diff --git a/src/languageFacts/builtinData.ts b/src/languageFacts/builtinData.ts
index 4750bc3d..dd8611a2 100644
--- a/src/languageFacts/builtinData.ts
+++ b/src/languageFacts/builtinData.ts
@@ -57,7 +57,8 @@ export const cssWideKeywords: { [name: string]: string } = {
 
 export const cssWideFunctions: { [name: string]: string } = {
 	'var()': 'Evaluates the value of a custom variable.',
-	'calc()': 'Evaluates an mathematical expression. The following operators can be used: + - * /.'
+	'calc()': 'Evaluates an mathematical expression. The following operators can be used: + - * /.',
+	'if()': 'Evaluates a conditional expression.'
 };
 
 export const imageFunctions: { [name: string]: string } = {
diff --git a/src/parser/cssErrors.ts b/src/parser/cssErrors.ts
index 07ae5ecb..690b2491 100644
--- a/src/parser/cssErrors.ts
+++ b/src/parser/cssErrors.ts
@@ -52,4 +52,5 @@ export const ParseError = {
 	IdentifierOrWildcardExpected: new CSSIssueType('css-idorwildcardexpected', l10n.t("identifier or wildcard expected")),
 	WildcardExpected: new CSSIssueType('css-wildcardexpected', l10n.t("wildcard expected")),
 	IdentifierOrVariableExpected: new CSSIssueType('css-idorvarexpected', l10n.t("identifier or variable expected")),
+	IfConditionExpected: new CSSIssueType('css-ifconditionexpected', l10n.t("if condition expected")),
 };
diff --git a/src/parser/cssParser.ts b/src/parser/cssParser.ts
index 588f24e4..43f17481 100644
--- a/src/parser/cssParser.ts
+++ b/src/parser/cssParser.ts
@@ -1154,6 +1154,61 @@ export class Parser {
 		return this.finish(node);
 	}
 
+	public _parseBooleanExpression(parseTest: () => nodes.Node | null): nodes.Node | null {
+		// <boolean-expr[ <test> ]> = not <boolean-expr-group> | <boolean-expr-group>
+        //                                     [ [ and <boolean-expr-group> ]*
+        //                                     | [ or <boolean-expr-group> ]* ]
+
+		const node = this.create(nodes.Node);
+
+		if (this.acceptIdent('not')) {
+			if (!node.addChild(this._parseBooleanExpressionGroup(parseTest))) {
+				return null;
+			}
+		} else {
+			if (!node.addChild(this._parseBooleanExpressionGroup(parseTest))) {
+				return null;
+			}
+			if (this.peekIdent('and')) {
+				while (this.acceptIdent('and')) {
+					if (!node.addChild(this._parseBooleanExpressionGroup(parseTest))) {
+						return null;
+					}
+				}
+			} else if (this.peekIdent('or')) {
+				while (this.acceptIdent('or')) {
+					if (!node.addChild(this._parseBooleanExpressionGroup(parseTest))) {
+						return null;
+					}
+				}
+			}
+		}
+		return this.finish(node);
+	}
+
+	public _parseBooleanExpressionGroup(parseTest: () => nodes.Node | null) {
+		// <boolean-expr-group> = <test> | ( <boolean-expr[ <test> ]> ) | <general-enclosed>
+
+		const node = this.create(nodes.Node);
+		const pos = this.mark();
+
+		if (this.accept(TokenType.ParenthesisL)) {
+			if (node.addChild(this._parseBooleanExpression(parseTest))) {
+				if (!this.accept(TokenType.ParenthesisR)) {
+					return this.finish(node, ParseError.RightParenthesisExpected, [], [TokenType.CurlyL]);
+				}
+				return this.finish(node);
+			}
+			this.restoreAtMark(pos);
+		}
+
+		if (!node.addChild(parseTest())) {
+			return null;
+		};
+
+		return this.finish(node);
+	}
+
 	public _parseMediaCondition(): nodes.Node | null {
 		// <media-condition> = <media-not> | <media-and> | <media-or> | <media-in-parens>
 		// <media-not> = not <media-in-parens>
@@ -2045,6 +2100,13 @@ export class Parser {
 		const pos = this.mark();
 		const node = this.create(nodes.Function);
 
+		let parseArgument = this._parseFunctionArgument.bind(this);
+		let separator = TokenType.Comma;
+		if (this.peekIdent("if")) {
+			parseArgument = this._parseIfBranch.bind(this);
+			separator = TokenType.SemiColon;
+		}
+
 		if (!node.setIdentifier(this._parseFunctionIdentifier())) {
 			return null;
 		}
@@ -2054,12 +2116,12 @@ export class Parser {
 			return null;
 		}
 
