Cheap flights from Chicago to Orlando
The lowest fare found is €82. The cheapest month to fly is October.
Search live pricesSearch round-trip pricesLowest price by month
| October | €82 |
| November | €82 |
| December | €159 |
| January | €159 |
When is the cheapest time to fly from Chicago to Orlando?
Fares are typically lowest in October, starting from €82.
Popular routes
- Chicago → Miami
- Chicago → Charlotte
- Chicago → Seattle
- Chicago → Newark
- Chicago → San Francisco
- Chicago → Phoenix
- Chicago → Houston
- Chicago → Boston
- Chicago → Fort Lauderdale
- Chicago → Minneapolis
- Chicago → New York LaGuardia
- Chicago → Detroit
Prices updated 2026-09-08