Cheap flights from Sydney to Chicago from $461
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 9/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Sydney to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of March is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $741. If you’re not able to fly to Chicago in March, then May is your next best option. Flight prices from Sydney to Chicago during May average around $748.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $1,103. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Sydney to Chicago for around $1,626.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sydney to Chicago during this time can be as low as $1,141. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,365.
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Sydney when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,017 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $848 on momondo.
When to book flights from Sydney to Chicago
Cheap Sydney to Chicago (SYD to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago
How far is Sydney Kingsford Smith to Chicago by plane?
A flight from Sydney Kingsford Smith to Chicago will travel around 9237.5 mi. In terms of flight time, this usually takes a little over 19h 34m.
When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?
Prices for flights from Sydney Kingsford Smith Airport to Chicago refresh daily.
How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?
As of June 2025, there are 2 operators available to choose from for flights from Sydney Kingsford Smith Airport to Chicago.
How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Sydney Kingsford Smith Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Sydney to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sydney to Chicago is Qantas Airways (44% of total bookings). The next most popular airlines are American Airlines (33%) and United Airlines (23%).
Best airlines flying from Sydney to Chicago
Compare and see reviews for airlines that fly from Sydney to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $631 | Free Cancellation | Rating 7.5 860 reviews | |||
| PriceFrom $884 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Sydney to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.
Can I find flights from Sydney to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Sydney with this policy.
How can momondo help me find flights from Sydney to Chicago?
Once all potential Sydney to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Sydney to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Sydney to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.