Route Price Intelligence
Cheap Flights From New York City to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$197
Great Deal
Under $197
Typical Range
$197 – $227
Lowest We've Seen
$54
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$197
Feb
$197
Mar
—
Apr
—
May
—
Jun
$276
Jul
$212
Aug
$187
Sep
$197
Oct
$197
Nov
$197
Dec
$197
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 August, when fares average around $187. The most expensive month tends to be June at around $276. For the best deals, consider flying in August, October, November.
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: August66,614 fares analyzedTypical low: $153