Route Price Intelligence
Cheap Flights From New York City to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$279
Great Deal
Under $247
Typical Range
$247 – $503
Lowest We've Seen
$111
Based on 328 price pointshigh confidence
Monthly Price Guide
Jan
$257
Feb
$267
Mar
$288
Apr
$1,227
May
$1,215
Jun
$1,227
Jul
$397
Aug
$268
Sep
$227
Oct
$227
Nov
$254
Dec
$318
Cheapest Average Expensive
Best Time to Fly from New York City to Chicago Midway
The cheapest time to fly from New York City to Chicago Midway is typically October, when fares average around $227. The most expensive month tends to be June at around $1,227. For the best deals, consider flying in October, September, 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: August67,193 fares analyzedTypical low: $252