diff --git a/src/harness/unittests/tsserverProjectSystem.ts b/src/harness/unittests/tsserverProjectSystem.ts
index 158db9ec84f..f07ec178381 100644
--- a/src/harness/unittests/tsserverProjectSystem.ts
+++ b/src/harness/unittests/tsserverProjectSystem.ts
@@ -356,7 +356,7 @@ namespace ts.projectSystem {
     }
 
     function checkOpenFiles(projectService: server.ProjectService, expectedFiles: FileOrFolder[]) {
-        checkFileNames("Open files", projectService.openFiles.map(info => info.fileName), expectedFiles.map(file => file.path));
+        checkFileNames("Open files", arrayFrom(projectService.openFiles.keys(), path => projectService.getScriptInfoForPath(path as Path).fileName), expectedFiles.map(file => file.path));
     }
 
     /**
@@ -4327,6 +4327,40 @@ namespace ts.projectSystem {
             checkWatchedDirectories(host, [], /*recursive*/ false);
             checkWatchedDirectories(host, typeRootLocations, /*recursive*/ true);
         });
+
+        it("should use projectRootPath when searching for inferred project again 2", () => {
+            const projectDir = "/a/b/projects/project";
+            const configFileLocation = `${projectDir}/src`;
+            const f1 = {
+                path: `${configFileLocation}/file1.ts`,
+                content: ""
+            };
+            const configFile = {
+                path: `${configFileLocation}/tsconfig.json`,
+                content: "{}"
+            };
+            const configFile2 = {
+                path: "/a/b/projects/tsconfig.json",
+                content: "{}"
+            };
+            const host = createServerHost([f1, libFile, configFile, configFile2]);
+            const service = createProjectService(host, { useSingleInferredProject: true }, { useInferredProjectPerProjectRoot: true });
+            service.openClientFile(f1.path, /*fileContent*/ undefined, /*scriptKind*/ undefined, projectDir);
+            checkNumberOfProjects(service, { configuredProjects: 1 });
+            assert.isDefined(service.configuredProjects.get(configFile.path));
+            checkWatchedFiles(host, [libFile.path, configFile.path]);
+            checkWatchedDirectories(host, [], /*recursive*/ false);
+            checkWatchedDirectories(host, getTypeRootsFromLocation(configFileLocation).concat(configFileLocation), /*recursive*/ true);
+
+            // Delete config file - should create inferred project with project root path set
+            host.reloadFS([f1, libFile, configFile2]);
+            host.runQueuedTimeoutCallbacks();
+            checkNumberOfProjects(service, { inferredProjects: 1 });
+            assert.equal(service.inferredProjects[0].projectRootPath, projectDir);
+            checkWatchedFiles(host, [libFile.path, configFile.path, `${configFileLocation}/jsconfig.json`, `${projectDir}/tsconfig.json`, `${projectDir}/jsconfig.json`]);
+            checkWatchedDirectories(host, [], /*recursive*/ false);
+            checkWatchedDirectories(host, getTypeRootsFromLocation(projectDir), /*recursive*/ true);
+        });
     });
 
     describe("cancellationToken", () => {
diff --git a/src/server/editorServices.ts b/src/server/editorServices.ts
index f749c27cbbc..b7617e1fa17 100644
--- a/src/server/editorServices.ts
+++ b/src/server/editorServices.ts
@@ -352,9 +352,9 @@ namespace ts.server {
          */
         readonly configuredProjects = createMap<ConfiguredProject>();
         /**
-         * list of open files
+         * Open files: with value being project root path, and key being Path of the file that is open
          */
-        readonly openFiles: ScriptInfo[] = [];
+        readonly openFiles = createMap<NormalizedPath>();
 
         private compilerOptionsForInferredProjects: CompilerOptions;
         private compilerOptionsForInferredProjectsPerProjectRoot = createMap<CompilerOptions>();
@@ -582,7 +582,7 @@ namespace ts.server {
             const event: ProjectsUpdatedInBackgroundEvent = {
                 eventName: ProjectsUpdatedInBackgroundEvent,
                 data: {
-                    openFiles: this.openFiles.map(f => f.fileName)
+                    openFiles: arrayFrom(this.openFiles.keys(), path => this.getScriptInfoForPath(path as Path).fileName)
                 }
             };
             this.eventHandler(event);
@@ -891,7 +891,7 @@ namespace ts.server {
         }
 
