Route guide
Cheap Flights from Chicago to Orlando: Book Airline Tickets
- Distance
- about 1,010 mi
- Typical flight time
- 2 h 15 min – 3 h 15 min
- Airports
- 2 × 2
- Time difference
- 1 h ahead
This page covers the practical side of flying between Chicago and Orlando: which airports to compare, how long the trip takes, and when it is busy. It works for either direction. For a price on your dates, ask a specialist.
Airport pairs to compare
Chicago has two main airports: O'Hare handles hub and long-haul traffic, while Midway is smaller and closer to the city center. Orlando is built around theme parks and large resorts, and Orlando International is the dominant airport for visitors.
| Pair | Departure airport | Arrival airport |
|---|---|---|
| ORD to MCO | O'Hare International | Orlando International |
| ORD to SFB | O'Hare International | Orlando Sanford International |
| MDW to MCO | Midway International | Orlando International |
| MDW to SFB | Midway International | Orlando Sanford International |
Airlines with a major base at either end
- At Chicago: United Airlines, American Airlines, Southwest Airlines
- At Orlando: JetBlue Airways
Airlines with a base at one end often connect through their hub. A specialist can compare nonstop and connecting options on your dates.
When to go and what to expect
Chicago
Late spring through early fall is the most pleasant stretch. Winter brings snow and cold that can cause delays.
Orlando
Parks are busiest in summer, over spring break and in holiday weeks. Early fall and early December outside the holidays are often calmer. Afternoon thunderstorms are common in summer.
Hurricane season runs from June through November and can affect travel to or from Orlando. Read the fare rules on changes and consider weather coverage if you travel then.
Getting between the airport and town
Chicago: CTA trains run from both airports to the city center, which is usually the most predictable option at busy times.
Orlando: Rental cars, resort shuttles and ride-hail are the usual ways to reach the parks. Public transit is limited.
Planning ground transport too? See our car rental guide.
Good to know
- Winter weather is the main source of disruption. Build in extra buffer for connections between November and March.
- Hurricane season runs June to November. Families booking for school breaks usually need to plan further ahead than other travelers.
- Compare the total with bags included, not just the base fare. See baggage fees and taxes and fees.
Frequently asked questions
How far is Chicago from Orlando?
The straight-line distance between the main airports is about 1,010 miles (1,620 km). Routes can be longer in practice because of air traffic and weather.
How long is a flight from Chicago to Orlando?
A typical scheduled flight takes roughly 2 h 15 min to 3 h 15 min in the air, depending on winds, the aircraft and the airports. Connecting itineraries take longer, and nonstop availability depends on the airline and dates.
Which airports can I use?
At Chicago: ORD (O'Hare International), MDW (Midway International). At Orlando: MCO (Orlando International), SFB (Orlando Sanford International). Ask for prices on more than one pairing.
Is there a time difference?
Orlando is 1 hour ahead of Chicago.
Do you show fares on this page?
No. Fares change constantly, so we do not publish prices that might be out of date. A specialist checks live availability and confirms the full total, including taxes and bags, before you pay.