diff --git a/packages/core/src/Actions/Carts/CreateOrder.php b/packages/core/src/Actions/Carts/CreateOrder.php
index 817881f303..d73ede1b7b 100644
--- a/packages/core/src/Actions/Carts/CreateOrder.php
+++ b/packages/core/src/Actions/Carts/CreateOrder.php
@@ -28,6 +28,11 @@ public function execute(
             /** @var Cart $cart */
             $order = $cart->draftOrder($orderIdToUpdate)->first() ?: App::make(OrderContract::class);
 
+            // Read before the creation pipeline runs: MapDiscountBreakdown
+            // rewrites the order's breakdown, so afterwards every discount would
+            // look as though it had already been consumed.
+            $alreadyConsumed = $cart->consumedDiscountIds();
+
             if ($cart->hasCompletedOrders() && ! $allowMultipleOrders) {
                 throw new DisallowMultipleCartOrdersException;
             }
@@ -45,7 +50,13 @@ public function execute(
                     return $order;
                 });
 
-            $cart->discounts?->each(function ($discount) use ($cart) {
+            // Creating the order again for the same cart - a declined card and a
+            // retry - must not consume a second use of the same discount.
+            $cart->discounts?->each(function ($discount) use ($cart, $alreadyConsumed) {
+                if ($alreadyConsumed->contains($discount->discount->id)) {
+                    return;
+                }
+
                 $discount->markAsUsed($cart)->discount->save();
             });
 
diff --git a/packages/core/src/DiscountTypes/AbstractDiscountType.php b/packages/core/src/DiscountTypes/AbstractDiscountType.php
index 87735a83c1..3fd4cbdec9 100644
--- a/packages/core/src/DiscountTypes/AbstractDiscountType.php
+++ b/packages/core/src/DiscountTypes/AbstractDiscountType.php
@@ -82,9 +82,17 @@ protected function checkDiscountConditions(CartContract $cart): bool
         $lines = $this->getEligibleLines($cart);
         $validMinSpend = $minSpend ? $minSpend < $lines->sum('subTotal.value') : true;
 
-        $validMaxUses = $this->discount->max_uses ? $this->discount->uses < $this->discount->max_uses : true;
+        // A cart that already consumed this discount when its draft order was
+        // created must not then be blocked by its own use. Otherwise creating
+        // that order again - a declined card and a retry - re-prices it without
+        // the discount the shopper was quoted.
+        $alreadyConsumed = $cart->consumedDiscountIds()->contains($this->discount->id);
 
-        if ($validMaxUses && $this->discount->max_uses_per_user) {
+        $validMaxUses = $this->discount->max_uses
+            ? ($alreadyConsumed || $this->discount->uses < $this->discount->max_uses)
+            : true;
+
+        if (! $alreadyConsumed && $validMaxUses && $this->discount->max_uses_per_user) {
             $validMaxUses = $cart->user && ($this->usesByUser($cart->user) < $this->discount->max_uses_per_user);
         }
 
diff --git a/packages/core/src/Managers/DiscountManager.php b/packages/core/src/Managers/DiscountManager.php
index b6c10d6650..2dd4b7d281 100644
--- a/packages/core/src/Managers/DiscountManager.php
+++ b/packages/core/src/Managers/DiscountManager.php
@@ -9,6 +9,7 @@
 use Lunar\Base\Validation\CouponValidator;
 use Lunar\DiscountTypes\AmountOff;
 use Lunar\DiscountTypes\BuyXGetY;
+use Lunar\Models\Cart;
 use Lunar\Models\Channel;
 use Lunar\Models\Contracts\Cart as CartContract;
 use Lunar\Models\Contracts\Channel as ChannelContract;
@@ -137,8 +138,9 @@ public function getDiscounts(?CartContract $cart = null): Collection
             $this->customerGroup($defaultGroup);
         }
 