         /*@internal*/
-        assignOrphanScriptInfoToInferredProject(info: ScriptInfo, projectRootPath?: string) {
+        assignOrphanScriptInfoToInferredProject(info: ScriptInfo, projectRootPath: NormalizedPath | undefined) {
             Debug.assert(info.isOrphan());
 
             const project = this.getOrCreateInferredProjectForProjectRootPathIfEnabled(info, projectRootPath) ||
@@ -935,7 +935,7 @@ namespace ts.server {
             info.close();
             this.stopWatchingConfigFilesForClosedScriptInfo(info);
 
-            unorderedRemoveItem(this.openFiles, info);
+            this.openFiles.delete(info.path);
 
             const fileExists = this.host.fileExists(info.fileName);
 
@@ -974,11 +974,12 @@ namespace ts.server {
                 }
 
                 // collect orphaned files and assign them to inferred project just like we treat open of a file
-                for (const f of this.openFiles) {
+                this.openFiles.forEach((projectRootPath, path) => {
+                    const f = this.getScriptInfoForPath(path as Path);
                     if (f.isOrphan()) {
-                        this.assignOrphanScriptInfoToInferredProject(f);
+                        this.assignOrphanScriptInfoToInferredProject(f, projectRootPath);
                     }
-                }
+                });
 
                 // Cleanup script infos that arent part of any project (eg. those could be closed script infos not referenced by any project)
                 // is postponed to next file open so that if file from same project is opened,
@@ -1172,7 +1173,7 @@ namespace ts.server {
          * This is called by inferred project whenever script info is added as a root
          */
         /* @internal */
-        startWatchingConfigFilesForInferredProjectRoot(info: ScriptInfo) {
+        startWatchingConfigFilesForInferredProjectRoot(info: ScriptInfo, projectRootPath: NormalizedPath | undefined) {
             Debug.assert(info.isScriptOpen());
             this.forEachConfigFileLocation(info, (configFileName, canonicalConfigFilePath) => {
                 let configFileExistenceInfo = this.configFileExistenceInfoCache.get(canonicalConfigFilePath);
@@ -1194,7 +1195,7 @@ namespace ts.server {
                     !this.getConfiguredProjectByCanonicalConfigFilePath(canonicalConfigFilePath)) {
                     this.createConfigFileWatcherOfConfigFileExistence(configFileName, canonicalConfigFilePath, configFileExistenceInfo);
                 }
-            });
+            }, projectRootPath);
         }
 
         /**
@@ -1262,7 +1263,7 @@ namespace ts.server {
          * The server must start searching from the directory containing
          * the newly opened file.
          */
-        private getConfigFileNameForFile(info: ScriptInfo, projectRootPath?: NormalizedPath) {
+        private getConfigFileNameForFile(info: ScriptInfo, projectRootPath: NormalizedPath | undefined) {
             Debug.assert(info.isScriptOpen());
             this.logger.info(`Search path: ${getDirectoryPath(info.fileName)}`);
             const configFileName = this.forEachConfigFileLocation(info,
@@ -1301,9 +1302,9 @@ namespace ts.server {
             printProjects(this.inferredProjects, counter);
 
             this.logger.info("Open files: ");
-            for (const rootFile of this.openFiles) {
-                this.logger.info(`\t${rootFile.fileName}`);
-            }
+            this.openFiles.forEach((projectRootPath, path) => {
+                this.logger.info(`\tFileName: ${this.getScriptInfoForPath(path as Path).fileName} ProjectRootPath: ${projectRootPath}`);
+            });
 
             this.logger.endGroup();
         }
@@ -1605,7 +1606,7 @@ namespace ts.server {
             });
         }
 
-        private getOrCreateInferredProjectForProjectRootPathIfEnabled(info: ScriptInfo, projectRootPath: string | undefined): InferredProject | undefined {
+        private getOrCreateInferredProjectForProjectRootPathIfEnabled(info: ScriptInfo, projectRootPath: NormalizedPath | undefined): InferredProject | undefined {
             if (!this.useInferredProjectPerProjectRoot) {
                 return undefined;
             }
@@ -1659,7 +1660,7 @@ namespace ts.server {
             return this.createInferredProject(/*currentDirectory*/ undefined, /*isSingleInferredProject*/ true);
         }
 
