Flights of Fancy NYT: What Most People Get Wrong About the Crossword and the Column

Flights of Fancy NYT: What Most People Get Wrong About the Crossword and the Column

You're staring at a grid. It’s a Tuesday, or maybe a particularly brutal Saturday, and you see it: a clue that feels less like a riddle and more like a wink. That’s the "Flights of Fancy NYT" experience in a nutshell. Whether you’re here because you’re stuck on a specific crossword clue from the New York Times archives or you’re trying to track down a specific piece of literary criticism from their legendary Sunday Book Review, you’ve likely realized that the phrase is a bit of a chameleon. It shows up everywhere.

Language is weird like that.

The New York Times has a long-standing love affair with the phrase "flights of fancy." It’s appeared in crossword puzzles as both a clue and an answer for decades. It has served as the title for dozens of articles, from travel logs about birdwatching to op-eds about the limits of human imagination. But most often, when people go searching for this specific string of words, they are looking for a bridge between the literal and the metaphorical. They want to know why this specific idiom carries so much weight in the Gray Lady’s hallowed halls.

The Crossword Connection: Solving the Puzzle

Let’s get the most common search out of the way first. If you are currently mid-puzzle and looking for the answer to a clue labeled "Flights of fancy," you are likely looking for IDEAS, DREAMS, or perhaps AIRS. Sometimes, if the constructor is feeling particularly cheeky, the answer is BIRDS or PLANES.

Crossword construction is an art of misdirection.

Will Shortz, the longtime editor of the NYT Crossword, famously loves clues that can be interpreted in at least two ways. "Flights of fancy" is a perfect "Shortzian" clue because it can refer to mental wandering (imagination) or literal flight (aviation). If the answer is five letters, you’re almost certainly looking at IDEAS. If it’s six, maybe UTOPIA depending on the context of the surrounding downs.

The phrase itself traces back to the idea of the mind "taking wing." It’s old. It’s classic. It’s exactly the kind of high-brow yet accessible English that the NYT thrives on. But the crossword isn’t the only place this phrase lives.

When the NYT Reviews Our Imaginations

In the broader context of the New York Times archives, "Flights of Fancy" often appears as a recurring headline for reviews of children’s literature or speculative fiction. There’s a specific reason for this. The editors at the Times have a penchant for using idiomatic titles to categorize "genre" fiction that they feel transcends its category.

Take, for example, the way the Times has historically covered aviation history. In the early 20th century, actual "flights" were considered "fancy." There is a deep archive of articles from the 1920s where the phrase is used to describe the "reckless" ambitions of pilots trying to cross the Atlantic. What we now consider a mundane Delta flight to LaGuardia was once literally a flight of fancy.

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Then you have the more modern usage.

Often, you’ll find this phrase in the Lifestyle or Travel sections. It’s used to describe luxury travel experiences that seem out of reach for the average reader. A $20,000-a-night suite in Dubai? That’s a flight of fancy. A private jet tour of the Antarctic? Same thing. It’s shorthand for "this is beautiful, but you probably can't afford it."

Why This Idiom Persists in Modern Writing

Why does the NYT keep using it? Why don't they just say "imagination" or "expensive trips"?

Honestly, it’s about the rhythm of the language. "Flights of fancy" has a dactylic feel to it—stressed, unstressed, unstressed. It rolls. It sounds authoritative yet whimsical. In a newsroom that prides itself on a specific style guide, certain idioms become "sticky." They become part of the institutional voice.

But there’s a trap here.

Critics of the NYT’s style sometimes point to phrases like these as evidence of "Times-speak"—a way of writing that feels slightly detached from how real people actually talk. Do you ever use the phrase "flights of fancy" in a text message to your mom? Probably not. You’d say "I’m just dreaming" or "that's crazy." But when you see it in a New York Times headline, you immediately know the vibe. You know you’re about to read something a bit long-winded, very well-researched, and slightly poetic.

The Cultural Impact of the "Fancy" Label

There is a subtle power in labeling something a "flight of fancy." In the NYT Opinion section, this phrase is often used as a weaponized put-down. When an op-ed writer calls a politician’s plan a "flight of fancy," they aren’t being complimentary. They are saying the plan is divorced from reality. They are saying it’s a fairy tale.