+        /** @var Cart $cart */
         return Discount::active()
-            ->usable()
+            ->usable($cart?->consumedDiscountIds() ?? [])
             ->channel($this->channels)
             ->customerGroup($this->customerGroups)
             ->with([
diff --git a/packages/core/src/Models/Cart.php b/packages/core/src/Models/Cart.php
index f5197d1200..3b0386f141 100644
--- a/packages/core/src/Models/Cart.php
+++ b/packages/core/src/Models/Cart.php
@@ -284,6 +284,27 @@ public function draftOrder(?int $draftOrderId = null): HasOne
             })->whereNull('placed_at');
     }
 
+    /**
+     * The ids of any discounts this cart has already consumed.
+     *
+     * Order creation records a use as soon as the draft order exists, so a
+     * checkout that runs it a second time - a declined card and a retry - would
+     * otherwise find its own coupon exhausted and re-price that same order
+     * without it. A cart's own consumption must not count against it.
+     */
+    public function consumedDiscountIds(): Collection
+    {
+        // Read the raw column: the cast hydrates an OrderLine per breakdown
+        // line, which is a lot of work to reach an id.
+        $breakdown = $this->draftOrder()->first()?->getRawOriginal('discount_breakdown');
+
+        return collect(json_decode($breakdown ?: '[]', true) ?: [])
+            ->pluck('discount_id')
+            ->filter()
+            ->unique()
+            ->values();
+    }
+
     public function currentDraftOrder(?int $draftOrderId = null)
     {
         return $this->calculate()
diff --git a/packages/core/src/Models/Discount.php b/packages/core/src/Models/Discount.php
index 721cefe8a2..aa39ac1440 100644
--- a/packages/core/src/Models/Discount.php
+++ b/packages/core/src/Models/Discount.php
@@ -268,11 +268,22 @@ public function scopeProductVariants(Builder $query, iterable $variantIds = [],
         );
     }
 
-    public function scopeUsable(Builder $query): Builder
+    /**
+     * @param  iterable  $exempt  Discount ids that stay usable whatever their
+     *                            use count - a cart that already consumed a
+     *                            discount must still be able to re-price with it.
+     */
+    public function scopeUsable(Builder $query, iterable $exempt = []): Builder
     {
-        return $query->where(function ($subQuery) {
+        $exempt = collect($exempt)->filter()->values();
+
+        return $query->where(function ($subQuery) use ($exempt) {
             $subQuery->whereRaw('uses < max_uses')
-                ->orWhereNull('max_uses');
+                ->orWhereNull('max_uses')
+                ->when(
+                    $exempt->isNotEmpty(),
+                    fn ($subQuery) => $subQuery->orWhereIn('id', $exempt)
+                );
         });
     }
 }
diff --git a/tests/core/Unit/Actions/Carts/CreateOrderTest.php b/tests/core/Unit/Actions/Carts/CreateOrderTest.php
index fe4736b2e5..bda747f239 100644
--- a/tests/core/Unit/Actions/Carts/CreateOrderTest.php
+++ b/tests/core/Unit/Actions/Carts/CreateOrderTest.php
@@ -4,15 +4,19 @@
 use Lunar\Actions\Carts\CreateOrder;
 use Lunar\DataTypes\Price as PriceDataType;
 use Lunar\DataTypes\ShippingOption;
+use Lunar\DiscountTypes\AmountOff;
 use Lunar\Exceptions\DisallowMultipleCartOrdersException;
+use Lunar\Facades\Discounts;
 use Lunar\Facades\ModelManifest;
 use Lunar\Facades\ShippingManifest;
 use Lunar\Models\Cart;
 use Lunar\Models\CartAddress;
+use Lunar\Models\Channel;
 use Lunar\Models\Country;
 use Lunar\Models\Currency;
 use Lunar\Models\Customer;
 use Lunar\Models\CustomerGroup;
+use Lunar\Models\Discount;
 use Lunar\Models\Order;
 use Lunar\Models\OrderAddress;
 use Lunar\Models\OrderLine;
@@ -359,3 +363,258 @@ function can_update_draft_order()
 
