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
Deals From
$169
Usually Costs
$169 – $214
Lowest We've Seen
$68
Based on 8,662 price pointshigh confidence
Monthly Price Guide
Jan
$207
Feb
$207
Mar
$219
Apr
$149
May
$166
Jun
$177
Jul
$201
Aug
$177
Sep
$207
Oct
$207
Nov
$207
Dec
$207
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 April, when fares average around $149. The most expensive month tends to be March at around $219. For the best deals, consider flying in April, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5489 price checksWorst: $110