It is the ultimate polite insult.

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  • It implies the person is creative but impractical.
  • It suggests a lack of grounding in "hard" data.
  • It frames the author of the piece as the "adult in the room."

This duality—the whimsical children’s book review versus the biting political critique—is why the phrase remains a staple of the NYT vocabulary. It’s versatile.

Deciphering the Sunday Book Review

If you’re looking through the archives for "Flights of Fancy NYT" and finding book reviews, you’re seeing a specific tradition. For years, the Sunday Book Review used this heading to group together books about birds, planes, or magical realism.

There was a notable piece years ago by various guest critics who used this header to discuss the rise of "Climate Fiction" (Cli-Fi). The idea was that our "fancies"—our imaginations—were finally catching up to the grim reality of the changing planet. It’s a bit heavy for a Tuesday morning, but that’s the Times for you. They take a light phrase and give it a leaden weight.

How to Solve Clues Like This Faster

If you are here specifically for the crossword, you need a strategy for these kinds of metaphorical clues.

First, check the tense. Is it "Flight of fancy" or "Flights of fancy"? If it’s plural, your answer must be plural. This sounds obvious, but you’d be surprised how many people try to shove "IDEA" into a five-letter slot when the clue is plural (the answer would be IDEAS or HUNCH).

Second, look at the cross-references. In NYT puzzles, if "flights of fancy" is part of a themed set, the other themed clues will often be about transportation or birds. If the other clues are about "brainstorms" or "daydreams," then you know you’re in the mental realm.

The Evolution of the Phrase in Digital Media

As the New York Times moved from print to digital, the way they use "flights of fancy" changed. In the print era, a headline had to be punchy to fit a physical column. "Flights of Fancy" was a great "filler" headline because it fit almost anywhere.

Online, SEO (Search Engine Optimization) changed the game.

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Editors now realize that people don't usually search for "flights of fancy" when they want news. They search for "best sci-fi books" or "how to book a private jet." Consequently, you’ll see this phrase used less in the main H1 titles of digital articles and more in the "dek" (the sub-headline) or within the body text. It’s a shift from "poetic flair" to "functional clarity."

Yet, the phrase survives. It survives because the NYT is an institution built on a certain level of pretension (and I say that with love). They want to sound like the smartest person at the cocktail party. And the smartest person at the cocktail party knows exactly when to drop a phrase like "well, that’s just a flight of fancy, isn't it?"

Practical Tips for NYT Readers

If you want to master the "Times style" or just get better at their puzzles, start tracking these recurring idioms. "Flights of fancy" is just one of many. You also have "Eery," "Oleo," and the eternal "Etui."

  • Keep a "clue journal": When you see a phrase like this that has multiple meanings, write down the different answers it has corresponded to.
  • Read the "Wordplay" column: The NYT has a dedicated blog for their crossword. They often break down why a specific clue like "flights of fancy" was used and the history behind it.
  • Don't take the titles literally: When browsing the NYT app, if you see "Flights of Fancy," expect the unexpected. It’s rarely about a literal airplane. It’s almost always about the intersection of human desire and impossibility.

The Actionable Bottom Line

To wrap this up, the "Flights of Fancy NYT" phenomenon is a lesson in how language evolves within a single institution. It's a crossword staple, a literary category, and a rhetorical tool.

If you're stuck on the puzzle right now: Count the letters. If it's 5, try IDEAS. If it's 6, try DREAMS.

If you're writing your own content and want to emulate that NYT "vibe," use the phrase to describe something that is beautiful but slightly unhinged. Use it to bridge the gap between a hard fact and a wild hope.

The next time you open the NYT app and see those three words, you'll know exactly what you're getting into. You're entering a space where the editors are inviting you to stop thinking so literally and start looking for the double meaning. That is the true "flight of fancy"—the moment where the words on the page lift off and become something else entirely.

Next Steps for Enthusiasts:

  1. Search the NYT Archive (using their specific search tool) for "Flights of Fancy" and filter by "Oldest" to see the aviation history articles from the 1920s.
  2. Check the Wordplay blog archives for the date of your specific crossword to see the constructor's notes on that clue.
  3. Pay attention to the Sunday Book Review headers; you’ll start to see a pattern in how they categorize "imaginative" works versus "serious" nonfiction.