Cheap Flights from Fort Walton Beach (VPS) to Chicago (ORD)

Popular airlines from Northwest Florida Regional Airport (VPS) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

How long does it take to fly from Destin–Fort Walton Beach Airport to ORD?
American Airlines has a direct flight jetting off from Northwest Florida Regional Airport (VPS) at 1:28PM and landing at O'Hare Intl. Airport (ORD) at 4:13PM — a total flying time of 2 hours and 45 minutes. Secure the seat that's perfect for you, bring some things to keep you busy and the time will pass by quickly.
Is it cheaper to buy a plane ticket from Northwest Florida Regional Airport (VPS) to O'Hare Airport last minute?
Being spontaneous is a fantastic way to see the world, but it isn't always the cleverest way to nab a cheap airfare. It's better to book your Northwest Florida Regional Airport (VPS) to ORD trip well ahead of time instead of waiting till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneity for when you're discovering ORD!
What airports do you fly into for Chicago from Fort Walton Beach?
O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your options when connecting from Fort Walton Beach to Chicago. Approximately 26 kilometers northwest of the center of Chicago, O'Hare Intl. Airport (ORD) is the city's main gateway. Take into account things such as flight departure and arrival times and the distance to your hotel before choosing an airport. Wrigley Field and Millennium Park are two fantastic attractions to put on your itinerary when you arrive at your destination.
What are the most popular departure times for flights from Destin–Fort Walton Beach Airport to ORD?
Between 1:00 PM - 2:00 PM is when you'll find many American Airlines flights jetting from VPS to O'Hare Airport. Our handy tip? Choose a flight that departs sometime in the morning. With air traffic yet to build up, your chances of traveling on a delay-free flight are better.
Can I change the date of my flight from Northwest Florida Regional Airport (VPS) to O'Hare Airport?
Easily make changes to your Northwest Florida Regional Airport (VPS) to O'Hare Airport trip via the Expedia Trips portal. But before amending dates or times, read the fare rules in your itinerary to see what the airline will allow you to do and if charges apply. Some airlines charge a change fee per person, plus any difference in fare prices. But if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also check out our Customer Service portal for further details and to connect with our Virtual Agent.

Travel information

Travel information

Origin airport
Northwest Florida Regional
Destination airport
O'Hare Intl.
Distance
1274 km

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