTypeForVariableLikeDeclaration(node);
                 if (needCheckInitializer) {
+                    contextualBindingPatterns.push(node.name);
                     const initializerType = checkExpressionCached(node.initializer);
+                    contextualBindingPatterns.pop();
                     if (strictNullChecks && needCheckWidenedType) {
                         checkNonNullNonVoidType(initializerType, node);
                     }
diff --git a/tests/baselines/reference/destructuringContextualBindingStackOverflow.errors.txt b/tests/baselines/reference/destructuringContextualBindingStackOverflow.errors.txt
new file mode 100644
index 0000000000000..ca54c0d2c73dc
--- /dev/null
+++ b/tests/baselines/reference/destructuringContextualBindingStackOverflow.errors.txt
@@ -0,0 +1,50 @@
+destructuringContextualBindingStackOverflow.ts(1,7): error TS2322: Type '{ c: number; f: any; }' is not assignable to type 'string | number | symbol'.
+destructuringContextualBindingStackOverflow.ts(1,9): error TS2339: Property 'c' does not exist on type 'string | number | symbol'.
+destructuringContextualBindingStackOverflow.ts(1,12): error TS2339: Property 'f' does not exist on type 'string | number | symbol'.
+destructuringContextualBindingStackOverflow.ts(1,52): error TS2448: Block-scoped variable 'f' used before its declaration.
+destructuringContextualBindingStackOverflow.ts(2,7): error TS2322: Type '{ a: number; f: any; }' is not assignable to type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(2,9): error TS2339: Property 'a' does not exist on type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(2,12): error TS2339: Property 'f' does not exist on type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(2,55): error TS2448: Block-scoped variable 'f1' used before its declaration.
+destructuringContextualBindingStackOverflow.ts(3,7): error TS2322: Type '{ a: any; f: any; }' is not assignable to type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(3,9): error TS2339: Property 'a' does not exist on type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(3,16): error TS2339: Property 'f' does not exist on type 'string | number'.
+destructuringContextualBindingStackOverflow.ts(3,48): error TS2448: Block-scoped variable 'f2' used before its declaration.
+destructuringContextualBindingStackOverflow.ts(3,55): error TS2448: Block-scoped variable 'a1' used before its declaration.
+
+
+==== destructuringContextualBindingStackOverflow.ts (13 errors) ====
+    const { c, f }: string | number | symbol = { c: 0, f };
+          ~~~~~~~~
+!!! error TS2322: Type '{ c: number; f: any; }' is not assignable to type 'string | number | symbol'.
+            ~
+!!! error TS2339: Property 'c' does not exist on type 'string | number | symbol'.
+               ~
+!!! error TS2339: Property 'f' does not exist on type 'string | number | symbol'.
+                                                       ~
+!!! error TS2448: Block-scoped variable 'f' used before its declaration.
+!!! related TS2728 destructuringContextualBindingStackOverflow.ts:1:12: 'f' is declared here.
+    const { a, f: f1 }: string | number = { a: 0, f: (1 + f1) };
+          ~~~~~~~~~~~~
+!!! error TS2322: Type '{ a: number; f: any; }' is not assignable to type 'string | number'.
+            ~
+!!! error TS2339: Property 'a' does not exist on type 'string | number'.
+               ~
+!!! error TS2339: Property 'f' does not exist on type 'string | number'.
+                                                          ~~
+!!! error TS2448: Block-scoped variable 'f1' used before its declaration.
+!!! related TS2728 destructuringContextualBindingStackOverflow.ts:2:15: 'f1' is declared here.
+    const { a: a1, f: f2 }: string | number = { a: f2, f: a1 };
+          ~~~~~~~~~~~~~~~~
+!!! error TS2322: Type '{ a: any; f: any; }' is not assignable to type 'string | number'.
+            ~
+!!! error TS2339: Property 'a' does not exist on type 'string | number'.
+                   ~
+!!! error TS2339: Property 'f' does not exist on type 'string | number'.
+                                                   ~~
+!!! error TS2448: Block-scoped variable 'f2' used before its declaration.
+!!! related TS2728 destructuringContextualBindingStackOverflow.ts:3:19: 'f2' is declared here.
+                                                          ~~
+!!! error TS2448: Block-scoped variable 'a1' used before its declaration.
+!!! related TS2728 destructuringContextualBindingStackOverflow.ts:3:12: 'a1' is declared here.
