Cheap Flights from Stillwater (SWO) to Chicago (ORD)

Popular airlines from Stillwater, OK (SWO-Stillwater Regional) to Chicago O'Hare Intl. Airport (ORD)

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save on select hotels after you book a flight*
    trophy illustration

    Find the right fit

    We search billions of combinations of flights to help you find your next adventure

Frequently asked questions

Is it cheaper to buy a plane ticket from SWO to O'Hare Airport last minute?
When it's time to book your flights, it's always better to be prepared. While it's possible to find a deal on a Stillwater Regional Airport (SWO) to O'Hare Airport flight at the last minute, prices usually don't get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days ahead. For international journeys it's between three and four months.
What airports do you fly into for Chicago from Stillwater?
With O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) to select from, getting from Stillwater to Chicago is a piece of cake. The city's busiest terminal, O'Hare Intl. Airport (ORD), is approximately 26 kilometers northwest of the center. Apart from ticket prices, consider things like transportation options from the airport and the distance to your hotel when deciding where to land. Get your Chicago trip off to a fun start by discovering Wrigley Field and Millennium Park.
Can I change the date of my flight from Stillwater Regional Airport (SWO) to O'Hare Intl. Airport (ORD)?
Expedia makes it a breeze to make changes to your Stillwater Regional Airport (SWO) to O'Hare Intl. Airport (ORD) journey yourself. Log in to the Expedia Trips portal and hit "change flight." Browse around for new flights and lock in the one that better suits your plans. You'll see an estimate of applicable flight change fees. You can also visit our Customer Service portal to chat to our Virtual Agent and quickly get answers to your questions.

Travel information

Origin airport
Stillwater Regional
Destination airport
O'Hare Intl.
Distance
1016 km

Book with confidence

Stillwater to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Stillwater 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 Stillwater 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!

Stillwater to Chicago Flights

Explore a world of travel with Expedia