Cheap flights from Orlando to Chicago
Flights from Orlando to Chicago currently start at €52. Below are the cheapest dates, typical duration and airlines on this route. Search live fares when you are ready to book — prices change during the day.
Prices refresh daily · per adult · Typical time: 2h 44m
Key facts
- Lowest fare
- €52 · Wed 28 Oct
- Direct flights
- Yes
- Flight time
- 2h 44m
- Airlines
- Allegiant Air, Frontier Airlines, American Airlines
- Cheapest month
- October 2026
- Distance
- 1588 km
Round trip
One way
Questions people ask before they book
How much are flights from Orlando to Chicago?
The lowest fare we currently show from Orlando to Chicago is €52 for one adult. That price is tied to specific dates and can sell out.
Are there direct flights from Orlando to Chicago?
Yes. Direct flights from Orlando to Chicago show up in current fares. Filter by Direct when you search to hide connections.
Which airlines fly from Orlando to Chicago?
Airlines showing fares on this route include Allegiant Air, Frontier Airlines, American Airlines. The cheapest airline is not always the one with a bag included.
How long is the flight from Orlando to Chicago?
A typical itinerary from Orlando to Chicago takes about 2h 44m, including connections when the cheapest fare is not direct.
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October 2026