+    
\ No newline at end of file
diff --git a/tests/baselines/reference/destructuringContextualBindingStackOverflow.js b/tests/baselines/reference/destructuringContextualBindingStackOverflow.js
new file mode 100644
index 0000000000000..9e03fadbbd5cf
--- /dev/null
+++ b/tests/baselines/reference/destructuringContextualBindingStackOverflow.js
@@ -0,0 +1,13 @@
+//// [tests/cases/compiler/destructuringContextualBindingStackOverflow.ts] ////
+
+//// [destructuringContextualBindingStackOverflow.ts]
+const { c, f }: string | number | symbol = { c: 0, f };
+const { a, f: f1 }: string | number = { a: 0, f: (1 + f1) };
+const { a: a1, f: f2 }: string | number = { a: f2, f: a1 };
+
+
+//// [destructuringContextualBindingStackOverflow.js]
+"use strict";
+var _a = { c: 0, f: f }, c = _a.c, f = _a.f;
+var _b = { a: 0, f: (1 + f1) }, a = _b.a, f1 = _b.f;
+var _c = { a: f2, f: a1 }, a1 = _c.a, f2 = _c.f;
diff --git a/tests/baselines/reference/destructuringContextualBindingStackOverflow.symbols b/tests/baselines/reference/destructuringContextualBindingStackOverflow.symbols
new file mode 100644
index 0000000000000..45852adeb76c4
--- /dev/null
+++ b/tests/baselines/reference/destructuringContextualBindingStackOverflow.symbols
@@ -0,0 +1,24 @@
+//// [tests/cases/compiler/destructuringContextualBindingStackOverflow.ts] ////
+
+=== destructuringContextualBindingStackOverflow.ts ===
+const { c, f }: string | number | symbol = { c: 0, f };
+>c : Symbol(c, Decl(destructuringContextualBindingStackOverflow.ts, 0, 7))
+>f : Symbol(f, Decl(destructuringContextualBindingStackOverflow.ts, 0, 10))
+>c : Symbol(c, Decl(destructuringContextualBindingStackOverflow.ts, 0, 44))
+>f : Symbol(f, Decl(destructuringContextualBindingStackOverflow.ts, 0, 50))
+
+const { a, f: f1 }: string | number = { a: 0, f: (1 + f1) };
+>a : Symbol(a, Decl(destructuringContextualBindingStackOverflow.ts, 1, 7))
+>f1 : Symbol(f1, Decl(destructuringContextualBindingStackOverflow.ts, 1, 10))
+>a : Symbol(a, Decl(destructuringContextualBindingStackOverflow.ts, 1, 39))
+>f : Symbol(f, Decl(destructuringContextualBindingStackOverflow.ts, 1, 45))
+>f1 : Symbol(f1, Decl(destructuringContextualBindingStackOverflow.ts, 1, 10))
+
+const { a: a1, f: f2 }: string | number = { a: f2, f: a1 };
+>a1 : Symbol(a1, Decl(destructuringContextualBindingStackOverflow.ts, 2, 7))
+>f2 : Symbol(f2, Decl(destructuringContextualBindingStackOverflow.ts, 2, 14))
+>a : Symbol(a, Decl(destructuringContextualBindingStackOverflow.ts, 2, 43))
+>f2 : Symbol(f2, Decl(destructuringContextualBindingStackOverflow.ts, 2, 14))
+>f : Symbol(f, Decl(destructuringContextualBindingStackOverflow.ts, 2, 50))
+>a1 : Symbol(a1, Decl(destructuringContextualBindingStackOverflow.ts, 2, 7))
+
diff --git a/tests/baselines/reference/destructuringContextualBindingStackOverflow.types b/tests/baselines/reference/destructuringContextualBindingStackOverflow.types
new file mode 100644
index 0000000000000..d25524462433b
--- /dev/null
+++ b/tests/baselines/reference/destructuringContextualBindingStackOverflow.types
@@ -0,0 +1,61 @@
+//// [tests/cases/compiler/destructuringContextualBindingStackOverflow.ts] ////
+
+=== destructuringContextualBindingStackOverflow.ts ===
+const { c, f }: string | number | symbol = { c: 0, f };
+>c : any
+>  : ^^^
+>f : any
+>  : ^^^
+>{ c: 0, f } : { c: number; f: any; }
+>            : ^^^^^^^^^^^^^^^^^^^^^^
+>c : number
+>  : ^^^^^^
+>0 : 0
+>  : ^
+>f : any
+>  : ^^^
+
+const { a, f: f1 }: string | number = { a: 0, f: (1 + f1) };
+>a : any
+>  : ^^^
+>f : any
+>  : ^^^
+>f1 : any
+>   : ^^^
+>{ a: 0, f: (1 + f1) } : { a: number; f: any; }
+>                      : ^^^^^^^^^^^^^^^^^^^^^^
+>a : number
+>  : ^^^^^^
+>0 : 0
+>  : ^
+>f : any
+>  : ^^^
+>(1 + f1) : any
+>         : ^^^
+>1 + f1 : any
+>       : ^^^
+>1 : 1
+>  : ^
+>f1 : any
+>   : ^^^
+
+const { a: a1, f: f2 }: string | number = { a: f2, f: a1 };
+>a : any
+>  : ^^^
+>a1 : any
+>   : ^^^
+>f : any
+>  : ^^^
+>f2 : any
+>   : ^^^
+>{ a: f2, f: a1 } : { a: any; f: any; }
+>                 : ^^^^^^^^^^^^^^^^^^^
+>a : any
+>  : ^^^
+>f2 : any
+>   : ^^^
+>f : any
+>  : ^^^
+>a1 : any
+>   : ^^^
+
diff --git a/tests/cases/compiler/destructuringContextualBindingStackOverflow.ts b/tests/cases/compiler/destructuringContextualBindingStackOverflow.ts
new file mode 100644
index 0000000000000..6aa9592848df6
--- /dev/null
+++ b/tests/cases/compiler/destructuringContextualBindingStackOverflow.ts
@@ -0,0 +1,5 @@
+// @strict: true
+
+const { c, f }: string | number | symbol = { c: 0, f };
+const { a, f: f1 }: string | number = { a: 0, f: (1 + f1) };
+const { a: a1, f: f2 }: string | number = { a: f2, f: a1 };