Route Price Intelligence
Cheap Flights From Orlando to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$212
Deals From
$189
Usually Costs
$189 – $298
Lowest We've Seen
$57
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$353
Feb
—
Mar
—
Apr
$214
May
$164
Jun
$195
Jul
$206
Aug
$189
Sep
$208
Oct
$238
Nov
$332
Dec
$415
Cheapest Average Expensive
Best Time to Fly from Orlando to Chicago
The cheapest time to fly from Orlando to Chicago is typically May, when fares average around $164. The most expensive month tends to be December at around $415. For the best deals, consider flying in May, August, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $6270 price checksWorst: $126