-        private createInferredProject(currentDirectory: string | undefined, isSingleInferredProject?: boolean, projectRootPath?: string): InferredProject {
+        private createInferredProject(currentDirectory: string | undefined, isSingleInferredProject?: boolean, projectRootPath?: NormalizedPath): InferredProject {
             const compilerOptions = projectRootPath && this.compilerOptionsForInferredProjectsPerProjectRoot.get(projectRootPath) || this.compilerOptionsForInferredProjects;
             const project = new InferredProject(this, this.documentRegistry, compilerOptions, projectRootPath, currentDirectory);
             if (isSingleInferredProject) {
@@ -1796,23 +1797,19 @@ namespace ts.server {
             // as there is no need to load contents of the files from the disk
 
             // Reload Projects
-            this.reloadConfiguredProjectForFiles(this.openFiles, /*delayReload*/ false);
+            this.reloadConfiguredProjectForFiles(this.openFiles, /*delayReload*/ false, returnTrue);
             this.refreshInferredProjects();
         }
 
         private delayReloadConfiguredProjectForFiles(configFileExistenceInfo: ConfigFileExistenceInfo, ignoreIfNotRootOfInferredProject: boolean) {
             // Get open files to reload projects for
-            const openFiles = mapDefinedIter(
-                configFileExistenceInfo.openFilesImpactedByConfigFile.entries(),
-                ([path, isRootOfInferredProject]) => {
-                    if (!ignoreIfNotRootOfInferredProject || isRootOfInferredProject) {
-                        const info = this.getScriptInfoForPath(path as Path);
-                        Debug.assert(!!info);
-                        return info;
-                    }
-                }
+            this.reloadConfiguredProjectForFiles(
+                configFileExistenceInfo.openFilesImpactedByConfigFile,
+                /*delayReload*/ true,
+                ignoreIfNotRootOfInferredProject ?
+                    isRootOfInferredProject => isRootOfInferredProject : // Reload open files if they are root of inferred project
+                    returnTrue // Reload all the open files impacted by config file
             );
-            this.reloadConfiguredProjectForFiles(openFiles, /*delayReload*/ true);
             this.delayInferredProjectsRefresh();
         }
 
@@ -1821,16 +1818,24 @@ namespace ts.server {
          * If the config file is found and it refers to existing project, it reloads it either immediately
          * or schedules it for reload depending on delayReload option
          * If the there is no existing project it just opens the configured project for the config file
+         * reloadForInfo provides a way to filter out files to reload configured project for
          */
-        private reloadConfiguredProjectForFiles(openFiles: ReadonlyArray<ScriptInfo>, delayReload: boolean) {
+        private reloadConfiguredProjectForFiles<T>(openFiles: Map<T>, delayReload: boolean, shouldReloadProjectFor: (openFileValue: T) => boolean) {
             const updatedProjects = createMap<true>();
             // try to reload config file for all open files
-            for (const info of openFiles) {
+            openFiles.forEach((openFileValue, path) => {
+                // Filter out the files that need to be ignored
+                if (!shouldReloadProjectFor(openFileValue)) {
+                    return;
+                }
+
+                const info = this.getScriptInfoForPath(path as Path);
+                Debug.assert(info.isScriptOpen());
                 // This tries to search for a tsconfig.json for the given file. If we found it,
                 // we first detect if there is already a configured project created for it: if so,
                 // we re- read the tsconfig file content and update the project only if we havent already done so
                 // otherwise we create a new one.
-                const configFileName = this.getConfigFileNameForFile(info);
+                const configFileName = this.getConfigFileNameForFile(info, this.openFiles.get(path));
                 if (configFileName) {
                     const project = this.findConfiguredProjectByProjectName(configFileName);
                     if (!project) {
@@ -1848,7 +1853,7 @@ namespace ts.server {
                         updatedProjects.set(configFileName, true);
                     }
                 }
-            }
+            });
         }
 
