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
$264
Deals From
$212
Usually Costs
$212 – $1,373
Lowest We've Seen
$111
Based on 4,122 price pointshigh confidence
Monthly Price Guide
Jan
$1,403
Feb
$1,403
Mar
$1,490
Apr
$253
May
$202
Jun
$197
Jul
$207
Aug
$230
Sep
$273
Oct
$331
Nov
$1,403
Dec
$1,443
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 June, when fares average around $197. The most expensive month tends to be March at around $1,490. For the best deals, consider flying in June, May, July.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5675 price checksWorst: $142