diff --git a/src/core/core.scale.js b/src/core/core.scale.js
index 45ba93bd739..47593fef019 100644
--- a/src/core/core.scale.js
+++ b/src/core/core.scale.js
@@ -640,9 +640,33 @@ module.exports = Element.extend({
 		var isHorizontal = me.isHorizontal();
 		var optionTicks = me.options.ticks.minor;
 		var tickCount = ticks.length;
-		var labelRotationRadians = helpers.toRadians(me.labelRotation);
-		var cosRotation = Math.cos(labelRotationRadians);
-		var longestRotatedLabel = me.longestLabelWidth * cosRotation;
+
+		// Calculate space needed by label in axis direction.
+		// Idea from https://github.com/chartjs/Chart.js/pull/5252/files#r207742171
+		var rot = helpers.toRadians(me.labelRotation);
+		var cos = Math.abs(Math.cos(rot));
+		var sin = Math.abs(Math.sin(rot));
+
+		var padding = optionTicks.autoSkipPadding;
+		var w = me.longestLabelWidth + padding || 0;
+
+		// FIXME: Add support for multiline labels
+		var tickFont = parseFontOptions(optionTicks);
+		var h = tickFont.size * 1.2 + padding;
+
+		// Calculate space needed for 1 tick in axis direction.
+		var tickSize = isHorizontal
+			? (h * cos > w * sin ? w / cos : h / sin)
+			: (h * sin < w * cos ? h / cos : w / sin);
+
+		// Total space needed to display all ticks. First and last ticks are drawn as their center at end of axis, so tickCount-1
+		var ticksLength = tickSize * (tickCount - 1);
+
+		// Axis length
+		var axisLength = isHorizontal
+			? me.width - (me.paddingLeft + me.paddingRight)
+			: me.height - (me.paddingTop + me.PaddingBottom);
+
 		var result = [];
 		var i, tick;
 
@@ -652,18 +676,16 @@ module.exports = Element.extend({
 			maxTicks = optionTicks.maxTicksLimit;
 		}
 
-		if (isHorizontal) {
-			skipRatio = false;
+		skipRatio = false;
 
-			if ((longestRotatedLabel + optionTicks.autoSkipPadding) * tickCount > (me.width - (me.paddingLeft + me.paddingRight))) {
-				skipRatio = 1 + Math.floor(((longestRotatedLabel + optionTicks.autoSkipPadding) * tickCount) / (me.width - (me.paddingLeft + me.paddingRight)));
-			}
+		if (ticksLength > axisLength) {
+			skipRatio = 1 + Math.floor(ticksLength / axisLength);
+		}
 
-			// if they defined a max number of optionTicks,
-			// increase skipRatio until that number is met
-			if (maxTicks && tickCount > maxTicks) {
-				skipRatio = Math.max(skipRatio, Math.floor(tickCount / maxTicks));
-			}
+		// if they defined a max number of optionTicks,
+		// increase skipRatio until that number is met
+		if (maxTicks && tickCount > maxTicks) {
+			skipRatio = Math.max(skipRatio, 1 + Math.floor(tickCount / maxTicks));
 		}
 
 		for (i = 0; i < tickCount; i++) {
diff --git a/test/specs/core.scale.tests.js b/test/specs/core.scale.tests.js
index 35ef3d6babb..4a7827d60e4 100644
--- a/test/specs/core.scale.tests.js
+++ b/test/specs/core.scale.tests.js
@@ -63,10 +63,14 @@ describe('Core.scale', function() {
 				labels: [
 					'January 2018', 'February 2018', 'March 2018', 'April 2018',
 					'May 2018', 'June 2018', 'July 2018', 'August 2018',
-					'September 2018', 'October 2018', 'November 2018', 'December 2018'
+					'September 2018', 'October 2018', 'November 2018', 'December 2018',
+					'January 2019', 'February 2019', 'March 2019', 'April 2019',
+					'May 2019', 'June 2019', 'July 2019', 'August 2019',
+					'September 2019', 'October 2019', 'November 2019', 'December 2019',
+					'January 2020', 'February 2020'
 				],
 				datasets: [{
-					data: [12, 19, 3, 5, 2, 3, 7, 8, 9, 10, 11, 12]
+					data: [12, 19, 3, 5, 2, 3, 7, 8, 9, 10, 11, 12, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14]
 				}]
 			});