Title: CA $265 Cheap Flights from Fort Walton Beach (VPS) to Chicago (ORD) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $265 Cheap Flights from Fort Walton Beach (VPS) to Chicago (ORD) [View CA $265 flight on Thu, Nov 20, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:VPS,to:ORD,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:264.79&airProductToken=AQpWCioI07IBEgQxODEyGPWTASDMfCiDzP0CMLLN_QI4V0AAWAFyB1cyUUFDQVkKKAjTsgESAzI2MxjMfCCuHCj-zv0CMODP_QI4V0ABWAFyB1cyUUFDQVkSCggBEAEYASoCU1kYASIECAEQASgCKAMoBDAN) - [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 Northwest Florida Regional Airport (VPS) to Chicago O'Hare International Airport (ORD) - ![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:vps,to:ord,departure:14/11/2025TANYT&leg2=from:ord,to:vps,departure:21/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![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:vps,to:ord,departure:14/11/2025TANYT&leg2=from:ord,to:vps,departure:21/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:vps,to:ord,departure:14/11/2025TANYT&leg2=from:ord,to:vps,departure:21/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![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) ## Cheap flights from Fort Walton Beach (VPS) to Chicago (ORD) Prices were available within the past 7 days and start at CA $265 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ## Find the cheapest month to fly from Fort Walton Beach (VPS) to Chicago (ORD) ### June is typically the cheapest month to fly From CA $219 - CA $741 per traveller. ## Frequently asked questions ### How much is a flight from VPS to ORD? > Based on airfares available within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Northwest Florida Regional Airport (VPS) to ORD start from . Make your booking today to get the best price for your trip. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from VPS to ORD? > We understand that things crop up unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just visit the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from VPS to O'Hare Intl. Airport (ORD) that have flexible change policies? > Select our "No change fees" filter to find flexible travel options for your flight from VPS to O'Hare Intl. Airport (ORD). This allows you to lock in a great price in advance and still have the freedom to make changes without any extra fees. Fare adjustments may apply if your new flight is more expensive. ### How many hours is the flight from Destin–Fort Walton Beach Airport to O'Hare Intl. Airport (ORD)? > The average flight between VPS and ORD is 4 hours and 10 minutes. If you're travelling with kids, it's always a good idea to pack some snacks in your carry-on bag. ### How far is the flight from VPS to O'Hare Intl. Airport (ORD)? > You won't have time for a movie marathon on this flight — it's just 1,300 kilometres from Valparaiso to Chicago. Sit down, order a snack and you'll be in Chicago before you know it. ### Which airlines fly direct from VPS to O'Hare Intl. Airport (ORD)? > There are several airlines that fly directly from VPS to O'Hare Airport. American Airlines (AA) is a top choice, offering 0 flights each month. You could also have a look at the fares on offer with United Airlines (UA). This airline operates 0 flights every month between Valparaiso and Chicago. ### Are VPS to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Late planners can occasionally find a bargain, with some of the cheapest airfares from VPS to ORD surfacing a few weeks before the departure date. If you'd rather book ahead, Expedia compares and updates all the best flight deals regularly — as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines release prices so far in advance. ## Travel information | Origin airport | Northwest Florida Regional | | --- | --- | | Destination airport | O'Hare Intl. | | Distance | 1274 km | | Average flight time | 2 hours 42 mins | ## Book with confidence ### Valparaiso to Chicago Flights **The easy way to book your flights from Fort Walton Beach to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Fort Walton Beach whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 1 airlines that cover this route. There are nonstop flights to O'Hare Intl., 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 Fort Walton Beach to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Northwest Florida Regional, VPS to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Fort Walton Beach to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Fort Walton Beach 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 Chicago   - 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 Chicago from Fort Walton Beach**  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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