Chicago → New York flights

Fares cluster near $137, but dips to $93 do appear

Key takeaways

• Median fare is $137, with the top of the range also at $137 — prices skew toward the high end.
• Bottom quartile sits at $99, meaning a quarter of observed fares came in well under the median.
• Low of $93 shows meaningful discounts exist, even if they're not the norm.
• 47% spread between low and high is substantial for a short-haul route — timing matters here.
• Only 12 days sampled, so treat these patterns as directional rather than definitive.

30-day price trend

See full numbers and stats on the ORD → JFK price history page.

The full picture

The data shows a lopsided range: fares topped out at $137 and the median also landed at $137, meaning most observed snapshots were priced at or near the high end. Yet the p25 figure of $99 and a low of $93 confirm that cheaper fares do surface — they're just less common than pricier ones in this sample. A 47% spread between low and high is a wide gap for a route this short, suggesting fare volatility rather than a stable, predictable price floor.

With only 12 days of snapshots, we can't confidently map a booking-window curve — there isn't enough history to say whether prices soften at a specific number of days before departure. What we can say is that roughly a quarter of fares fell at or below $99, so travelers checking prices repeatedly have a real shot at landing in that bottom bracket rather than paying the $137 median. Flexibility — being willing to shift travel dates or watch fares over a couple of weeks — looks more valuable here than targeting any particular day of the week, since the data doesn't show clear day-of-week or carrier patterns.

The honest caveat: 12 samples is a thin dataset for a route as heavily trafficked as Chicago–JFK. This snapshot likely reflects a specific booking period rather than a durable seasonal pattern, and the dominant-carrier and weekday effects that often drive Skyscanner-style advice simply aren't visible in what we have. Treat the $93–$137 range as a reasonable expectation window for now, and recheck if you're booking far in advance — more data would sharpen this picture considerably.

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