Route Price Intelligence
Cheap Flights From Chicago to Orlando
Live pricing benchmarks, monthly patterns, and historical lows for this route.
⭐ Great DealFound 6d ago
$107Typical Price
$226
Deals From
$162
Usually Costs
$162 – $335
Lowest We've Seen
$57
Based on 8,385 price pointshigh confidence
Monthly Price Guide
Jan
$190
Feb
$136
Mar
$168
Apr
$140
May
$152
Jun
$240
Jul
$226
Aug
$170
Sep
$335
Oct
$364
Nov
$353
Dec
$368
Cheapest Average Expensive
Best Time to Fly from Chicago to Orlando
The cheapest time to fly from Chicago to Orlando is typically February, when fares average around $136. The most expensive month tends to be December at around $368. 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: $5761 price checksWorst: $114