diff --git a/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/HandlerTests.java b/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/HandlerTests.java
index a006acfb75..4cfacb28ac 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/HandlerTests.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/HandlerTests.java
@@ -159,10 +159,10 @@ public class HandlerTests {
 	public void fallbackToJdksJarUrlStreamHandler() throws Exception {
 		File testJar = this.temporaryFolder.newFile("test.jar");
 		TestJarCreator.createTestJar(testJar);
-		URLConnection connection = new URL(null, "jar:file:" + testJar.getAbsolutePath() + "!/nested.jar!/",
-				this.handler).openConnection();
+		URLConnection connection = new URL(null, "jar:" + testJar.toURI().toURL() + "!/nested.jar!/", this.handler)
+				.openConnection();
 		assertThat(connection).isInstanceOf(JarURLConnection.class);
-		URLConnection jdkConnection = new URL(null, "jar:file:file:" + testJar.getAbsolutePath() + "!/nested.jar!/",
+		URLConnection jdkConnection = new URL(null, "jar:file:" + testJar.toURI().toURL() + "!/nested.jar!/",
 				this.handler).openConnection();
 		assertThat(jdkConnection).isNotInstanceOf(JarURLConnection.class);
 	}
diff --git a/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java b/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
index f254aaf82e..cdf4a20ad5 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
@@ -57,7 +57,7 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToRootUsingAbsoluteUrl() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/");
 		assertThat(JarURLConnection.get(url, this.jarFile).getContent()).isSameAs(this.jarFile);
 	}
 
@@ -69,7 +69,7 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToEntryUsingAbsoluteUrl() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/1.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/1.dat");
 		assertThat(JarURLConnection.get(url, this.jarFile).getInputStream())
 				.hasSameContentAs(new ByteArrayInputStream(new byte[] { 1 }));
 	}
@@ -83,14 +83,14 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToEntryUsingAbsoluteUrlWithFileColonSlashSlashPrefix() throws Exception {
-		URL url = new URL("jar:file:/" + getAbsolutePath() + "!/1.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/1.dat");
 		assertThat(JarURLConnection.get(url, this.jarFile).getInputStream())
 				.hasSameContentAs(new ByteArrayInputStream(new byte[] { 1 }));
 	}
 
 	@Test
 	public void connectionToEntryUsingAbsoluteUrlForNestedEntry() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/nested.jar!/3.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/nested.jar!/3.dat");
 		assertThat(JarURLConnection.get(url, this.jarFile).getInputStream())
 				.hasSameContentAs(new ByteArrayInputStream(new byte[] { 3 }));
 	}
@@ -104,7 +104,7 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToEntryUsingAbsoluteUrlForEntryFromNestedJarFile() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/nested.jar!/3.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/nested.jar!/3.dat");
 		JarFile nested = this.jarFile.getNestedJarFile(this.jarFile.getEntry("nested.jar"));
 		assertThat(JarURLConnection.get(url, nested).getInputStream())
 				.hasSameContentAs(new ByteArrayInputStream(new byte[] { 3 }));
@@ -120,7 +120,7 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToEntryInNestedJarFromUrlThatUsesExistingUrlAsContext() throws Exception {
-		URL url = new URL(new URL("jar", null, -1, "file:" + getAbsolutePath() + "!/nested.jar!/", new Handler()),
+		URL url = new URL(new URL("jar", null, -1, this.rootJarFile.toURI().toURL() + "!/nested.jar!/", new Handler()),
 				"/3.dat");
 		JarFile nested = this.jarFile.getNestedJarFile(this.jarFile.getEntry("nested.jar"));
 		assertThat(JarURLConnection.get(url, nested).getInputStream())
@@ -143,7 +143,7 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void connectionToEntryUsingWrongAbsoluteUrlForEntryFromNestedJarFile() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/w.jar!/3.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/w.jar!/3.dat");
 		JarFile nested = this.jarFile.getNestedJarFile(this.jarFile.getEntry("nested.jar"));
 		assertThatExceptionOfType(FileNotFoundException.class)
 				.isThrownBy(JarURLConnection.get(url, nested)::getInputStream);
@@ -151,21 +151,21 @@ public class JarURLConnectionTests {
 
 	@Test
 	public void getContentLengthReturnsLengthOfUnderlyingEntry() throws Exception {
-		URL url = new URL(new URL("jar", null, -1, "file:" + getAbsolutePath() + "!/nested.jar!/", new Handler()),
+		URL url = new URL(new URL("jar", null, -1, this.rootJarFile.toURI().toURL() + "!/nested.jar!/", new Handler()),
 				"/3.dat");
 		assertThat(url.openConnection().getContentLength()).isEqualTo(1);
 	}
 
 	@Test
 	public void getContentLengthLongReturnsLengthOfUnderlyingEntry() throws Exception {
-		URL url = new URL(new URL("jar", null, -1, "file:" + getAbsolutePath() + "!/nested.jar!/", new Handler()),
+		URL url = new URL(new URL("jar", null, -1, this.rootJarFile.toURI().toURL() + "!/nested.jar!/", new Handler()),
 				"/3.dat");
 		assertThat(url.openConnection().getContentLengthLong()).isEqualTo(1);
 	}
 
 	@Test
 	public void getLastModifiedReturnsLastModifiedTimeOfJarEntry() throws Exception {
-		URL url = new URL("jar:file:" + getAbsolutePath() + "!/1.dat");
+		URL url = new URL("jar:" + this.rootJarFile.toURI().toURL() + "!/1.dat");
 		JarURLConnection connection = JarURLConnection.get(url, this.jarFile);
 		assertThat(connection.getLastModified()).isEqualTo(connection.getJarEntry().getTime());
 	}
@@ -191,10 +191,6 @@ public class JarURLConnectionTests {
 				.isEqualTo("\u00e1/b/\u00c7.class");
 	}
 
-	private String getAbsolutePath() {
-		return this.rootJarFile.getAbsolutePath().replace('\\', '/');
-	}
-
 	private String getRelativePath() {
 		return this.rootJarFile.getPath().replace('\\', '/');
 	}