Cheap Flights from Orlando (ORL) to Chicago (ORD)

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Frequently asked questions

Is it cheaper to buy a plane ticket from ORL to ORD last minute?
When it comes to booking your flights, it's always better to be prepared. While you could pick up a deal on an ORL to O'Hare Intl. Airport (ORD) flight at the last minute, fares usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international trips it's between three and four months.
What airports do you fly into for Chicago from Orlando?
From Orlando, you can travel to Chicago via O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Do some research into which hub is the most convenient for you before you make a decision. If you settle on O'Hare Intl. Airport (ORD), it's approximately 26 kilometers northwest of downtown. Use the cash you save when booking your journey with Expedia to enjoy the city's popular attractions, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from ORL to O'Hare Airport?
Life can throw a spanner in your plans, so Expedia is here to help make amending your journey as easy as possible. To start, find your Orlando International Airport to O'Hare Intl. Airport (ORD) itinerary through the Expedia Trips portal and look up the fare rules and conditions about change fees or other charges. If you purchased your airfare in the last 24 hours, some carriers allow you to cancel at no cost and organize new flights. If you bought your fare more than 24 hours ago, connect with us through our Customer Service portal to find out your options.

Travel information

Travel information

Origin airport
Orlando Executive
Destination airport
O'Hare Intl.
Distance
1597 km

Book with confidence

Book with confidence

Orlando to Chicago Flights

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

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

Orlando to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia