diff --git a/custom/conf/app.example.ini b/custom/conf/app.example.ini
index 88297fe0d975e..671b8d74599dc 100644
--- a/custom/conf/app.example.ini
+++ b/custom/conf/app.example.ini
@@ -1062,6 +1062,9 @@ ROUTER = console
 ;;
 ;; In addition to testing patches using the three-way merge method, re-test conflicting patches with git apply
 ;TEST_CONFLICTING_PATCHES_WITH_GIT_APPLY = false
+;;
+;; Retarget child pull requests to the parent pull request branch target on merge of parent pull request
+;RETARGET_CHILDREN_ON_MERGE = false
 
 ;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;
 ;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;;
diff --git a/docs/content/doc/administration/config-cheat-sheet.en-us.md b/docs/content/doc/administration/config-cheat-sheet.en-us.md
index 76952df40e751..bff76d72cf66b 100644
--- a/docs/content/doc/administration/config-cheat-sheet.en-us.md
+++ b/docs/content/doc/administration/config-cheat-sheet.en-us.md
@@ -137,6 +137,7 @@ In addition there is _`StaticRootPath`_ which can be set as a built-in at build
 - `POPULATE_SQUASH_COMMENT_WITH_COMMIT_MESSAGES`: **false**: In default squash-merge messages include the commit message of all commits comprising the pull request.
 - `ADD_CO_COMMITTER_TRAILERS`: **true**: Add co-authored-by and co-committed-by trailers to merge commit messages if committer does not match author.
 - `TEST_CONFLICTING_PATCHES_WITH_GIT_APPLY`: **false**: PR patches are tested using a three-way merge method to discover if there are conflicts. If this setting is set to **true**, conflicting patches will be retested using `git apply` - This was the previous behaviour in 1.18 (and earlier) but is somewhat inefficient. Please report if you find that this setting is required.
+- `RETARGET_CHILDREN_ON_MERGE`: **false**: Retarget child pull requests to the parent pull request branch target on merge of parent pull request.
 
 ### Repository - Issue (`repository.issue`)
 
diff --git a/modules/setting/repository.go b/modules/setting/repository.go
index bae3c658a4855..f9b66b7d91ec4 100644
--- a/modules/setting/repository.go
+++ b/modules/setting/repository.go
@@ -84,6 +84,7 @@ var (
 			PopulateSquashCommentWithCommitMessages  bool
 			AddCoCommitterTrailers                   bool
 			TestConflictingPatchesWithGitApply       bool
+			RetargetChildrenOnMerge                  bool
 		} `ini:"repository.pull-request"`
 
 		// Issue Setting
@@ -207,6 +208,7 @@ var (
 			PopulateSquashCommentWithCommitMessages  bool
 			AddCoCommitterTrailers                   bool
 			TestConflictingPatchesWithGitApply       bool
+			RetargetChildrenOnMerge                  bool
 		}{
 			WorkInProgressPrefixes: []string{"WIP:", "[WIP]"},
 			// Same as GitHub. See
@@ -221,6 +223,7 @@ var (
 			DefaultMergeMessageOfficialApproversOnly: true,
 			PopulateSquashCommentWithCommitMessages:  false,
 			AddCoCommitterTrailers:                   true,
+			RetargetChildrenOnMerge:                  false,
 		},
 
 		// Issue settings
diff --git a/routers/api/v1/repo/pull.go b/routers/api/v1/repo/pull.go
index 9b5ec0b3f8ed6..b3f3a53ef3c41 100644
--- a/routers/api/v1/repo/pull.go
+++ b/routers/api/v1/repo/pull.go
@@ -904,6 +904,10 @@ func MergePullRequest(ctx *context.APIContext) {
 			}
 			defer headRepo.Close()
 		}
+		if err := pull_service.RetargetChildrenOnMerge(ctx, ctx.Doer, pr); err != nil {
+			ctx.Error(http.StatusInternalServerError, "RetargetChildrenOnMerge", err)
+			return
+		}
 		if err := repo_service.DeleteBranch(ctx, ctx.Doer, pr.HeadRepo, headRepo, pr.HeadBranch); err != nil {
 			switch {
 			case git.IsErrBranchNotExist(err):
diff --git a/routers/web/repo/pull.go b/routers/web/repo/pull.go
index 070fc109dcec9..45466fa339c3e 100644
--- a/routers/web/repo/pull.go
+++ b/routers/web/repo/pull.go
@@ -1401,6 +1401,12 @@ func CleanUpPullRequest(ctx *context.Context) {
 
 func deleteBranch(ctx *context.Context, pr *issues_model.PullRequest, gitRepo *git.Repository) {
 	fullBranchName := pr.HeadRepo.FullName() + ":" + pr.HeadBranch
+
+	if err := pull_service.RetargetChildrenOnMerge(ctx, ctx.Doer, pr); err != nil {
+		ctx.Flash.Error(ctx.Tr("repo.branch.deletion_failed", fullBranchName))
+		return
+	}
+
 	if err := repo_service.DeleteBranch(ctx, ctx.Doer, pr.HeadRepo, gitRepo, pr.HeadBranch); err != nil {
 		switch {
 		case git.IsErrBranchNotExist(err):
diff --git a/services/pull/pull.go b/services/pull/pull.go
index fe2f002010b1d..4172778a225a7 100644
--- a/services/pull/pull.go
+++ b/services/pull/pull.go
@@ -501,6 +501,42 @@ func (errs errlist) Error() string {
 	return ""
 }
 
+// RetargetChildrenOnMerge retarget children pull requests on merge if possible
+func RetargetChildrenOnMerge(ctx context.Context, doer *user_model.User, pr *issues_model.PullRequest) error {
+	if setting.Repository.PullRequest.RetargetChildrenOnMerge && pr.BaseRepoID == pr.HeadRepoID {
+		return RetargetBranchPulls(ctx, doer, pr.HeadRepoID, pr.HeadBranch, pr.BaseBranch)
+	}
+	return nil
+}
+
+// RetargetBranchPulls change target branch for all pull requests who's base branch is the branch
+func RetargetBranchPulls(ctx context.Context, doer *user_model.User, repoID int64, branch, targetBranch string) error {
+	prs, err := issues_model.GetUnmergedPullRequestsByBaseInfo(repoID, branch)
+	if err != nil {
+		return err
+	}
+
+	if err := issues_model.PullRequestList(prs).LoadAttributes(); err != nil {
+		return err
+	}
+
+	var errs errlist
+	for _, pr := range prs {
+		if err = pr.Issue.LoadAttributes(ctx); err != nil {
+			errs = append(errs, err)
+		} else if err = ChangeTargetBranch(ctx, pr, doer, targetBranch); err != nil &&
+			!issues_model.IsErrIssueIsClosed(err) && !models.IsErrPullRequestHasMerged(err) &&
+			!issues_model.IsErrPullRequestAlreadyExists(err) {
+			errs = append(errs, err)
+		}
+	}
+
+	if len(errs) > 0 {
+		return errs
+	}
+	return nil
+}
+
 // CloseBranchPulls close all the pull requests who's head branch is the branch
 func CloseBranchPulls(doer *user_model.User, repoID int64, branch string) error {
 	prs, err := issues_model.GetUnmergedPullRequestsByHeadInfo(repoID, branch, false)