diff --git a/packages/r2/src/r2Object.ts b/packages/r2/src/r2Object.ts
index 62d85ef32..e3f6ebdfc 100644
--- a/packages/r2/src/r2Object.ts
+++ b/packages/r2/src/r2Object.ts
@@ -164,10 +164,17 @@ function matchStrings(a: string | string[], b: string): boolean {
 }
 
 // headers can be a list: e.g. ["if-match", "a, b, c"] -> "if-match: [a, b, c]"
-function parseHeaderArray(input?: string): undefined | string | string[] {
-  if (typeof input !== "string") return;
-  if (!input.includes(",")) return input;
-  return input.split(",").map((x) => x.trim());
+function parseHeaderArray(input: string): string | string[] {
+  // split if comma found, otherwise return input
+  if (!input.includes(",")) return stripQuotes(input);
+  return input.split(",").map((x) => stripQuotes(x));
+}
+
+function stripQuotes(input: string): string {
+  input = input.trim();
+  if (input[0] === '"') input = input.slice(1);
+  if (input[input.length - 1] === '"') input = input.slice(0, -1);
+  return input;
 }
 
 export function parseOnlyIf(
@@ -185,18 +192,26 @@ export function parseOnlyIf(
   // if string list, convert to array. e.g. 'etagMatches': 'a, b, c' -> ['a', 'b', 'c']
   if (typeof onlyIf.etagMatches === "string") {
     onlyIf.etagMatches = parseHeaderArray(onlyIf.etagMatches);
+  } else if (Array.isArray(onlyIf.etagMatches)) {
+    // otherwise if an array, strip the quotes
+    onlyIf.etagMatches = onlyIf.etagMatches.map((x) => stripQuotes(x));
   }
   // if string list, convert to array. e.g. 'etagMatches': 'a, b, c' -> ['a', 'b', 'c']
   if (typeof onlyIf.etagDoesNotMatch === "string") {
     onlyIf.etagDoesNotMatch = parseHeaderArray(onlyIf.etagDoesNotMatch);
+  } else if (Array.isArray(onlyIf.etagDoesNotMatch)) {
+    // otherwise if an array, strip the quotes
+    onlyIf.etagDoesNotMatch = onlyIf.etagDoesNotMatch.map((x) =>
+      stripQuotes(x)
+    );
   }
   // if string, convert to date
   if (typeof onlyIf.uploadedBefore === "string") {
-    onlyIf.uploadedBefore = new Date(onlyIf.uploadedBefore);
+    onlyIf.uploadedBefore = new Date(stripQuotes(onlyIf.uploadedBefore));
   }
   // if string, convert to date
   if (typeof onlyIf.uploadedAfter === "string") {
-    onlyIf.uploadedAfter = new Date(onlyIf.uploadedAfter);
+    onlyIf.uploadedAfter = new Date(stripQuotes(onlyIf.uploadedAfter));
   }
 
   return onlyIf as R2Conditional;
diff --git a/packages/r2/test/r2Object.spec.ts b/packages/r2/test/r2Object.spec.ts
index 8d37a0231..dd9481206 100644
--- a/packages/r2/test/r2Object.spec.ts
+++ b/packages/r2/test/r2Object.spec.ts
@@ -427,6 +427,20 @@ test("R2Object: parseOnlyIf: each parameter is parsed correctly as an R2Conditio
   t.deepEqual(parsed.uploadedAfter, new Date(0));
 });
 
+test("R2Object: parseOnlyIf with quotes: each parameter is parsed correctly as an R2Conditional object", (t) => {
+  const r2conditional = {
+    etagMatches: '"*"',
+    etagDoesNotMatch: ['"123"', '"456"'],
+    uploadedBefore: '"1970-01-01T00:00:00.000Z"',
+    uploadedAfter: '"1970-01-01T00:00:00.000Z"',
+  };
+  const parsed = parseOnlyIf(r2conditional as any);
+  t.is(parsed.etagMatches, "*");
+  t.deepEqual(parsed.etagDoesNotMatch, ["123", "456"]);
+  t.deepEqual(parsed.uploadedBefore, new Date(0));
+  t.deepEqual(parsed.uploadedAfter, new Date(0));
+});
+
 test("R2Object: parseOnlyIf: parsing instanceof Headers", (t) => {
   const r2ConditionalHeaders = new Headers();
   // test capitalization