diff --git a/server/routes/request.test.ts b/server/routes/request.test.ts
index 28a2b7376d..ebf58cb7b5 100644
--- a/server/routes/request.test.ts
+++ b/server/routes/request.test.ts
@@ -15,6 +15,7 @@ import { getRepository } from '@server/datasource';
 import Media from '@server/entity/Media';
 import { MediaRequest } from '@server/entity/MediaRequest';
 import OverrideRule from '@server/entity/OverrideRule';
+import Season from '@server/entity/Season';
 import SeasonRequest from '@server/entity/SeasonRequest';
 import { User } from '@server/entity/User';
 import type { RadarrSettings, SonarrSettings } from '@server/lib/settings';
@@ -350,6 +351,19 @@ async function seedTvMedia(tmdbId: number) {
   );
 }
 
+async function seedMediaSeasons(
+  tmdbId: number,
+  seasons: { seasonNumber: number; status: MediaStatus }[]
+) {
+  const media = await seedTvMedia(tmdbId);
+  media.seasons = seasons.map(
+    ({ seasonNumber, status }) =>
+      new Season({ seasonNumber, status, status4k: MediaStatus.UNKNOWN })
+  );
+
+  return getRepository(Media).save(media);
+}
+
 async function seedTvRequest(
   requestedBy: User,
   seasons: number[],
@@ -411,6 +425,102 @@ describe('PUT /request/:requestId (tv)', () => {
   });
 });
 
+describe('PUT /request/:requestId (season availability)', () => {
+  it('does not add a season the media already has', async () => {
+    const requestRepo = getRepository(MediaRequest);
+    const owner = await seedUser('friend@seerr.dev');
+    const mediaRequest = await seedTvRequest(owner, [1]);
+    await seedMediaSeasons(67890, [
+      { seasonNumber: 2, status: MediaStatus.AVAILABLE },
+    ]);
+
+    const agent = await loginAs('friend@seerr.dev', 'test1234');
+    const res = await agent.put(`/request/${mediaRequest.id}`).send({
+      mediaType: MediaType.TV,
+      seasons: [1, 2, 3],
+    });
+
+    assert.strictEqual(res.status, 200);
+
+    const saved = await requestRepo.findOneOrFail({
+      where: { id: mediaRequest.id },
+    });
+    assert.deepStrictEqual(
+      saved.seasons.map((s) => s.seasonNumber).sort((a, b) => a - b),
+      [1, 3]
+    );
+  });
+
+  it('returns 202 when every requested season is already covered', async () => {
+    const owner = await seedUser('friend@seerr.dev');
+    const mediaRequest = await seedTvRequest(owner, [1]);
+    await seedMediaSeasons(67890, [
+      { seasonNumber: 2, status: MediaStatus.AVAILABLE },
+    ]);
+
+    const agent = await loginAs('friend@seerr.dev', 'test1234');
+    const res = await agent.put(`/request/${mediaRequest.id}`).send({
+      mediaType: MediaType.TV,
+      seasons: [2],
+    });
+
+    assert.strictEqual(res.status, 202);
+  });
+
+  it('keeps the seasons it already holds once they are available', async () => {
+    const requestRepo = getRepository(MediaRequest);
+    const owner = await seedUser('friend@seerr.dev');
+    const mediaRequest = await seedTvRequest(owner, [1, 2]);
+    await seedMediaSeasons(67890, [
+      { seasonNumber: 1, status: MediaStatus.AVAILABLE },
+      { seasonNumber: 2, status: MediaStatus.PROCESSING },
+    ]);
+
+    const agent = await loginAs('friend@seerr.dev', 'test1234');
+    const res = await agent.put(`/request/${mediaRequest.id}`).send({
+      mediaType: MediaType.TV,
+      seasons: [1, 2],
+      serverId: 3,
+    });
+
+    assert.strictEqual(res.status, 200);
+
+    const saved = await requestRepo.findOneOrFail({
+      where: { id: mediaRequest.id },
+    });
+    assert.deepStrictEqual(
+      saved.seasons.map((s) => s.seasonNumber).sort((a, b) => a - b),
+      [1, 2]
+    );
+    assert.strictEqual(saved.serverId, 3);
+  });
+
+  it('does not charge quota for a season the media already has', async () => {
+    const requestRepo = getRepository(MediaRequest);
+    const owner = await seedUser('friend@seerr.dev', { tvQuotaLimit: 1 });
+    const mediaRequest = await seedTvRequest(owner, [1]);
+    await seedMediaSeasons(67890, [
+      { seasonNumber: 2, status: MediaStatus.AVAILABLE },
+    ]);
+
+    const agent = await loginAs('friend@seerr.dev', 'test1234');
+    const res = await agent.put(`/request/${mediaRequest.id}`).send({
+      mediaType: MediaType.TV,
+      seasons: [1, 2],
+    });
+
+    assert.strictEqual(res.status, 200);
+
+    const saved = await requestRepo.findOneOrFail({
+      where: { id: mediaRequest.id },
+    });
+    assert.deepStrictEqual(
+      saved.seasons.map((s) => s.seasonNumber),
+      [1]
+    );
+  });
+});
+
 describe('PUT /request/:requestId (quota)', () => {
   it('rejects adding seasons beyond the season limit', async () => {
     const requestRepo = getRepository(MediaRequest);
diff --git a/server/routes/request.ts b/server/routes/request.ts
index 9234d9ca5f..2708c48add 100644
--- a/server/routes/request.ts
+++ b/server/routes/request.ts
@@ -577,21 +577,43 @@ requestRoutes.put<{ requestId: string }>(
                 return [...seasons, ...combinedSeasons];
               }, [] as number[]);
 
