diff --git a/.github/workflows/buildpack.yml b/.github/workflows/buildpack.yml
index d0338e4..99bdd4b 100644
--- a/.github/workflows/buildpack.yml
+++ b/.github/workflows/buildpack.yml
@@ -30,7 +30,7 @@ on:
         required: false
         type: string
       compare_tag:
-        description: Tag to compare to. See CONTRIBUTING.md for more information.
+        description: Tag(s) to compare against. If specifying multiple, seperate by commas. (Spaces allowed). See CONTRIBUTING.md for more information.
         required: false
         type: string
       separate_upload:
diff --git a/.github/workflows/createchangelog.yml b/.github/workflows/createchangelog.yml
index aee4597..f1d87f9 100644
--- a/.github/workflows/createchangelog.yml
+++ b/.github/workflows/createchangelog.yml
@@ -16,7 +16,7 @@ on:
           - 'Beta Release'
           - 'Alpha Release'
       compare_tag:
-        description: Tag to compare against. If not set, will use the tag before `Tag`.
+        description: Tag(s) to compare against. If not set, will use the tag before `Tag`. If specifying multiple, seperate by commas. (Spaces allowed).
         required: false
       branch:
         description: Branch to push changelog to. If not set, changelog will just be uploaded as an artifact.
diff --git a/.github/workflows/deploy.yml b/.github/workflows/deploy.yml
index 147f7b8..0061515 100644
--- a/.github/workflows/deploy.yml
+++ b/.github/workflows/deploy.yml
@@ -29,7 +29,7 @@ on:
         required: false
         type: string
       compare_tag:
-        description: Tag to compare to. See CONTRIBUTING.md for more information.
+        description: Tag(s) to compare against. If specifying multiple, seperate by commas. (Spaces allowed). See CONTRIBUTING.md for more information.
         required: false
         type: string
       deploy_to_gh:
diff --git a/.github/workflows/releasechangelog.yml b/.github/workflows/releasechangelog.yml
index a0c3dd6..c9bede7 100644
--- a/.github/workflows/releasechangelog.yml
+++ b/.github/workflows/releasechangelog.yml
@@ -16,7 +16,7 @@ on:
           - 'Beta Release'
           - 'Alpha Release'
       compare_tag:
-        description: Tag to compare against.
+        description: Tag(s) to compare against. If not set, will use the tag before `Tag`. If specifying multiple, seperate by commas. (Spaces allowed).
         required: false
       branch:
         description: Branch to push changelog to. If not set, changelog will just be uploaded as an artifact.
diff --git a/.github/workflows/releasedeploy.yml b/.github/workflows/releasedeploy.yml
index 06fc567..e24847f 100644
--- a/.github/workflows/releasedeploy.yml
+++ b/.github/workflows/releasedeploy.yml
@@ -17,7 +17,7 @@ on:
           - 'Beta Release'
           - 'Alpha Release'
       compare_tag:
-        description: Tag to compare to. See CONTRIBUTING.md for more information.
+        description: Tag(s) to compare against. If specifying multiple, seperate by commas. (Spaces allowed). See CONTRIBUTING.md for more information.
         required: false
         type: string
       deploy_to_gh:
diff --git a/tools/tasks/changelog/changelogData.ts b/tools/tasks/changelog/changelogData.ts
index 41a2815..76340ec 100644
--- a/tools/tasks/changelog/changelogData.ts
+++ b/tools/tasks/changelog/changelogData.ts
@@ -19,6 +19,9 @@ export default class ChangelogData {
 	// Set of tags
 	tags: Set<string>;
 
+	/**
+	 * A normal initialisation.
+	 */
 	async init(): Promise<void> {
 		this.since = getLastGitTag();
 		this.to = "HEAD";
@@ -54,4 +57,38 @@ export default class ChangelogData {
 