         /**
@@ -1893,16 +1898,17 @@ namespace ts.server {
             this.logger.info("refreshInferredProjects: updating project structure from ...");
             this.printProjects();
 
-            for (const info of this.openFiles) {
+            this.openFiles.forEach((projectRootPath, path) => {
+                const info = this.getScriptInfoForPath(path as Path);
                 // collect all orphaned script infos from open files
                 if (info.isOrphan()) {
-                    this.assignOrphanScriptInfoToInferredProject(info);
+                    this.assignOrphanScriptInfoToInferredProject(info, projectRootPath);
                 }
                 else {
                     // Or remove the root of inferred project if is referenced in more than one projects
                     this.removeRootOfInferredProjectIfNowPartOfOtherProject(info);
                 }
-            }
+            });
 
             for (const p of this.inferredProjects) {
                 p.updateGraph();
@@ -1956,7 +1962,7 @@ namespace ts.server {
                 this.assignOrphanScriptInfoToInferredProject(info, projectRootPath);
             }
             Debug.assert(!info.isOrphan());
-            this.openFiles.push(info);
+            this.openFiles.set(info.path, projectRootPath);
 
             if (sendConfigFileDiagEvent) {
                 configFileErrors = project.getAllProjectErrors();
diff --git a/src/server/project.ts b/src/server/project.ts
index 7542b30df00..58f15472e58 100644
--- a/src/server/project.ts
+++ b/src/server/project.ts
@@ -1064,7 +1064,7 @@ namespace ts.server {
             projectService: ProjectService,
             documentRegistry: DocumentRegistry,
             compilerOptions: CompilerOptions,
-            projectRootPath: string | undefined,
+            projectRootPath: NormalizedPath | undefined,
             currentDirectory: string | undefined) {
             super(InferredProject.newName(),
                 ProjectKind.Inferred,
@@ -1080,7 +1080,8 @@ namespace ts.server {
         }
 
         addRoot(info: ScriptInfo) {
-            this.projectService.startWatchingConfigFilesForInferredProjectRoot(info);
+            Debug.assert(info.isScriptOpen());
+            this.projectService.startWatchingConfigFilesForInferredProjectRoot(info, this.projectService.openFiles.get(info.path));
             if (!this._isJsInferredProject && info.isJavaScript()) {
                 this.toggleJsInferredProject(/*isJsInferredProject*/ true);
             }
diff --git a/tests/baselines/reference/api/tsserverlibrary.d.ts b/tests/baselines/reference/api/tsserverlibrary.d.ts
index 0f20bfc8687..6b341d79397 100644
--- a/tests/baselines/reference/api/tsserverlibrary.d.ts
+++ b/tests/baselines/reference/api/tsserverlibrary.d.ts
@@ -7435,9 +7435,9 @@ declare namespace ts.server {
          */
         readonly configuredProjects: Map<ConfiguredProject>;
         /**
-         * list of open files
+         * Open files: with value being project root path, and key being Path of the file that is open
          */
-        readonly openFiles: ScriptInfo[];
+        readonly openFiles: Map<NormalizedPath>;
         private compilerOptionsForInferredProjects;
         private compilerOptionsForInferredProjectsPerProjectRoot;
         /**
@@ -7556,7 +7556,7 @@ declare namespace ts.server {
          * The server must start searching from the directory containing
          * the newly opened file.
          */
-        private getConfigFileNameForFile(info, projectRootPath?);
+        private getConfigFileNameForFile(info, projectRootPath);
         private printProjects();
         private findConfiguredProjectByProjectName(configFileName);
         private getConfiguredProjectByCanonicalConfigFilePath(canonicalConfigFilePath);
@@ -7592,8 +7592,9 @@ declare namespace ts.server {
          * If the config file is found and it refers to existing project, it reloads it either immediately
          * or schedules it for reload depending on delayReload option
          * If the there is no existing project it just opens the configured project for the config file
+         * reloadForInfo provides a way to filter out files to reload configured project for
          */
-        private reloadConfiguredProjectForFiles(openFiles, delayReload);
+        private reloadConfiguredProjectForFiles<T>(openFiles, delayReload, shouldReloadProjectFor);
         /**
          * Remove the root of inferred project if script info is part of another project
          */