     $this->assertDatabaseHas((new Order)->getTable(), $datacheck);
 });
+
+test('can keep the discount when the draft order is created again', function () {
+    TaxClass::factory()->create([
+        'default' => true,
+    ]);
+
+    $customerGroup = CustomerGroup::factory()->create([
+        'default' => true,
+    ]);
+
+    $channel = Channel::factory()->create([
+        'default' => true,
+    ]);
+
+    $currency = Currency::factory()->create([
+        'decimal_places' => 2,
+    ]);
+
+    $cart = Cart::factory()->create([
+        'currency_id' => $currency->id,
+        'channel_id' => $channel->id,
+        'coupon_code' => 'SAVE10',
+    ]);
+
+    $purchasable = ProductVariant::factory()->create();
+
+    Price::factory()->create([
+        'price' => 1000,
+        'min_quantity' => 1,
+        'currency_id' => $currency->id,
+        'priceable_type' => $purchasable->getMorphClass(),
+        'priceable_id' => $purchasable->id,
+    ]);
+
+    $cart->lines()->create([
+        'purchasable_type' => $purchasable->getMorphClass(),
+        'purchasable_id' => $purchasable->id,
+        'quantity' => 2,
+    ]);
+
+    // A single-use coupon, which is the ordinary shape of a promotional code.
+    $discount = Discount::factory()->create([
+        'type' => AmountOff::class,
+        'name' => 'Ten off',
+        'coupon' => 'SAVE10',
+        'uses' => 0,
+        'max_uses' => 1,
+        'data' => [
+            'fixed_value' => true,
+            'fixed_values' => [
+                $currency->code => 500,
+            ],
+        ],
+    ]);
+
+    $discount->customerGroups()->sync([
+        $customerGroup->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $discount->channels()->sync([
+        $channel->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $cart->calculate();
+
+    $orderA = (new CreateOrder)->execute($cart)->then(fn ($order) => $order->refresh());
+
+    expect($orderA->discount_total->value)->toEqual(500);
+    expect($discount->refresh()->uses)->toEqual(1);
+
+    // The card is declined and the shopper tries another one. That is a fresh
+    // request, so nothing is memoised from the first attempt.
+    Discounts::resetDiscounts();
+
+    $cart = Cart::find($cart->id);
+    $cart->calculate();
+
+    $orderB = (new CreateOrder)->execute($cart)->then(fn ($order) => $order->refresh());
+
+    expect($orderB->id)->toEqual($orderA->id);
+    expect($orderB->discount_total->value)->toEqual(500);
+
+    // The retry must not consume a second use of a single-use coupon.
+    expect($discount->refresh()->uses)->toEqual(1);
+});
+
+test('can not reuse a discount another cart has exhausted', function () {
+    TaxClass::factory()->create([
+        'default' => true,
+    ]);
+
+    $customerGroup = CustomerGroup::factory()->create([
+        'default' => true,
+    ]);
+
+    $channel = Channel::factory()->create([
+        'default' => true,
+    ]);
+
+    $currency = Currency::factory()->create([
+        'decimal_places' => 2,
+    ]);
+
+    $purchasable = ProductVariant::factory()->create();
+
+    Price::factory()->create([
+        'price' => 1000,
+        'min_quantity' => 1,
+        'currency_id' => $currency->id,
+        'priceable_type' => $purchasable->getMorphClass(),
+        'priceable_id' => $purchasable->id,
+    ]);
+
+    $discount = Discount::factory()->create([
+        'type' => AmountOff::class,
+        'name' => 'Ten off',
+        'coupon' => 'SAVE10',
+        'uses' => 0,
+        'max_uses' => 1,
+        'data' => [
+            'fixed_value' => true,
+            'fixed_values' => [
+                $currency->code => 500,
+            ],
+        ],
+    ]);
+
+    $discount->customerGroups()->sync([
+        $customerGroup->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $discount->channels()->sync([
