Cheap Flights from Chicago (ORD) to Stewart Island (SZS)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)

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Flights from Chicago (ORD) to Stewart Island (SZS)
Origin airport
O'Hare Intl.
Destination airport
Ryans Creek
Distance
8820 mi

Chicago to Stewart Island Flights

The cheapest times to fly from Chicago to Stewart Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Stewart Island are during the month of . You can find some of the cheapest flights from Chicago to Stewart Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Stewart Island

Sunday is one of the best days to book for cheap flights from Chicago to Stewart Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Stewart Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Stewart Island in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Stewart Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Stewart Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)?
is the least expensive month to fly from ORD to SZS. Planning your trip for the off-season is often the key to finding better fares.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from ORD to SZS. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)?
Direct flights from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to SZS?
Usually you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)?
Choose a flight from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek) that takes off before 3 PM to reduce the risk of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek) last-minute?
Waiting until right before your break to book a ticket from ORD to SZS generally means paying more. Although you may find some last-minute offers, there's no guarantee. Allow some flexibility in your schedule to boost your chances of getting a bargain.
Is it cheaper to book an ORD to SZS flight and hotel package?
Opting for an ORD to SZS flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Pick from our extensive range of stays and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Stewart Island (SZS-Ryans Creek)?
If you booked your ORD to SZS flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

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