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Cheap Flights from Sydney to Chicago

Making your way from Sydney to Chicago? Discover and compare a great range of cheap flights using Webjet’s deal finder.

Regardless of whether you’re wanting to secure your seat ahead of time or take advantage of an early bird or last minute deal, Webjet offers plenty of cheap flights to match your travel plans.

Flights to O’Hare International Airport are serviced by a great range of carriers including United Airlines, Air Canada, Delta Air Lines, Qantas, Virgin Australia and Air New Zealand. Services travel to Chicago via a number of international destinations including Los Angeles, Vancouver, Calgary, New York City, Toronto, San Francisco, Abu Dhabi and Auckland.


Travelling to Chicago

The USA’s third largest city, Chicago is a city that offers plenty to see, do and experience. Whether you only have a few days to explore the city or are able to enjoy the luxury of an extended stay, there are so many ways to while away the hours in the ‘Windy City’.

No visit to Chicago would be complete without sampling the city’s fantastic culinary scene. Sink your teeth into local favourites, such as deep dish pizza and hotdogs with all the trimmings, or please your palate with dishes originating from across Asia, Africa, the Middle East and beyond. Ranging from budget friendly eats through to fine dining experiences, there’s a restaurant or eatery to match every budget and dining preference.

Home to unusual outdoor art installations and fine galleries, Chicago is a city that boasts an impressive art scene. Wander through the city’s streets to discover iconic outdoor sculptures, such as “the Bean”, or stop by an art gallery such as the Art Institute of Chicago to feast your eyes on works from across the globe.

With over 40 kilometres of shoreline and 33 sandy beaches, Chicago offers more than enough opportunities to reconnect with nature. Take a stroll along the water’s edge, soak up beautiful water views or simply cool off during the warmer months. Chicago’s annual beach season only runs for a few months each year, but beachside walking trails and parklands are perfect for making the most of the region year round.

There’s so much to see, do and discover across Chicago. Why not hire a car and explore at your own pace?


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