 		this.tags = new Set<string>(await getTags(this.to));
 	}
+
+	shouldIterate(): boolean {
+		return isEnvVariableSet("COMPARE_TAG");
+	}
+
+	/**
+	 * Gets the compare tags, or iterations. Also sets up the iteration environment.
+	 * @return tags The Compare Tags
+	 */
+	getIterations(): string[] {
+		const iterations = process.env.COMPARE_TAG;
+		return iterations.split(",").map((tag) => tag.trim());
+	}
+
+	/**
+	 * Setups the state for a iteration. Init must be called first.
+	 */
+	setupIteration(compareTag: string): void {
+		this.since = compareTag;
+	}
+
+	/**
+	 * Resets the state for a future iteration. Init must be called first.
+	 */
+	resetForIteration(): void {
+		// Reset all lists, except builder
+		this.commitList = [];
+
+		this.commitFixes = new Map<string, FixUpInfo>();
+		this.shaList = new Set<string>();
+		this.combineList = new Map<string, Commit[]>();
+
+		// Tags list is fine because the `to` stays the same
+	}
 }
diff --git a/tools/tasks/changelog/createChangelog.ts b/tools/tasks/changelog/createChangelog.ts
index eda3fc2..e1c9181 100644
--- a/tools/tasks/changelog/createChangelog.ts
+++ b/tools/tasks/changelog/createChangelog.ts
@@ -9,7 +9,7 @@ import { parsers } from "./definitions";
 import parse from "./parser";
 import { specialParserSetup } from "./specialParser";
 import generateModChanges from "./generateModChanges";
-import pushAll from "./pusher";
+import pushAll, { pushChangelog, pushSeperator, pushTitle } from "./pusher";
 
 /**
  * Generates a changelog based on environmental variables, and saves it a changelog data class.
@@ -18,6 +18,32 @@ async function createChangelog(): Promise<ChangelogData> {
 	const data: ChangelogData = new ChangelogData();
 
 	await data.init();
+
+	// Handle Iterations
+	if (data.shouldIterate()) {
+		const tags = data.getIterations();
+		pushTitle(data);
+		for (const tag of tags) {
+			data.setupIteration(tag);
+			categoriesSetup();
+			specialParserSetup(data);
+
+			for (const parser of parsers) {
+				await parse(data, parser);
+			}
+
+			await generateModChanges(data);
+
+			pushChangelog(data);
+			if (tags.indexOf(tag) < tags.length - 1) {
+				// More to go
+				pushSeperator(data);
+				data.resetForIteration();
+			}
+		}
+		return data;
+	}
+
 	categoriesSetup();
 	specialParserSetup(data);
 
diff --git a/tools/tasks/changelog/pusher.ts b/tools/tasks/changelog/pusher.ts
index f89755b..847d2fe 100644
--- a/tools/tasks/changelog/pusher.ts
+++ b/tools/tasks/changelog/pusher.ts
@@ -6,7 +6,13 @@ import { repoLink } from "./definitions";
 let data: ChangelogData;
 
 export default function pushAll(inputData: ChangelogData): void {
+	pushTitle(inputData);
+	pushChangelog(inputData);
+}
+
+export function pushTitle(inputData: ChangelogData): void {
 	data = inputData;
+
 	// Push the titles.
 	// Center Align is replaced by the correct center align style in the respective deployments.
 	// Must be triple bracketed, to make mustache not html escape it.
@@ -27,6 +33,11 @@ export default function pushAll(inputData: ChangelogData): void {
 		data.builder.push(`<h1 {{{ CENTER_ALIGN }}}>${data.releaseType} ${data.to}</h1>`, "");
 		data.builder.push("{{{ CF_REDIRECT }}}", "");
 	}
+}
+
+export function pushChangelog(inputData: ChangelogData): void {
+	data = inputData;
+
 	data.builder.push(`# Changes Since ${data.since}`, "");
 
 	// Push Sections of Changelog
@@ -55,6 +66,12 @@ export default function pushAll(inputData: ChangelogData): void {
 	);
 }
 
+export function pushSeperator(inputData: ChangelogData): void {
+	data = inputData;
+
+	data.builder.push("", "<hr>", "");
+}
+
 /**
  * Pushes a given category to the builders.
  */
diff --git a/tools/util/util.ts b/tools/util/util.ts
index 5a5a04b..997fa57 100644
--- a/tools/util/util.ts
+++ b/tools/util/util.ts
@@ -205,18 +205,12 @@ export function makeArtifactNameBody(baseName: string): string {
 }
 
 /**
- * Returns the COMPARE_TAG env if set, else fetches the last tag known to Git using the current branch.
+ * Returns and fetches the last tag known to Git using the current branch.
  * @param before Tag to get the tag before.
  * @returns string Git tag.
  * @throws
  */
 export function getLastGitTag(before?: string): string {
-	if (isEnvVariableSet("COMPARE_TAG")) {
-		checkGitTag(process.env["COMPARE_TAG"]);
-
-		return process.env["COMPARE_TAG"];
-	}
-
 	if (before) {
 		before = `"${before}^"`;
 	}