Route Price Intelligence
Cheap Flights From Orlando to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$222
Deals From
$170
Usually Costs
$170 – $341
Lowest We've Seen
$57
Based on 8,424 price pointshigh confidence
Monthly Price Guide
Jan
$176
Feb
$132
Mar
$166
Apr
$156
May
$161
Jun
$250
Jul
$231
Aug
$178
Sep
$345
Oct
$383
Nov
$373
Dec
$383
Cheapest Average Expensive
Best Time to Fly from Orlando to Chicago
The cheapest time to fly from Orlando to Chicago is typically February, when fares average around $132. The most expensive month tends to be December at around $383. For the best deals, consider flying in February, April, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5757 price checksWorst: $101