-		if (node.getArguments().addChild(this._parseFunctionArgument())) {
-			while (this.accept(TokenType.Comma)) {
+		if (node.getArguments().addChild(parseArgument())) {
+			while (this.accept(separator)) {
 				if (this.peek(TokenType.ParenthesisR)) {
 					break;
 				}
-				if (!node.getArguments().addChild(this._parseFunctionArgument())) {
+				if (!node.getArguments().addChild(parseArgument())) {
 					this.markError(node, ParseError.ExpressionExpected);
 				}
 			}
@@ -2100,6 +2162,84 @@ export class Parser {
 		return null;
 	}
 
+	public _parseIfBranch() {
+		// <if-branch> = <if-condition> : <declaration-value>?
+
+		const node = this.create(nodes.Node);
+		if (!node.addChild(this._parseIfCondition())) {
+			return this.finish(node, ParseError.IfConditionExpected, [], [TokenType.SemiColon]);
+		}
+		if (!this.accept(TokenType.Colon)) {
+			return this.finish(node, ParseError.ColonExpected, [], [TokenType.SemiColon]);
+		}
+		node.addChild(this._parseExpr());
+		return this.finish(node);
+	}
+
+	public _parseIfCondition(): nodes.Node | null {
+		// <if-condition> = <boolean-expr[ <if-test> ]> | else
+
+		const node = this.create(nodes.Node);
+
+		if (this.peekIdent("else")) {
+			node.addChild(this._parseIdent());
+			return this.finish(node);
+		}
+
+		return this._parseBooleanExpression(this._parseIfTest.bind(this));
+	}
+
+	public _parseIfTest(): nodes.Node | null {
+		// <if-test> =
+		// 	supports( [ <ident> : <declaration-value> ] | <supports-condition> ) |
+		// 	media( <media-feature> | <media-condition> ) |
+		// 	style( <style-query> )
+
+		const node = this.create(nodes.Node);
+
+		if (this.acceptIdent('supports')) {
+			if (this.hasWhitespace() || !this.accept(TokenType.ParenthesisL)) {
+				return this.finish(node, ParseError.LeftParenthesisExpected, [], [TokenType.Colon]);
+			}
+			node.addChild(this._tryToParseDeclaration() || this._parseSupportsCondition());
+			if (!this.accept(TokenType.ParenthesisR)) {
+				return this.finish(node, ParseError.RightParenthesisExpected, [], [TokenType.Colon]);
+			}
+			return this.finish(node);
+		}
+
+		if (this.acceptIdent('media')) {
+			if (this.hasWhitespace() || !this.accept(TokenType.ParenthesisL)) {
+				return this.finish(node, ParseError.LeftParenthesisExpected, [], [TokenType.Colon]);
+			}
+			const pos = this.mark();
+			const condition = this._parseMediaCondition();
+			if (condition && !condition.isErroneous()) {
+				node.addChild(condition);
+			} else {
+				this.restoreAtMark(pos);
+				node.addChild(this._parseMediaFeature());
+			}
+			if (!this.accept(TokenType.ParenthesisR)) {
+				return this.finish(node, ParseError.RightParenthesisExpected, [], [TokenType.Colon]);
+			}
+			return this.finish(node);
+		}
+
+		if (this.acceptIdent('style')) {
+			if (this.hasWhitespace() || !this.accept(TokenType.ParenthesisL)) {
+				return this.finish(node, ParseError.LeftParenthesisExpected, [], [TokenType.Colon]);
+			}
+			node.addChild(this._parseStyleQuery());
+			if (!this.accept(TokenType.ParenthesisR)) {
+				return this.finish(node, ParseError.RightParenthesisExpected, [], [TokenType.Colon]);
+			}
+			return this.finish(node);
+		}
+
+		return null;
+	}
+
 	public _parseHexColor(): nodes.Node | null {
 		if (this.peekRegExp(TokenType.Hash, /^#([A-Fa-f0-9]{3}|[A-Fa-f0-9]{4}|[A-Fa-f0-9]{6}|[A-Fa-f0-9]{8})$/g)) {
 			const node = this.create(nodes.HexColorValue);
diff --git a/src/parser/scssParser.ts b/src/parser/scssParser.ts
index ea9d7f99..ad3eddfe 100644
--- a/src/parser/scssParser.ts
+++ b/src/parser/scssParser.ts
@@ -715,6 +715,74 @@ export class SCSSParser extends cssParser.Parser {
 		return this._tryParseKeyframeSelector() || this._parseRuleSetDeclaration();
 	}
 
