Route Price Intelligence
Cheap Flights From New York City to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$251
Great Deal
Under $195
Typical Range
$195 – $307
Lowest We've Seen
$56
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$219
Feb
$251
Mar
$251
Apr
$251
May
$251
Jun
$308
Jul
$316
Aug
—
Sep
—
Oct
$251
Nov
$229
Dec
$253
Cheapest Average Expensive
Best Time to Fly from New York City to Chicago
The cheapest time to fly from New York City to Chicago is typically January, when fares average around $219. The most expensive month tends to be July at around $316. For the best deals, consider flying in January, November, October.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: February31,033 fares analyzedTypical low: $197
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