$1,137 Cheap Flights from Chicago (MDW) to Sydney (SYD)

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Cheap Flights from Chicago to Sydney (MDW-SYD)

Prices were available within the past 7 days and start at $1,137 for one-way flights and $1,171 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Flights from Chicago (MDW) to Sydney (SYD)
Origin airport
Midway Intl.
Destination airport
Kingsford Smith Intl.
Airlines serving
Delta, Korean Air
Roundtrip price
$1,171
Distance
9240 mi

Chicago to Sydney Flights

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

If you would like to book flights to Sydney more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Sydney is $1,137 now!

Frequently asked questions

How much is a one-way flight from MDW to Kingsford Smith Intl. Airport (SYD)?
Book your next tickets with Expedia and you could get one-way Chicago flights to Sydney from just $1638. This was the cheapest fare found for this particular route leaving within the next three months — an Korean Air flight, departing Midway Airport on September 4 2024 and arriving at Mascot Airport. The price was updated on June 12 2024 and has not changed since. Can’t wait to pick up your own bargain? Terrific deals are only a click of a button away.
Is it cheaper to buy a plane ticket from Chicago Airport to Sydney Airport last minute?
Booking your trip from MDW to Mascot Airport at the last minute could save you some dough if you’re lucky to find a terrific deal. However, airfares don’t typically get cheaper as the date of departure nears. If you wait, flights could also be booked out or the best seats taken. If you’d rather err on the side of caution, book well ahead of when you want to leave. In fact, some of the best deals are available on Expedia up to a year in advance. If your preferred airline hasn’t released tickets yet, check back regularly as offers are constantly updated on Expedia.
What airports do you fly into for Sydney from Chicago?
From Chicago, you can fly into Sydney through Kingsford Smith Intl. Airport (SYD), Shellharbour Airport (WOL) and Bankstown Airport (BWU). Research which hub is the most convenient for you before making your decision. If you go with Kingsford Smith Intl. Airport (SYD), it’s about 5 mi southwest of the downtown area. Use the cash you save when booking your seat with Expedia to experience the city’s top attractions, such as Sydney Opera House and Sydney Harbour Bridge.
Can I change the date of my flight from Midway Airport to SYD?
We know plans can get upended, so Expedia is here to help make amending your flight as easy as possible. First, access your Midway Intl. Airport (MDW) to Mascot Airport itinerary through the Expedia Trips portal and read the ticket rules to see if you can make changes. If you booked your fare in the last 24 hours, some airlines will allow you to cancel for free and book new flights. If you bought your fare more than 24 hours ago, contact us through our Customer Service portal to find out what your options are.
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