Route Price Intelligence
Cheap Flights From Orlando to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$284
Great Deal
Under $189
Typical Range
$189 – $318
Lowest We've Seen
$57
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$318
Feb
$318
Mar
$329
Apr
$328
May
—
Jun
—
Jul
$288
Aug
$145
Sep
$145
Oct
$189
Nov
$243
Dec
$305
Cheapest Average Expensive
Best Time to Fly from Orlando to Chicago
The cheapest time to fly from Orlando to Chicago is typically August, when fares average around $145. The most expensive month tends to be March at around $329. For the best deals, consider flying in August, September, October.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: August21,674 fares analyzedTypical low: $191