Cheap Flights from Chicago (MDW) to Ocho Rios (OCJ)

Popular airlines from Chicago Midway Airport (MDW) to Ocho Rios (OCJ-Ian Fleming Intl.)

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Flights from Chicago (MDW) to Ocho Rios (OCJ)
Origin airport
Midway Intl.
Destination airport
Ian Fleming Intl.
Distance
1735 mi

Chicago to Ocho Rios Flights

The cheapest times to fly from Chicago to Ocho Rios

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 Ocho Rios are during the month of . You can find some of the cheapest flights from Chicago to Ocho Rios with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Ocho Rios

Sunday is one of the best days to book for cheap flights from Chicago to Ocho Rios: 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 Ocho Rios

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 Ocho Rios 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 Ocho Rios 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 Ocho Rios 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.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Ian Fleming Intl. Airport (OCJ) cost?
Discover the latest flight deals from MDW to OCJ by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to OCJ?
The cheapest flights from MDW to OCJ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to OCJ?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from MDW to OCJ. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Ian Fleming Intl. Airport (OCJ)?
Nonstop flights from Midway Intl. Airport (MDW) to Ian Fleming Intl. Airport (OCJ) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filter tool. Enter your dates and pick either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from MDW to OCJ?
You’ll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*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 Ian Fleming Intl. Airport (OCJ)?
Opt for a flight from Midway Intl. Airport (MDW) to Ian Fleming Intl. Airport (OCJ) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time are on average 22% more likely to be canceled.**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 Ian Fleming Intl. Airport (OCJ) last-minute?
Holding off until just before your trip to book your flight from MDW to OCJ generally means paying more. While it’s possible to find some last-minute deals, there’s no guarantee. Be flexible with your itinerary to boost your chances of getting a bargain.
Is it cheaper to book a MDW to OCJ flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to OCJ flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the stress out of travel planning. Just secure your flights and choose from our wide range of stays, then personalize your trip with other add-ons like activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Ian Fleming Intl. Airport (OCJ)?
If you booked your MDW to OCJ flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

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*Available to One Key members.