Hello there,

for this, create a custom module to add some constrains.

seasonal_pricelist\models\sale_order.py 

from odoo import models, fields, api, _
from odoo.exceptions import ValidationError


class SaleOrder(models.Model):
    _inherit = 'sale.order'

    is_delivery_date_based_price = fields.Boolean(
        string='Is price based on Delivery date',
        tracking=True,
    )

    @api.constrains('is_delivery_date_based_price', 'commitment_date')
    def _check_commitment_date_required(self):
        for order in self:
            if order.is_delivery_date_based_price and not order.commitment_date:
                raise ValidationError(
                    _("Commitment Date is required when 'Price based on Delivery date' is enabled.\n"
                      "Add the delivery date in the Other Info tab under the Delivery section.")
                )


class SaleOrderLine(models.Model):
    _inherit = 'sale.order.line'

    def _get_order_date(self):
        self.ensure_one()
        price_date = (
            self.order_id.commitment_date
            if self.order_id.is_delivery_date_based_price and self.order_id.commitment_date
            else self.order_id.date_order
        )

        return price_date

seasonal_pricelist\views\sale_order.xml

<?xml version="1.0" encoding="UTF-8"?>
<odoo>
    <record id="view_sale_order_form_inherit" model="ir.ui.view">
        <field name="name">sale.order.form.inherit</field>
        <field name="model">sale.order</field>
        <field name="inherit_id" ref="sale.view_order_form"/>
        <field name="arch" type="xml">
            <xpath expr="//group[@name='order_details']/field[@name='payment_term_id']" position="before">
                <field name="pricelist_name" invisible ="1"/>
                <field name="is_delivery_date_based_price"/>
            </xpath>
        </field>
    </record>
</odoo>

Add it's respective __init__.py and __manifest__.py files
As this result,

One field with check box will appear on sale order, when it checked off [✅], then must the delivery date if filled to reflect the price on delivery date

After this, create a pricelist for the product with start date and end date,

Then select the respective price on the SO page,

here SO order date= July

Delivery month = Sep 09/17/2025

As a result,

I hope this helps you.

Check and clarify your doubts.