# BillBoss vs CheckMate Split

The clearest difference is in-app purchases: BillBoss at none against CheckMate Split's 2. BillBoss also leads on ratings volume (35 vs 3). CheckMate Split's advantage is update cadence (every 4 days vs fortnightly) and iOS requirement (15.5 vs 18.0). On price, rating, review sentiment and ads there is nothing between them.

Both are free to download. CheckMate Split sells 2 in-app purchases, starting at $3.99 per month. BillBoss asks for nothing beyond the download.

On the App Store both sit at effectively the same score — 5.0 for BillBoss against 5.0 for CheckMate Split. That said, the two scores are not equally well evidenced: BillBoss has 35 ratings behind it against 3, so its average is the more settled of the two. Written reviews split almost evenly too, at 100% and 100% positive.

BillBoss ships an update fortnightly, CheckMate Split every 4 days. Both last shipped on October 3, 2026.

## The numbers

| Metric | BillBoss | CheckMate Split |
| --- | --- | --- |
| Price | Free | Free |
| Rating | [5.0 (35 ratings)](https://appshunter.io/ios/app/billboss-split-bills-with-ai/id6758069744/reviews) | [5.0 (3 ratings)](https://appshunter.io/ios/app/checkmate-split/id6784068539/reviews) |
| Number of ratings | **35** | 3 |
| Positive reviews | 100.0% of reviews | 100.0% of reviews |
| In-app purchases | **No** | Yes |
| Ads | No | No |
| Update frequency | Fortnightly | **Every 4 days** |
| Monetization | **Free** | Free with in-app purchases |
| Size | 22 MB | 20 MB |
| Requires iOS | 18.0 | **15.5** |
| Devices | iPhone | **iPhone, iPod** |
| Age rating | 12+ | 12+ |
| Developer | [BillBoss, LLC.](https://appshunter.io/developer/6777247794) | [Mackenzie Mitchell](https://appshunter.io/developer/6784068541) |

## What reviewers say

### BillBoss

[App page](https://appshunter.io/ios/app/billboss-split-bills-with-ai/id6758069744)

Effortlessly split bills and receipts in under a minute. This app uses AI to scan any receipt, itemize expenses, and generate individual payment requests with integrated links to popular payment services. It ensures fair tax and tip distribution based on ordered items.

**Highlights:** AI receipt scanning, Automatic itemization, Fair tax and tip splitting, Integrated payment links, No app download required for others, Handles various expense types

**Features:** macOS Compatibility, Apple Wallet, Vision Pro support

**In-app purchases:** none


### CheckMate Split

[App page](https://appshunter.io/ios/app/checkmate-split/id6784068539)

Effortlessly divide restaurant bills with friends. Scan receipts, assign items, and track payments to ensure everyone pays their fair share without any hassle. Supports multiple payment methods and guest access.

**Highlights:** AI receipt scanning, Item-by-item bill splitting, QR code and link invites, Guest mode (no account needed), Payment tracking, Smart payment reminders, Vacation Mode with currency conversion

**Features:** macOS Compatibility, Vision Pro support

**In-app purchases (2)**

| Purchase | Price | Billing |
| --- | --- | --- |
| CheckMate Pro | $3.99 | per month |
| CheckMate Pro | $39.99 | per year |


## Frequently asked questions

### Is BillBoss free?

BillBoss is free to download, with no in-app purchases.

### Is CheckMate Split free?

CheckMate Split is free to download, with in-app purchases available.

### Which has better reviews, BillBoss or CheckMate Split?

BillBoss and CheckMate Split are both rated 5.0 out of 5 on the App Store, from 35 and 3 ratings respectively.

### Do BillBoss or CheckMate Split have ads?

Neither BillBoss nor CheckMate Split shows ads.

### Which is updated more often, BillBoss or CheckMate Split?

BillBoss ships an update fortnightly, and CheckMate Split every 4 days. Most recently, BillBoss was updated on October 3, 2026 and CheckMate Split on October 3, 2026.

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*Compared by [AppsHunter](https://appshunter.io/) from daily US App Store data. Review summaries are generated from verbatim App Store reviews.*