Flights from Chicago to Orlando
See the lowest recent fare, then compare every option and book with our partner Aviasales.
Lowest one-way fare
$65
Departing Tue, Dec 8, 2026
See flights on Dec 8Prices last checked Nov 5, 2026
We may earn a commission when you book through links on this page, at no extra cost to you. Learn more.
Cheapest days to fly Chicago to Orlando
The lowest one-way fare found for each day over the next few months.
Cheapest dates found
Good to know: Chicago to Orlando
Nonstop flights, stops and airlines on the cheapest fares we found.
- Nonstop flightsFrom $99American Airlines · O'Hare to Orlando · 2h 46m
- Stops on the cheapest faresMostly one stopOf the 9 cheapest fares: 2 nonstop, 7 one stop.
- Airlines on the cheapest faresFrontier Airlines and American AirlinesFares with stops may combine airlines.
- Airports usedO'Hare and Chicago MidwayWhere the cheapest fares from Chicago leave from, most common first.
Based on the 9 cheapest one-way fares in recent searches, checked Nov 5, 2026.
Search other dates
Choose your own dates for Chicago to Orlando and compare live fares.
Frequently asked questions
How much do flights from Chicago to Orlando cost?
One-way fares start from $65, based on recent searches checked on Nov 5, 2026. Prices change often, so confirm the final fare on our partner's site before booking.
What is the cheapest date to fly from Chicago to Orlando?
The lowest recent one-way fare we found departs on Tue, Dec 8, 2026. Try nearby dates too, since fares can differ by the day.
What is the cheapest month to fly from Chicago to Orlando?
Of the next 2 months, December has the lowest fare we've seen: $65 on Tue, Dec 8, 2026. For comparison, November from $99.
Are there direct flights from Chicago to Orlando?
Yes. The cheapest nonstop fare we found was $99 with American Airlines, from O'Hare International Airport to Orlando International Airport, a flight of about 2h 46m.
Which airlines fly from Chicago to Orlando?
The cheapest fares we found were on Frontier Airlines and American Airlines. Fares with stops may combine more than one airline, so check each flight before you book.
Do you sell plane tickets?
No. We compare fares and send you to our travel partner Aviasales, where you choose a booking option and pay. Changes, refunds and support are handled by the airline or agency you book with.