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
$306
Deals From
$220
Usually Costs
$220 – $377
Lowest We've Seen
$56
Based on 8,492 price pointshigh confidence
Monthly Price Guide
Jan
$221
Feb
$224
Mar
$213
Apr
$198
May
$261
Jun
$361
Jul
$376
Aug
$317
Sep
$306
Oct
$364
Nov
$357
Dec
$402
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 April, when fares average around $198. The most expensive month tends to be December at around $402. For the best deals, consider flying in April, March, January.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5662 price checksWorst: $134