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

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Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Airport to OCF last minute?
When it's time to book your flights, it's better to be prepared. While it's possible to score a last-minute deal on a Midway Intl. Airport (MDW) to OCF flight, tickets usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days in advance. For international travel it's between three and four months.
What airports do you fly into for Ocala from Chicago?
From Chicago, you can reach Ocala through Ocala, FL (OCF-Ocala Intl.), Gainesville Regional Airport (GNV) and Leesburg, FL (LEE-Leesburg Intl.). Determine which hub is right for you before making your decision. If you pick Ocala, FL (OCF-Ocala Intl.), it's around 8 kilometers west of the city center. Use the money you save when booking your ticket with Expedia to visit the city's top sights, such as Appleton Museum of Art and Paddock Mall.
Can I change the date of my flight from Chicago Airport to OCF?
It's a cinch to make changes to your Midway Airport to OCF journey yourself. Simply log in to the Expedia Trips portal and tap "change flight." Look around for new flights and book the one that works best. You'll see an estimate of flight change fees that may apply. You can also use our Customer Service portal to connect with our Virtual Agent and quickly get answers to all your questions.

Travel information

Origin airport
Midway Intl.
Destination airport
Ocala Intl.
Distance
1479 km

Book with confidence

Chicago to Ocala Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Ocala offer the perfect respite. Not only does exploring Ocala provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Ocala may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Ocala are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Ocala more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Ocala is now!

Chicago to Ocala Flights

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