Title: Cheap Flights from Chicago (ORD) to Destin (DSI) - Expedia.ca ![Fort Walton Beach - Destin which includes a sunset and general coastal views](https://images.trvl-media.com/place/6906/6d0ad0a3-9ea9-4aeb-89d5-4ea89e21c929.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tommy Crow/Visit South Walton ![](https://images.trvl-media.com/place/6906/6d0ad0a3-9ea9-4aeb-89d5-4ea89e21c929.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chicago (ORD) to Destin (DSI) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago O'Hare International Airport (ORD) to Destin-Fort Walton Beach Airport (DSI) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:dsi,departure:03/11/2025TANYT&leg2=from:dsi,to:ord,departure:10/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Frequently asked questions ### How much is a flight from O'Hare Airport to Destin-Fort Walton Beach Airport (DSI)? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price quoted for a round-trip journey between O'Hare Airport and Destin-Fort Walton Beach Airport (DSI) was . Fares this good don't hang around, so book yours today. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Destin-Fort Walton Beach Airport? > The majority of flights can be conveniently cancelled online, but whether you incur a fee varies between airlines. If you do have to cancel your break, follow the easy instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from O'Hare Intl. Airport (ORD) to Destin-Fort Walton Beach Airport that have flexible change policies? > Select our "No change fees" filter to find flexible travel options for your flight from ORD to DSI. This allows you to lock in a great price ahead of time and still have the freedom to reschedule without any additional fees. You'll just need to pay the fare difference, if applicable. ### How far is the flight from O'Hare Airport to Destin-Fort Walton Beach Airport (DSI)? > It's only 1,300 kilometres from O'Hare Airport to Destin-Fort Walton Beach Airport. Chances are you'll spend more time getting to and from the airport than you will actually flying! ### Which airlines fly direct from O'Hare Intl. Airport (ORD) to Destin-Fort Walton Beach Airport? > You won't find any airlines operating directly between O'Hare Airport and Destin-Fort Walton Beach Airport (DSI), so be ready to make at least one stop on your journey. A layover, whether short or long, can be a good way to break up a trip! ### Are O'Hare Intl. Airport (ORD) to Destin-Fort Walton Beach Airport flight tickets cheaper when they're purchased at the last minute? > Booking your trip from ORD to DSI last minute could be your ticket to a fantastic deal. However, it might cost you a whole lot more! If you'd prefer to err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back often as deals are updated all the time on Expedia. ## Travel information | Origin airport | O'Hare Intl. | | --- | --- | | Destination airport | Destin-Fort Walton Beach | | Distance | 1286 km | ## Book with confidence ### Chicago to Destin Flights **The easy way to book your flights from Chicago to Destin**  With Expedia, it’s simple to find and book flights to Destin from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Destin-Fort Walton Beach, too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Destin today, tomorrow, or this week.   **Save dollars with cheap flights from O'Hare Intl., ORD to Destin-Fort Walton Beach, DSI**  Sort your search results by price to find great deals on your flight from Chicago to Destin—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Destin from Chicago currently is just rising to .   Here are more money-saving tips:  - Fly in when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Destin   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Destin from Chicago**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. 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