The one question the guides answer differently
Every style guide agrees about most of a title. Nouns, verbs, adjectives, adverbs and pronouns get capitals; a, an and the do not, unless they open the title. If titles were made only of those, there would be one title case and no need for this page.
The disagreement is about prepositions, and it reduces to a single question: does a word earn its capital by being long, or by being an important part of speech?
AP and APA are length guides. Count the letters: four or more, capitalise. This is easy to apply and easy to check, which is exactly why a newsroom uses it. It also means With, From, Into and Over — all plainly prepositions — get capitals, because they happen to be four letters long.
Chicago and MLA are word-class guides. A preposition is a minor word and stays lowercase because of what it is, not how long it is. MLA holds that line absolutely: between, through, without and against are lowercase mid-title however long they get. Chicago held the same line until 2024, when its 18th edition introduced a floor — prepositions of five letters or more now take a capital — which puts current Chicago in the middle of the two camps and leaves MLA alone at the far end.
Thirty minor words, in every guide, in one table
Below is the actual behaviour of this converter for the thirty words that decide most titles. Each
word was run through the tool inside the carrier phrase
the report WORD a study so that it sits in the middle of a title, where no first-word,
last-word or after-colon rule can reach it. What you see is the pure word-class result.
15 of the 30 words come out differently depending on the guide, and 7 of those splits are four-letter prepositions — the exact length band where the length guides and the word-class guides part company.
| Word | Letters | Word class | AP | Chicago 18 | APA 7 | MLA 9 |
|---|---|---|---|---|---|---|
| a | 1 | article | a | a | a | a |
| the | 3 | article | the | the | the | the |
| of | 2 | preposition | of | of | of | of |
| to | 2 | preposition / infinitive marker | to | to | to | to |
| up | 2 | preposition / particle | up | up | up | up |
| and | 3 | coordinating conjunction | and | and | and | and |
| but | 3 | coordinating conjunction | but | but | but | but |
| for | 3 | coordinating conjunction / preposition | for | for | for | for |
| nor | 3 | coordinating conjunction | nor | nor | nor | nor |
| yet | 3 | coordinating conjunction | yet | Yet | yet | yet |
| off | 3 | preposition / particle | off | off | off | off |
| with | 4 | preposition | With | with | With | with |
| from | 4 | preposition | From | from | From | from |
| into | 4 | preposition | Into | into | Into | into |
| over | 4 | preposition | Over | over | Over | over |
| like | 4 | preposition | Like | like | Like | like |
| than | 4 | preposition / subordinator | Than | than | Than | than |
| upon | 4 | preposition | Upon | upon | Upon | upon |
| about | 5 | preposition | About | About | About | about |
| after | 5 | preposition / subordinator | After | After | After | after |
| among | 5 | preposition | Among | Among | Among | among |
| under | 5 | preposition | Under | Under | Under | under |
| between | 7 | preposition | Between | Between | Between | between |
| through | 7 | preposition | Through | Through | Through | through |
| without | 7 | preposition | Without | Without | Without | without |
| because | 7 | subordinating conjunction | Because | Because | Because | Because |
| when | 4 | subordinating conjunction | When | When | When | When |
| is | 2 | verb | Is | Is | Is | Is |
| be | 2 | verb | Be | Be | Be | Be |
| it | 2 | pronoun | It | It | It | It |
Three patterns fall out of that table. Words of three letters or fewer are safe — every guide lowercases them, so of, to, and and the never cause an argument. Words that are not minor words at all are equally safe: is, be and it are two letters and every guide capitalises them, because a verb is a verb and a pronoun is a pronoun regardless of size. Everything contentious lives in the middle band, from four letters up.
The yet row is the one deliberate oddity, and it is worth explaining out loud.
MLA names all seven coordinating conjunctions — for, and, nor, but, or, yet, so — as
lowercase. Chicago’s rule names five: and, but, for, or, nor. This converter follows each
guide’s own list and does not assume Chicago meant to include the other two, which is why
Yet is capitalised in the Chicago column and lowercase everywhere else. Secondary summaries
of Chicago disagree with each other on this point; we follow the wording the manual’s publisher and
the most consistent secondary reproductions give. Because this is a genuine disagreement and not a
settled rule, so and yet are named in the amber Judgment-calls panel under the
buttons whichever guide you choose — including when Chicago capitalises them.