+	public _parseIfTest(): nodes.Node | null {
+		const node = this.create(nodes.Node);
+
+		if (this.acceptIdent('sass')) {
+			if (this.hasWhitespace() || !this.accept(TokenType.ParenthesisL)) {
+				return this.finish(node, ParseError.LeftParenthesisExpected, [], [TokenType.CurlyL]);
+			}
+			node.addChild(this._parseExpr());
+			if (!this.accept(TokenType.ParenthesisR)) {
+				return this.finish(node, ParseError.RightParenthesisExpected, [], [TokenType.CurlyL]);
+			}
+			return this.finish(node);
+		}
+
+		return super._parseIfTest();
+	}
+
+	public _parseFunction(): nodes.Function | null {
+
+		const pos = this.mark();
+		const node = this.create(nodes.Function);
+
+		let isIf = this.peekIdent('if');
+
+		if (!node.setIdentifier(this._parseFunctionIdentifier())) {
+			return null;
+		}
+
+		if (this.hasWhitespace() || !this.accept(TokenType.ParenthesisL)) {
+			this.restoreAtMark(pos);
+			return null;
+		}
+
+		let firstArgument: nodes.Node | null;
+		let parseArgument = this._parseFunctionArgument.bind(this);
+		let separator = TokenType.Comma;
+		if (!isIf) {
+			firstArgument = this._parseFunctionArgument();
+		} else {
+			const pos = this.mark();
+			firstArgument = this._parseIfBranch();
+			if (firstArgument && !firstArgument.isErroneous()) {
+				parseArgument = this._parseIfBranch.bind(this);
+				separator = TokenType.SemiColon;
+			} else {
+				this.restoreAtMark(pos);
+				firstArgument = this._parseFunctionArgument();
+			}
+		}
+
+		if (node.getArguments().addChild(firstArgument)) {
+			while (this.accept(separator)) {
+				if (this.peek(TokenType.ParenthesisR)) {
+					break;
+				}
+				if (!node.getArguments().addChild(parseArgument())) {
+					this.markError(node, ParseError.ExpressionExpected);
+				}
+			}
+		}
+
+		if (!this.accept(TokenType.ParenthesisR)) {
+			return <nodes.Function>this.finish(node, ParseError.RightParenthesisExpected);
+		}
+		return <nodes.Function>this.finish(node);
+	}
+
+
 	public _parseFunctionArgument(): nodes.Node | null {
 		// [variableName ':'] expression | variableName '...'
 		const node = <nodes.FunctionArgument>this.create(nodes.FunctionArgument);
diff --git a/src/test/css/parser.test.ts b/src/test/css/parser.test.ts
index 53a241a9..a08090de 100644
--- a/src/test/css/parser.test.ts
+++ b/src/test/css/parser.test.ts
@@ -611,6 +611,22 @@ suite('CSS - Parser', () => {
 		assertFunction('let(--variable1, let(--variable2))', parser, parser._parseFunction.bind(parser));
 		assertFunction('fun(value1, value2)', parser, parser._parseFunction.bind(parser));
 		assertFunction('fun(value1,)', parser, parser._parseFunction.bind(parser));
+
+		// Builtin functions
+		// var
+		assertFunction('var(--some-variable)', parser, parser._parseFunction.bind(parser));
+		// calc
+		assertFunction('calc(10px + 1rem)', parser, parser._parseFunction.bind(parser));
+		// if
+		assertFunction('if(media(print): black; else: white;)', parser, parser._parseFunction.bind(parser));
+		assertFunction('if(media(print): ; else: ;)', parser, parser._parseFunction.bind(parser));
+		assertFunction('if(media(print): black; else: white)', parser, parser._parseFunction.bind(parser));
+		assertFunction('if(style(--some-var: true): black)', parser, parser._parseFunction.bind(parser));
+		// TODO: once https://github.com/microsoft/vscode-css-languageservice/pull/473 is merged, this should also work:
+		// assertFunction('if(style(--some-var): black)', parser, parser._parseFunction.bind(parser));
+		assertFunction('if(else: white)', parser, parser._parseFunction.bind(parser));
+		assertError('if()', parser, parser._parseFunction.bind(parser), ParseError.IfConditionExpected);
+		assertError('if(invalid: black;)', parser, parser._parseFunction.bind(parser), ParseError.IfConditionExpected);
 	});
 
 	test('test token prio', function () {
diff --git a/src/test/scss/parser.test.ts b/src/test/scss/parser.test.ts
index 5f0d11c4..c453e317 100644
--- a/src/test/scss/parser.test.ts
+++ b/src/test/scss/parser.test.ts
@@ -669,4 +669,11 @@ suite('SCSS - Parser', () => {
 		assertNode('@font-face { unicode-range: U+0021-007F, u+1f49C, U+4??, U+??????; }', parser, parser._parseFontFace.bind(parser));
 		assertError('@font-face { font-style: normal font-stretch: normal; }', parser, parser._parseFontFace.bind(parser), ParseError.SemiColonExpected);
 	});
+
+	test('if function', function() {
+		const parser = new SCSSParser();
+		assertNode('if(true, black, white)', parser, parser._parseFunction.bind(parser));
+		assertNode('if(sass(true): black; else: white;)', parser, parser._parseFunction.bind(parser));
+		assertNode('if(sass($value == \'default\'): flex-gutter(); else: $value;)', parser, parser._parseFunction.bind(parser));
+	})
 });