Route Price Intelligence
Cheap Flights From Chicago to Orlando
Live pricing benchmarks, monthly patterns, and historical lows for this route.
🔥 Fire DealFound 2d ago
$108Magic Kingdom bound! Nonstop flights to Orlando for just $108 roundtrip on Frontier - perfect for Disney adventures at an unbeatable price.
✓ 3 date combinations found at this price
Search Google FlightsTypical Price
$260
Deals From
$198
Usually Costs
$198 – $372
Lowest We've Seen
$57
Based on 8,420 price pointshigh confidence
Monthly Price Guide
Jan
$383
Feb
$420
Mar
$270
Apr
$142
May
$168
Jun
$222
Jul
$220
Aug
$200
Sep
$357
Oct
$386
Nov
$390
Dec
$400
Cheapest Average Expensive
Best Time to Fly from Chicago to Orlando
The cheapest time to fly from Chicago to Orlando is typically April, when fares average around $142. The most expensive month tends to be February at around $420. For the best deals, consider flying in April, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5788 price checksWorst: $124