Cheap Flights from Newburgh (SWF) to Chicago (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 Stewart Intl. Airport (SWF) to O'Hare Airport last minute?
Being a spontaneous soul is a fantastic way to travel around, but it's not necessarily the smartest way to get your hands on a cheap fare. It's better to book your Stewart Intl. Airport to ORD trip well in advance instead of leaving it 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. You can unleash your spontaneous side when you're discovering ORD!
What airports do you fly into for Chicago from New York?
O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your options when connecting from New York to Chicago. About 26 kilometers northwest of downtown Chicago, O'Hare Intl. Airport (ORD) is the city's main entry point. Think about factors such as flight arrival and departure times and the distance to your hotel before deciding where you fly into. Wrigley Field and Millennium Park are two terrific attractions to put on your must-see list when you arrive.
Can I change the date of my flight from SWF to O'Hare Intl. Airport (ORD)?
It's a piece of cake to make changes to your Stewart Intl. Airport to O'Hare Airport trip yourself. Simply go to the Expedia Trips portal and choose "change flight." Look for new flights and choose the one that better suits your plans. You'll see an estimate of any flight change costs. You can also find your way to our Customer Service portal to chat to our Virtual Agent and get answers to your questions.

Travel information

Origin airport
Stewart Intl.
Destination airport
O'Hare Intl.
Distance
1139 km

Book with confidence

Newburgh to Chicago Flights

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

Newburgh to Chicago Flights

Explore a world of travel with Expedia