How to Automate Shipping Label Generation from Orders

The gap between receiving an order and getting it out the door is where shipping operations either scale or collapse. For a warehouse processing 200+ orders daily, manually selecting carriers, entering addresses, comparing rates, and printing labels can consume 3-4 hours of staff time. Automated shipping label generation eliminates this bottleneck entirely, turning order placement into a hands-free fulfillment trigger.

This guide covers the complete setup for automating shipping label creation using ShipStation as the shipping engine and Make.com as the orchestration platform.

Step 1: Configure ShipStation Automation Rules

ShipStation's built-in automation rules are the foundation. These rules automatically assign shipping parameters to incoming orders based on conditions you define. Set up rules for:

  • Carrier assignment: Route orders to specific carriers based on destination, weight, or value. For example, USPS Priority for packages under 1 lb, UPS Ground for 1-10 lbs, and freight for anything heavier.
  • Service level mapping: Map the customer's selected shipping speed (standard, expedited, overnight) to the correct carrier service code.
  • Package type selection: Automatically assign package dimensions based on the SKUs in the order. If SKU-A always ships in a 12x10x6 box, create a rule that sets that package type.
  • Insurance and signature: Auto-apply insurance for orders above a dollar threshold and require signature confirmation for high-value shipments.
  • Warehouse assignment: If you ship from multiple locations, route orders to the nearest warehouse based on the ship-to ZIP code.
Automated Carrier Selection Logic Incoming Order Weight Check < 1 lb 1-10 lb > 10 lb USPS Priority Mail UPS Ground Freight / LTL Auto-Generate Label Auto-Generate Label Request BOL Quote

Figure 1: Automated carrier selection based on package weight and order characteristics

Step 2: Connect Order Sources to ShipStation

ShipStation has native integrations with most e-commerce platforms, but for custom order sources (B2B portals, phone orders, PO-based orders), you need Make.com to bridge the gap:

  • Native integrations: Connect Shopify, WooCommerce, Amazon, and eBay directly through ShipStation's store settings. Orders import automatically.
  • QuickBooks orders: Use Make.com to watch for new sales orders in QuickBooks and push them to ShipStation via the API, mapping customer name, shipping address, and line items.
  • Email/PDF orders: If you process POs via email (see our email-to-order guide), add a ShipStation creation step at the end of your parsing workflow.
  • Custom portals: If customers place orders through a custom B2B portal, use webhooks to send order data to Make.com, which transforms and forwards it to ShipStation.

Step 3: Enable Auto-Label Creation

With automation rules set and orders flowing in, configure ShipStation to generate labels automatically. This requires the "Automatic Label Creation" feature in ShipStation's automation settings:

  • Enable "Create Labels Automatically" for orders that match your automation rules with 100% confidence (all fields populated, address validated).
  • Set a time delay (e.g., 15 minutes) to allow for order modifications or cancellations before the label is purchased.
  • Configure address validation through ShipStation's built-in USPS address verification. Orders with invalid addresses should be routed to a hold queue instead of generating labels.
  • Set up batch printing so labels are sent to your thermal printer (Zebra ZP450 or DYMO 4XL) in batches at defined intervals, or in real-time as they are created.
Address validation is the most critical step. A single wrong ZIP code results in a returned package, a re-ship, and unhappy customer. Always validate addresses before label generation and auto-correct when confidence is high.

Step 4: Build Rate Shopping Logic

Blind carrier assignment leaves money on the table. Implement rate shopping to automatically select the cheapest carrier for each shipment within the delivery window:

  • Define shipping SLAs: Standard orders must arrive within 5-7 business days. Expedited within 2-3 days. Overnight by next business day.
  • Query multiple carriers: For each order, use ShipStation's rate comparison to query USPS, UPS, and FedEx simultaneously. Select the lowest rate that meets the SLA.
  • Factor in dimensional weight: Some carriers charge by dimensional weight, which penalizes light but bulky packages. Your rate shopping should calculate both actual and dim weight to compare accurately.
  • Account for surcharges: Residential delivery surcharges, fuel surcharges, and peak season surcharges can dramatically change the cheapest option. Include these in your comparison.

Step 5: Set Up Post-Label Automation

Label generation is not the end of the workflow. Configure these downstream automations:

  • Tracking notification: Automatically email the customer their tracking number and carrier information the moment a label is created.
  • Inventory update: Decrement your inventory sync system to reflect shipped quantities.
  • Invoice trigger: For net-terms customers, fire the invoice creation workflow when the shipment event occurs.
  • Packing slip generation: Auto-print packing slips alongside labels so warehouse staff can pick, pack, and ship in a single pass.
  • Daily shipping report: Generate an end-of-day summary showing total shipments, carrier breakdown, total shipping cost, and any exceptions.
Post-Label Automation Chain Label Created Send Tracking Email Update Inventory Create Invoice Print Packing Slip

Figure 2: Automated actions triggered after each shipping label is created

Expected Results

After implementing automated shipping label generation, you should expect:

  • 90% reduction in label creation time: From 2-3 minutes per order to seconds.
  • 15-25% lower shipping costs: From automated rate shopping across carriers.
  • Near-zero address errors: From automated validation before label purchase.
  • Same-day shipping rate above 95%: Orders placed before your cutoff time ship the same day without human intervention.

Take our automation readiness quiz to evaluate your current shipping operations, or explore the full order-to-cash pipeline to see how shipping automation fits into the bigger picture.

Need Help Setting This Up?

Our automation engineers can build this workflow for you in days, not weeks. Get a free process audit to see exactly how it would work for your business.

Book Your Free Process Audit