+        $channel->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $makeCart = function () use ($currency, $channel, $purchasable) {
+        $cart = Cart::factory()->create([
+            'currency_id' => $currency->id,
+            'channel_id' => $channel->id,
+            'coupon_code' => 'SAVE10',
+        ]);
+
+        $cart->lines()->create([
+            'purchasable_type' => $purchasable->getMorphClass(),
+            'purchasable_id' => $purchasable->id,
+            'quantity' => 2,
+        ]);
+
+        return $cart;
+    };
+
+    $cartA = $makeCart();
+    $cartA->calculate();
+    $orderA = (new CreateOrder)->execute($cartA)->then(fn ($order) => $order->refresh());
+
+    expect($orderA->discount_total->value)->toEqual(500);
+    expect($discount->refresh()->uses)->toEqual(1);
+
+    // A different shopper, with the last use already spent.
+    Discounts::resetDiscounts();
+
+    $cartB = $makeCart();
+    $cartB->calculate();
+    $orderB = (new CreateOrder)->execute($cartB)->then(fn ($order) => $order->refresh());
+
+    expect($orderB->id)->not->toEqual($orderA->id);
+    expect($orderB->discount_total->value)->toEqual(0);
+    expect($discount->refresh()->uses)->toEqual(1);
+});
+
+test('can still enforce other conditions on a discount the cart consumed', function () {
+    TaxClass::factory()->create([
+        'default' => true,
+    ]);
+
+    $customerGroup = CustomerGroup::factory()->create([
+        'default' => true,
+    ]);
+
+    $channel = Channel::factory()->create([
+        'default' => true,
+    ]);
+
+    $currency = Currency::factory()->create([
+        'decimal_places' => 2,
+    ]);
+
+    $cart = Cart::factory()->create([
+        'currency_id' => $currency->id,
+        'channel_id' => $channel->id,
+        'coupon_code' => 'SAVE10',
+    ]);
+
+    $purchasable = ProductVariant::factory()->create();
+
+    Price::factory()->create([
+        'price' => 1000,
+        'min_quantity' => 1,
+        'currency_id' => $currency->id,
+        'priceable_type' => $purchasable->getMorphClass(),
+        'priceable_id' => $purchasable->id,
+    ]);
+
+    $line = $cart->lines()->create([
+        'purchasable_type' => $purchasable->getMorphClass(),
+        'purchasable_id' => $purchasable->id,
+        'quantity' => 2,
+    ]);
+
+    // Spend at least 15.00 to qualify. Two units is 20.00, one is 10.00.
+    $discount = Discount::factory()->create([
+        'type' => AmountOff::class,
+        'name' => 'Ten off',
+        'coupon' => 'SAVE10',
+        'uses' => 0,
+        'max_uses' => 1,
+        'data' => [
+            'fixed_value' => true,
+            'fixed_values' => [
+                $currency->code => 500,
+            ],
+            'min_prices' => [
+                $currency->code => 1500,
+            ],
+        ],
+    ]);
+
+    $discount->customerGroups()->sync([
+        $customerGroup->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $discount->channels()->sync([
+        $channel->id => ['enabled' => true, 'starts_at' => now()->subHour()],
+    ]);
+
+    $cart->calculate();
+
+    $orderA = (new CreateOrder)->execute($cart)->then(fn ($order) => $order->refresh());
+
+    expect($orderA->discount_total->value)->toEqual(500);
+
+    // The shopper drops a unit, taking the cart under the minimum spend. Being
+    // the cart that consumed the discount must not exempt it from that.
+    Discounts::resetDiscounts();
+
+    $cart = Cart::find($cart->id);
+    $cart->updateLine($line->id, 1);
+    $cart->calculate();
+
+    $orderB = (new CreateOrder)->execute($cart)->then(fn ($order) => $order->refresh());
+
+    expect($orderB->id)->toEqual($orderA->id);
+    expect($orderB->sub_total->value)->toEqual(1000);
+    expect($orderB->discount_total->value)->toEqual(0);
+});