Cheap Flights from Orlando to Chicago
Cheap Orlando-Chicago Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.
Cheapest Travel on Obilet
:
€ 220.43
The Most Favorable Price
:
Delta Air LinesThe Most Active Airline
:
American AirlinesAverage Number of Trips Per Day
:
31Shortest Flight Time
:
2hr 5minDistance
:
986 KMCheap Flight Tickets from Orlando to Chicago
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
05:30
Chicago
Chicago Ohare Airport
10:25
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
06:05
Chicago
Chicago Ohare Airport
10:39
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
06:45
Chicago
Chicago Ohare Airport
10:25
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
07:45
Chicago
Chicago Ohare Airport
12:20
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
09:15
Chicago
Chicago Ohare Airport
14:49
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
09:45
Chicago
Chicago Ohare Airport
14:49
Delta Air Lines
12 November 2026 - Thursday
Orlando
Orlando Airport
11:45
Chicago
Chicago Ohare Airport
17:05
Last updated: 09 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
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Estimated Cheapest Orlando - Chicago Flight Tickets by Month
Airlines Operating Flights from Orlando to Chicago
Popular Orlando to Chicago Flights
Last updated: 09 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
Orlando and Chicago Airports
Alternative Flights Between Orlando - Chicago
Popular Chicago Hotels
You can choose among various hotel options in Chicago to suit different styles and budgets for a comfortable and enjoyable stay. From boutique hotels in historical areas to modern business hotels, there is a wide range. Choose the most suitable accommodation for your trip and enjoy a relaxing experience.
Frequently Asked Questions
How long does flight take from Orlando - Chicago?
On average, the trip from Orlando - Chicago takes 2 hour 5 minute.
Which airlines organize flights between Orlando - Chicago?
Airline companies that organize flights between Orlando - Chicago: Delta Air Lines, United Airlines, American Airlines
Which airline company organizes the most flights between Orlando - Chicago?
The company that organizes the most flights between Orlando - Chicago: American Airlines
How much is the cheap flight ticket between Orlando - Chicago?
Cheap flight ticket between Orlando - Chicago is € 220.43.
Which airports can I use for Orlando - Chicago flight?
Executive Airport, Orlando Airport can be used as the departure airport on the Orlando - Chicago flight, and Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can also be used as the arrival airport.
