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Cheap Flight Deals from Sydney to Chicago

For as little as AU$ 714, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Sydney below.

  • One way
  • Return

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Best Time to Book Flights from Sydney to Chicago

Explore the best time to buy affordable tickets to Chicago with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Top Airlines Flying from Sydney to Chicago

Which airline provides the cheapest flights from Sydney to Chicago? Discover the option that best suits your travel needs before embarking on your journey.

Alternative Routes from Sydney to Chicago

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Chicago from Sydney which could help you save money and time.

  • Cheapest
    Jetstar Airways
    SYD
    17:25
    41h 34m
    2 transfer
    ORD
    17:59
    Kingsford Smith Airport - O'Hare International Airport
    Fri, Jan 24Jetstar Airways
    AU$ 619
  • Fiji Airways
    SYD
    14:00
    39h 59m
    2 transfer
    MDW
    13:59
    Kingsford Smith Airport - Midway International Airport
    Tue, Mar 11Fiji Airways
    AU$ 662
  • Fiji Airways
    SYD
    14:00
    39h 59m
    2 transfer
    MDW
    13:59
    Kingsford Smith Airport - Midway International Airport
    Tue, Mar 11Fiji Airways
    AU$ 662
    Find More Flights

FAQ

  • When are flight from Sydney (SYD) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Sydney to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Sydney (SYD) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$ 2,393.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • How many airports in Chicago (CHI)?

How to find a cheap flight from Sydney to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Sydney to Chicago

Cheapest direct flight priceAU$ 714
Off-season for travelJanuary
Peak season for travelOctober
Flight distance14,881.87km
Popular airlineCathay Pacific

Sydney to Chicago by air

If you are travelling from Sydney to Chicago by air or looking for Sydney to Chicago flights, you have come to the right place. Start your search for airfares by giving the travelling date above, or continue reading to find out more about the journey, airlines, flight times, schedules, how to find cheap tickets, and much more.

Sydney to Chicago airfares

The airfares for Sydney and Chicago are subject to fluctuations. The price of an air ticket is influenced by various factors, including the level of demand, the specific travel dates and times selected, seat availability, and the pricing strategies implemented by different airlines. Additionally, the fares may also be adjusted based on the travel class you choose, whether it's first class, business class, or economy class.

How to find cheap flights from Sydney to Chicago

Securing the most affordable deals on flights from Sydney to Chicago requires a combination of flexibility, persistence, and a sprinkle of luck. To assist you in obtaining the best prices, here are some helpful tips:

  • 1. Embrace flexibility with your travel dates and times: Airfares tend to be more budget-friendly during early mornings, late evenings, and weekdays.
  • 2. Remain open to alternative airports: Exploring nearby airports can often lead to surprisingly lower fares.
  • 3. Consider booking separate airlines for outbound and inbound flights: Opting for two one-way tickets instead of a round-trip ticket may potentially offer cost savings.
  • 4. Explore the option of booking a connection flight from Sydney to Chicago: Connecting flights can sometimes be more economical than direct ones.
  • 5. Keep an eye out for last-minute flight deals: Sometimes, spontaneous travel plans can lead to fantastic bargains.

Airlines from Sydney to Chicago

Regrettably, direct flights from Sydney to Chicago are not available. Nevertheless, Qantas Airways and Virgin Australia offers convenient connecting flight options, allowing passengers to reach Chicago from Sydney with ease.

Sydney to Chicago flight time

In the absence of a non-stop Sydney to Chicago flight, the flight time can vary due to connecting flights and layovers. The duration of the layover depends on factors like baggage reclaim and whether the connecting flights depart from the same or different airports. These variables impact the overall travel duration, possibly causing deviations from the estimated timeframe. Verify flight details on the booking page for accurate information.

Everything you need to know about Sydney airport

Sydney Airport (SYD) is Australia's busiest airport, with three main terminals: Terminal 1 for international flights, Terminal 2 for domestic flights, and Terminal 3 for Qantas flights. It offers a comprehensive range of flight routes connecting Sydney to destinations across the globe. Traveling between the airport and the city center is convenient, with options including trains, buses, rideshare and taxis. The train ride takes approximately 13 minutes, while buses and taxis can take around 20-30 minutes, depending on traffic conditions.

Arriving at Chicago airport

O'Hare International Airport (ORD), commonly referred to as Chicago Airport, is a major aviation hub in the United States. It comprises four main terminals: Terminal 1, Terminal 2, Terminal 3, and Terminal 5. The airport offers a wide range of flight routes, connecting Chicago to numerous domestic and international destinations. Traveling from the airport to the city center is convenient, with the Chicago Transit Authority (CTA) Blue Line train providing a direct 45-minute journey. Taxis and ride-sharing services are also readily available, with travel times ranging from 30 to 45 minutes, depending on traffic conditions.

Book Sydney to Chicago flights on Trip.com to unlock extra benefits

Trip.com not only helps you find the cheap airfares from Sydney to Chicago, but also provide extra perks and benefits. When you make your flight reservation, you unlock a world of discounts on hotels, car rentals, and airport transfers, allowing you to save more on your journey. As a token of our appreciation, Trip.com rewards you with Tripcoins through our loyalty program, which can be redeemed for additional benefits on your future trips.