ShipStation vs Pirate Ship vs Shippo: which one fits a small business?
Pirate Ship is free, Shippo is free up to 30 labels a month, ShipStation starts at $14.99. Prices, carriers and limits compared for small online sellers.
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ShipStation, Pirate Ship and Shippo all print discounted shipping labels, but they are built for three different kinds of seller. Picking the wrong one means either paying a monthly fee for features you never open, or outgrowing a free tool in the middle of your busiest month.
How we compared: Prices and plan limits were checked on each company’s official website on November 13, 2026, for accounts in the United States. This comparison is based on published plans and documentation, not on paid hands-on testing. Prices change often, so confirm them on the vendor’s site before you sign up.
The short answer
- Pirate Ship if you ship from the United States with USPS and UPS and want to pay nothing but postage.
- Shippo if you also need FedEx or DHL Express, ship small volumes, or want room to grow without a big bill.
- ShipStation if you sell on several stores and marketplaces and want automation rules to process many orders a day.
Side-by-side comparison
| Pirate Ship | Shippo | ShipStation | |
|---|---|---|---|
| Starting price | Free, no monthly fee | Free up to 30 labels a month | $14.99 a month for 50 shipments |
| Next step up | None: one free plan | Pro, from $17 a month | Standard, from $29.99 a month |
| Free trial of paid plans | Not needed | Not needed to start | 30 days, no credit card |
| Carriers with discounted rates | USPS, UPS | USPS, UPS, FedEx, DHL Express | USPS, UPS, FedEx, DHL and others |
| Use your own carrier account | Not offered | 5 cents a label on the free plan, free on Pro | Standard plan and above |
| Users | Unlimited | 1 on the free plan, 5 on Pro | 3 on Starter, 10 on Standard |
| Automation rules | Basic | Included | Label rules on Starter, unlimited on Standard |
| Branded tracking page | No | Pro plan | Standard plan |
| Support | Chat and email | Email on free, chat and phone on Pro | Email on Starter, phone on higher plans |
What you would pay each month
Software cost only, before postage, using the lowest plan that covers the volume:
| Labels a month | Pirate Ship | Shippo | ShipStation |
|---|---|---|---|
| 30 | $0 | $0 | $14.99 |
| 100 | $0 | From $17 | $29.99 |
| 500 | $0 | From $17 | $39.99 |
| 1,000 | $0 | From $17 | $79.99 |
Shippo shows its Pro plan as “starting at” $17 a month ($205 a year if billed annually) for up to 10,000 labels; check the exact price for your volume on its pricing page. ShipStation’s page offers 20% off for annual billing.
The software fee is only part of the bill. Over a year, the postage rates you actually get matter more than a $15 difference in subscription. Run five of your real parcels through each tool before deciding.
Pirate Ship
Pirate Ship has one plan and it is free: no monthly fee and no markup on labels. The company states that it is paid by the carriers, not by its users.
What you get
- Discounted USPS and UPS rates, including Priority Mail Cubic and its own Simple Export Rate for international parcels.
- Unlimited users at no cost.
- Order import from Shopify, eBay, WooCommerce, Wix, Squarespace, BigCommerce, Square and several others, plus spreadsheet upload.
- No credit card needed to open an account.
Limits to know
- Two carriers only: USPS and UPS. There is no FedEx or DHL Express.
- UPS discounts apply only to shipments that start in the United States.
- It is a label tool, not an order management system. Automation and branding options are simpler than in the other two.
- Amazon and Etsy were not on its list of integrations when we checked. Confirm that your sales channels are supported.
Best for: sellers based in the United States who mostly use USPS and UPS and want the lowest possible cost.
Shippo
Shippo sits in the middle. Its free Starter plan covers up to 30 labels a month for one user and already includes discounted USPS, UPS, FedEx and DHL Express labels, unlimited store connections, automations and return labels.
What you get on Pro (from $17 a month)
- Up to 10,000 labels a month, then 8 cents for each extra label.
- Five user logins.
- Branded tracking pages, notification emails and packing slips.
- Chat and phone support.
- Your own carrier accounts connected at no extra fee.
Limits to know
- Thirty labels a month on the free plan is about one parcel a day. Regular sellers will need Pro.
- On the free plan, using your own carrier account costs 5 cents a label.
- Address validation outside the United States is charged per check.
Best for: new sellers testing the water, sellers who need more than two carriers, and shops whose volume is still changing.
ShipStation
ShipStation is the most complete of the three and the only one with no free tier in its main price list. Its pricing page shows three plans, each priced by monthly shipment volume.
| Shipments a month | Starter | Standard | Premium |
|---|---|---|---|
| 50 | $14.99 | $29.99 | $349.99 |
| 100 | $29.99 | $59.99 | $399.99 |
| 500 | $39.99 | $89.99 | $449.99 |
| 1,000 | $79.99 | $149.99 | $599.99 |
| 2,000 | $119.99 | $174.99 | $699.99 |
What you get
- Starter: 3 users, unlimited store connections, automated rate shopping, discounted carrier rates and email support. You cannot connect your own carrier accounts on this plan.
- Standard: 10 users, unlimited automation rules, your own carrier accounts, returns and exchanges, basic warehouse tools and phone support.
- Premium: 15 users, advanced inventory and warehouse management and custom analytics. It is priced for larger operations.
ShipStation’s help centre also describes a limited Free plan for one user and one store. It was not shown on the pricing page when we checked, so ask ShipStation whether it is available for new accounts.
Limits to know
- It is the most expensive option at every volume.
- The price rises with your shipment count, so a busy season moves you up a tier.
- It has more features to learn. That is worth it only if you will use them.
Best for: sellers with several sales channels and steady volume who want orders routed, labelled and tracked by rules rather than by hand.
How to choose in two minutes
- Count your carriers. If USPS and UPS are enough, start with Pirate Ship. If you need FedEx or DHL Express, look at Shippo or ShipStation.
- Count your labels. Under 30 a month, Shippo is free too. Above that, compare Shippo Pro with ShipStation Starter at your volume.
- Count your sales channels. With one store, a label tool is enough. With three or more, order management starts to pay for itself.
- Check your integrations. Make sure each tool connects to the exact store platform and marketplaces you use.
- Test with real parcels. Compare the postage for five typical orders. All three let you see rates before you commit.
Not sure what features matter? Read how to choose shipping software first. For a wider list of options, see the best shipping software for small business.
Common questions
Is Pirate Ship really free?
Yes, according to its own site: no monthly fee, no markup and no hidden costs. You pay only for postage.
Is ShipStation worth it for a small business?
It can be once you ship a few hundred parcels a month from several channels and would otherwise copy orders by hand. Below that, a free tool usually does the job.
Can I switch later?
Yes. None of the three locks you into a long contract on its standard plans, and your order history stays in your store. Many sellers start free and move up when the manual work becomes the bottleneck.
Key takeaways
- Pirate Ship is free with USPS and UPS only.
- Shippo is free up to 30 labels a month, then from $17 a month, with four major carriers.
- ShipStation starts at $14.99 a month for 50 shipments and is strongest for multichannel sellers.
- Postage rates matter more than the subscription fee. Test real parcels before deciding.
- Prices above were checked on November 13, 2026. Confirm them before you buy.