Route Price Intelligence
Cheap Flights From Orlando to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$230
Deals From
$185
Usually Costs
$185 – $390
Lowest We've Seen
$57
Based on 8,509 price pointshigh confidence
Monthly Price Guide
Jan
$393
Feb
$410
Mar
$230
Apr
$160
May
$160
Jun
$200
Jul
$200
Aug
$200
Sep
$363
Oct
$376
Nov
$393
Dec
$420
Cheapest Average Expensive
Best Time to Fly from Orlando to Chicago
The cheapest time to fly from Orlando to Chicago is typically April, when fares average around $160. The most expensive month tends to be December at around $420. For the best deals, consider flying in April, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5788 price checksWorst: $126