Cheap Flights from Sydney (SYD) to Chicago (MDW)

Popular airlines from Sydney Airport (SYD) to Chicago Midway Airport (MDW)

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Frequently asked questions

How much is a flight from Sydney Airport to Midway Intl. Airport (MDW)?
Round-trip journeys between Mascot Airport and Midway Intl. Airport (MDW) start from . This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book today so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Sydney Airport to Midway Airport?
Most flights can be conveniently cancelled online, but whether you are charged a fee depends on your airline. If you do need to cancel your holiday, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Sydney Airport to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Sydney Airport to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from SYD to Midway Airport?
With around 14,900 kilometres separating Sydney Airport and Chicago Airport, your flight will be a long one. Pack wisely to make your trip comfortable. Simple things like warm clothing and some noise-cancelling headphones should be in your hand luggage.
Which airlines fly direct from SYD to Chicago Airport?
You won't find any airlines operating directly between Mascot Airport and Chicago Airport, so be ready to make at least one stop on your journey. A layover, whether short or long, can be a nice way to break up a trip!
Are Sydney Airport to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Kingsford Smith Intl. Airport (SYD) to MDW last minute could save you some serious cash. However, it might cost you a whole lot more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

Travel information

Origin airport
Kingsford Smith Intl.
Destination airport
Midway Intl.
Distance
14785 km

Book with confidence

Sydney to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Sydney to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with SYD to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Sydney for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Sydney to Chicago Flights
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