The rules, and where each comes from
| Guide | Basis | Preposition rule | Last word of title | Source |
|---|---|---|---|---|
| AP (Associated Press Stylebook) | length | Capitalise prepositions and conjunctions of four letters or more. | Always capitalised | AP Stylebook, “composition titles” entry (wording of the 54th ed., 2019, onward); read from archived copies of the entry, never from a live subscription |
| Chicago Manual of Style, 18th edition (2024) | word class | Lowercase prepositions of four letters or fewer, except when used adverbially or adjectivally; capitalise prepositions of five letters or more. | Always capitalised | CMOS 18th ed. §8.160 — the section text is paywalled; encoded from the publisher’s own online guidance (Chicago Manual of Style Online Q&A, “Capitalization, Titles”) and the most consistent secondary reproductions |
| APA 7th edition | length | Capitalise every word of four letters or more, prepositions included. | No such rule — follows the normal test | APA Style, “Title case capitalization”, apastyle.apa.org — the publisher’s own free guidance page, read directly |
| MLA Handbook, 9th edition | word class | Lowercase every preposition regardless of length. | Always capitalised | MLA Handbook 9th ed. §2.90 — the section text is paywalled; encoded from the publisher’s own online guidance and the most consistent secondary reproductions |
Chicago’s preposition rule carries two clauses the converter cannot execute, and they are in the table because they belong to the rule itself and not to a footnote under it. A preposition used adverbially or adjectivally keeps its capital at any length — that is grammar, not spelling, so the word is flagged instead of guessed. And Chicago makes it optional to capitalise a short preposition when it is paired with a longer one, which is a choice a tool cannot make on your behalf. Both are decisions for the human holding the style sheet.
One headline that trips both thresholds
Take notes from the bridge between two worlds. It contains a four-letter preposition
and a seven-letter one, so it exercises both thresholds at once:
- AP: Notes From the Bridge Between Two Worlds
- Chicago 18: Notes from the Bridge Between Two Worlds
- APA 7: Notes From the Bridge Between Two Worlds
- MLA 9: Notes from the Bridge between Two Worlds
AP and APA capitalise both prepositions. Chicago capitalises the seven-letter one and not the four-letter one. MLA capitalises neither. Three different headlines from one input, and all three are correct — for their guide.
What the converter refuses to guess
A few sub-rules turn on grammar, where spelling is no help at all, and a converter that pretends otherwise is just wrong quietly. When the output contains one of these words, an amber panel appears under the style-guide buttons naming it. The full list of what this tool will not decide:
- Is "up" in “Backing Up Your Laptop” a preposition or the adverbial particle of a phrasal verb? All four guides capitalise an adverbial particle. Deciding which one it is needs a parser, so CaseConv applies the preposition reading (lowercase) and flags the word under “Judgment calls” for you to fix.
- Does AP capitalise “to” when it marks an infinitive — “How To Win” or “How to Win”? It does, and this one is not in dispute: AP’s composition-titles entry explicitly capitalises “to” in infinitives — “What I Want To Be When I Grow Up.” Telling an infinitive marker from a preposition still needs a parser, so CaseConv lowercases mid-title “to” under every guide and flags it for you to fix. Chicago and MLA lowercase it either way.
- Does Chicago lowercase “so” and “yet”? Chicago’s rule names exactly five coordinating conjunctions — and, but, for, or, nor — and “so” and “yet” are not among them, so CaseConv capitalises them under Chicago. MLA names all seven FANBOYS, so MLA lowercases them. Secondary summaries of Chicago disagree with each other here; we follow the wording the manual’s publisher and the most consistent secondary reproductions give, and flag both words whichever guide you pick.
- Does AP capitalise the first word of a subtitle after a colon? AP publishes no rule for subtitles inside a composition title, so there is no AP text to follow. APA, Chicago and MLA all capitalise it, and AP’s own published copy does the same, so CaseConv extends that shared behaviour to AP and invents no AP-specific exception.
None of these is a limitation of this tool specifically — no rule-based converter can settle them, because the information needed is not in the letters. The difference is whether the tool tells you.
Practical notes
Paste all your headings at once. The converter treats each line as its own title, so first-word and last-word rules apply per line. Forty headings in, forty consistently capitalised headings out — which removes the failure that readers actually notice, two headings on one page following two different guides.
Brand casing survives. With Keep NASA, iPhone as typed ticked, any word you deliberately cased — an acronym, iPhone, eBay, McDonald’s — is left exactly as you typed it. Untick it if you are re-casing a heading that is currently in full caps and want everything reconsidered from scratch.
A title in ALL CAPS is folded first. A line with no lowercase letters carries no
case information worth keeping, so the converter lowercases it before applying the guide. Paste
THE STATE OF THE ART and you get a properly capitalised title back instead of the same
shouting.