Cheap Flights from Chicago (ORD) to Destin (DSI)

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Frequently asked questions

Is it cheaper to buy a plane ticket from ORD to DSI last minute?
Booking your flight from ORD to Destin-Fort Walton Beach Airport last minute could save you money if you luck out and find a terrific deal. However, fares usually don't come down in price as the date of departure nears. If you procrastinate, flights could also be booked out or the best seats gone (because no one wants the middle seat). If you'd rather play it safe, book well ahead of the date you want to leave. Don't forget that some of the biggest bargains can be found up to 12 months in advance. If your preferred airline hasn't released its fares yet, check back regularly as deals are updated on Expedia all the time.
What airports do you fly into for Destin from Chicago?
From Chicago, you can get to Destin through Destin-Fort Walton Beach Airport (DSI), Northwest Florida Regional Airport (VPS) and Northwest Florida Beaches Intl. Airport (ECP). Check which terminal is best for you before making your decision. If you go with Destin-Fort Walton Beach Airport (DSI), it's around 2 kilometers northwest of the center of the city. Use the dollars you save when booking your trip with Expedia to discover the city's popular sights, such as Destin Commons and Destin Beaches.
Can I change the date of my flight from O'Hare Airport to Destin-Fort Walton Beach Airport (DSI)?
You can make changes to your O'Hare Airport to Destin-Fort Walton Beach Airport (DSI) journey via the Expedia Trips portal. But before you make any adjustments, read over the rules and restrictions in your itinerary to see what the airline will allow you to do and what charges may apply. Some carriers charge a change fee per person, in addition to any difference in fares. However, if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also check out our Customer Service portal for more handy information and to chat with our Virtual Agent.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Destin-Fort Walton Beach
Distance
1286 km

Book with confidence

Chicago to Destin Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Destin offer the perfect respite. Not only does exploring Destin 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 Destin 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 Destin are only a plane trip away. Book your travel arrangements with us today!

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

Chicago to Destin Flights

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