Chicago to Orlando: what the flight costs
In the last 60 days we checked this route 13 times. The typical round trip was $310 per person and the lowest $263, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $263 |
| Typical (median) | $310 |
| Price checks, 60 days | 13 |
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Trips we picked on this route
$310 $280 per person, round trip, taxes and fees included You save $30 (10%)
the typical fare on this route
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 12, 2026 | Oct 16–18, 2026 | $310 | F9 | with a stop | 9h 18m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $280 | Frontier | nonstop | 2h 57m | Google Flights |
| Oct 12, 2026 | Nov 14–21, 2026 | $265 | F9 | with a stop | 10h 26m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $358 | F9 | with a stop | 11h 24m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $290 | F9 | nonstop | 2h 57m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $358 | F9 | with a stop | 11h 24m | Kiwi.com |
| Oct 11, 2026 | Oct 23–25, 2026 | $373 | F9 | with a stop | 10h 35m | Kiwi.com |
| Oct 11, 2026 | Oct 23–25, 2026 | $335 | Frontier | with a stop | 17h 18m | Google Flights |
| Oct 11, 2026 | Oct 16–18, 2026 | $311 | F9 | with a stop | 9h 18m | Kiwi.com |
| Oct 11, 2026 | Oct 16–18, 2026 | $280 | Frontier | nonstop | 2h 57m | Google Flights |
| Oct 11, 2026 | Nov 14–21, 2026 | $263 | F9 | with a stop | 10h 26m | Kiwi.com |
| Oct 11, 2026 | Oct 23–25, 2026 | $353 | F9 | with a stop | 11h 24m | Kiwi.com |
| Oct 11, 2026 | Oct 16–18, 2026 | $294 | F9 | nonstop | 2h 57m | Kiwi.com |
About Orlando
Orlando is the theme-park capital, home to Walt Disney World, Universal Orlando and SeaWorld, with villa rentals and outlet shopping for families.
Orlando from every city: when to go, where to stay, what to do
Questions about Chicago to Orlando
What does a round trip from Chicago to Orlando usually cost?
Over the last 60 days the typical price we found was $310 per person, taxes and fees included, across 13 checks; the lowest was $263.
When is the best time to fly from Chicago to Orlando?
Orlando is at its best in January, February, March, April, May, September, October and November. Avoid July, August: Extreme heat and humidity with peak summer crowds
Do I need a passport to fly from Chicago to Orlando?
No, a government photo ID is enough for US citizens.