Cheap Flights from Chicago (MDW) to Ocala (OCF)

Popular airlines from Chicago Midway Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)

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Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.) cost?
Lock in a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)?
is the most affordable month to fly from MDW to OCF. Planning your trip for the off-season is often the key to better flight prices.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest MDW to OCF flight.
How many flights per day from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)?
You'll have to catch a flight with a layover when traveling from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to OCF?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)?
To touch down at Ocala, FL (OCF-Ocala Intl.) without delays, opt for a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.) last-minute?
Waiting until just before your trip to book a flight from MDW to OCF generally means paying more. Although you may find some last-minute deals, they aren't always guaranteed. Allow some flexibility in your schedule for the best chance of landing a bargain.
Is it cheaper to book a MDW to OCF flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to OCF flight and hotel package with Expedia could result in significant savings. What's more, having everything in one convenient place will take the hassle out of planning your trip. Simply secure your flights and select from our wide range of stays, then personalize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Ocala, FL (OCF-Ocala Intl.)?
If you booked your MDW to OCF flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Ocala Intl.
Distance
924 mi

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Chicago to Ocala Flights

The cheapest times to fly from Chicago to Ocala

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Ocala are during the month of . You can find some of the cheapest flights from Chicago to Ocala with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Ocala

Sunday is one of the best days to book for cheap flights from Chicago to Ocala: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Ocala

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Ocala in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Ocala flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Ocala airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Ocala Flights

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*Available to One Key members.