+            const currentSeasons = request.seasons.map((s) => s.seasonNumber);
+
+            // Seasons the media already covers cannot be requested again, while
+            // the ones this request holds stay on it
+            const coveredSeasons = (media.seasons ?? [])
+              .filter(
+                (season) =>
+                  season[request.is4k ? 'status4k' : 'status'] !==
+                    MediaStatus.UNKNOWN &&
+                  season[request.is4k ? 'status4k' : 'status'] !==
+                    MediaStatus.DELETED
+              )
+              .map((season) => season.seasonNumber)
+              .filter((sn) => !currentSeasons.includes(sn));
+
             const filteredSeasons = requestedSeasons.filter(
               (rs) => !existingSeasons.includes(rs)
             );
 
-            if (filteredSeasons.length === 0) {
+            const keptSeasons = filteredSeasons.filter((sn) =>
+              currentSeasons.includes(sn)
+            );
+
+            const newSeasons = filteredSeasons.filter(
+              (sn) =>
+                !currentSeasons.includes(sn) && !coveredSeasons.includes(sn)
+            );
+
+            const resultingSeasonCount = keptSeasons.length + newSeasons.length;
+
+            if (resultingSeasonCount === 0) {
               return next({
                 status: 202,
                 message: 'No seasons available to request',
               });
             }
 
-            const newSeasons = filteredSeasons.filter(
-              (sn) => !request.seasons.map((s) => s.seasonNumber).includes(sn)
-            );
-
             if (!request.ignoreQuota) {
               const quotas = await requestUser.getQuota();
 
@@ -611,7 +633,7 @@ requestRoutes.put<{ requestId: string }>(
               const priorSeasonCount = countedAlready
                 ? request.seasons.length
                 : 0;
-              const requiredSeasons = filteredSeasons.length - priorSeasonCount;
+              const requiredSeasons = resultingSeasonCount - priorSeasonCount;
 
               if (
                 quotas.tv.limit &&
@@ -625,7 +647,7 @@ requestRoutes.put<{ requestId: string }>(
             }
 
             request.seasons = request.seasons.filter((rs) =>
-              filteredSeasons.includes(rs.seasonNumber)
+              keptSeasons.includes(rs.seasonNumber)
             );
 
             if (newSeasons.length > 0) {