Find out what a flight from Orlando to Chicago Midway might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Orlando and Chicago.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Flights between Orlando and Chicago: which airports can you choose?

The distance between Orlando and Chicago is about 1582 km. Checking alternative airports can help lower the total cost of your trip.

• Airports in Orlando: Orlando is served by 2 airports - Executive, Sanford.
• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Choosing airports with fast connections to the city center can cut down total travel time. You can compare all flights from Orlando airports to find the best option.

Plan your perfect flight from Orlando to Chicago Midway

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to United States? Other frequent searches include: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.