Chicago → Orlando
Flights from Chicago to Orlando
Chicago
Orlando
Nonstop flights link Chicago and Orlando.
- Nonstop fare seen
- from £91 one way
- Straight-line distance
- 1,585 km
Searched and booked on Aviasales. Head Your Way may earn a commission at no extra cost to you.
What this is based on
Arrive inOrlando →- The fare was found on 11 Sep 2026 and is a past price, not a quote.
- Source: Fare search by Travelpayouts, 11 Sep 2026. How Head Your Way works.
Continue from Orlando
Direct connections from Orlando
A few of the 180 direct connections we hold, larger places first. Not a popularity ranking.
New York🚆 Traindirect · from 22 h 25 min · 7 departures a weekView this connection →Chicago🚆 Traindirect · from 39 h 11 min · 7 departures a weekView this connection →Philadelphia🚆 Traindirect · from 20 h 53 min · 7 departures a weekView this connection →Jacksonville🚆 Traindirect · from 3 h 29 min · 14 departures a weekView this connection →Washington🚆 Traindirect · from 18 h 03 min · 14 departures a weekView this connection →Miami🚆 Traindirect · from 5 h 55 min · 14 departures a weekView this connection →Baltimore🚆 Traindirect · from 19 h 33 min · 7 departures a weekView this connection →Tampa🚌 Coachdirect · from 2 h · 7 departures a weekView this connection →St. Petersburg🚌 Coachdirect · from 2 h 40 min · 7 departures a weekView this connection →Bradenton🚌 Coachdirect · from 3 h 30 min · 7 departures a weekView this connection →Fruitville🚌 Coachdirect · from 4 h 05 min · 7 departures a weekView this connection →Tice🚌 Coachdirect · from 5 h 45 min · 7 departures a weekView this connection →
Any place we know, by any mix of train, coach, ferry, flight and road. Looking at results does not change your route.
Every direct connection from Orlando
Airports: Orlando Executive Airport (ORL); Orlando International Airport (MCO) · Stations: Orlando; Orlando Health/Amtrak
Journeys through Orlando
Itineraries for ideas. They open in a new tab and do not change your route.
Cruise itineraries call at Orlando and then at: Nassau, Santa Cruz, West End, Palm Grove. A cruise is an itinerary sold as a whole; it is not transport between two ports.
Other ways from Chicago to Orlando
Other ways to leave Chicago