Question 1

What are the cheapest airlines flying from Sydney to Chicago round-trip?

Accepted Answer

According to our current data, American Airlines ($1,084), ANA ($1,109), and Qantas Airways ($1,171) offers the cheapest pricing from Sydney to Chicago. You may be able to fly from Sydney to Chicago for 21% less than the average price by searching for these airlines.

Question 2

When is the best time to book a flight from Sydney to Chicago?

Accepted Answer

Currently, February is the cheapest month in which you can book a flight from Sydney to Chicago (average of $244). Flying from Sydney to Chicago in June is currently the most expensive (average of $342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$342

July

$327

August

$274

September

$258

October

$248

November

$270

December

$248

Question 3

When is the best time to book a flight from Sydney to Chicago?

Accepted Answer

The best time to book flights from Sydney to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Question 4

When is the cheapest time to fly from Sydney to Chicago?

Accepted Answer

Travelers seeking maximum savings on their Sydney to Chicago flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 5

How recently were the Sydney to Chicago flight deals updated?

Accepted Answer

The Sydney to Chicago flight deals you see on this page were last updated on 5/16.

Question 6

What are the most popular airlines that fly from Sydney to Chicago?

Accepted Answer

American Airlines, Air Canada and ANA are the most popular airlines when flying from Sydney to Chicago.

Question 7

Can I find flights from Sydney to Chicago for under $1,000 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from Sydney to Chicago for under $1,000. The cheapest flight booked recently is on Multiple Airlines for just $929, but on average you can expect to pay $1,086.

Question 8

Are there last-minute flights available from Sydney to Chicago for under $1,700?

Accepted Answer

There are currently 20+ open flights from Sydney to Chicago within the next 7 days for less than $1,700.

Question 9

What is the cheapest day to fly round-trip from Sydney to Chicago?

Accepted Answer

Monday flights are generally found to be more expensive for flights from Sydney to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Question 10

How far in advance should I book a flight from Sydney to Chicago?

Accepted Answer

To save up to 34% on this flight, we recommend booking at least 36 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Sydney to Chicago from $1,002 1-2 weeks out and tickets from $1,002 for flights departing within the next 72 hours.

Question 11

What is the cheapest month to fly from Sydney to Chicago?

Accepted Answer

The best pricing can be found in the month of February. Prices to Chicago from Sydney average $1,372. You can even find prices in February for less than $1,372, as users have found deals to Chicago from as low as $959. The month of December appears to be one of the more expensive times to travel to Chicago from Sydney. Flying in the targeted month can save you up to 36%.

Question 12

When is the cheapest time to fly from Sydney to Chicago (SYD - CHI)?

Accepted Answer

It’s optimal to fly from Sydney to Chicago in the evening. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight in the morning.

Question 13

What airport do you fly from for flights from Sydney to Chicago?

Accepted Answer

Sydney Kingsford Smith (SYD) is the airport you will fly out of if you book a flight from Sydney to Chicago. You should not have trouble finding flights to Chicago from Kingsford Smith; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Sydney airport to Chicago. It is only a 4.6 mi journey to Kingsford Smith (SYD) from Sydney’s city center.

Question 14

What does SYD to ORD mean?

Accepted Answer

Great question - SYD to ORD just means Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Question 15

Can I find deals for flights from Sydney to Chicago that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your Sydney to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 16

Can I find deals on flights from Sydney to Chicago with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter Sydney to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 17

Can I find deals for flights from Sydney to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Sydney to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 18

How can I find direct flights from Sydney to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to Chicago.

Question 19

Can I find deals for business class flights from Sydney to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from Sydney to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 20

Can I find deals for flights from Sydney to Chicago that allow pets onboard?

Accepted Answer

Many airlines flying from Sydney to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 21

Can I find deals on last-minute flights from Sydney to Chicago?

Accepted Answer

Yes, you can often find last-minute deals on Sydney to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 22

How does Cheapflights help users find flights from Sydney to Chicago?

Accepted Answer

Cheapflights makes it easy to find Sydney to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Question 23

Why should you use Cheapflights to find cheap flight tickets from Sydney to Chicago?

Accepted Answer

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Sydney to Chicago.

Question 24

Can Cheapflights find flights from Sydney to Chicago with no change fees?

Accepted Answer

Certainly. Search results for flights to Chicago from Sydney shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Question 25

Can Cheapflights notify me if prices for flights from Sydney to Chicago become cheaper?

Accepted Answer

Of course! You can now track prices for flights from Sydney to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

Popular in	December
Cheapest in	February
Average price	$1,343
Round-trip from	$223

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$1,010	Average$1,876	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
American Airlines	Cheapest$1,034	Average$1,327	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
Air Canada	Cheapest$1,058	Average$1,282	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
ANA	Cheapest$1,123	Average$1,267	FlexibilityNo cancel fee	On-time80%	Search ANA flights

Cheap flights from Sydney (SYD) to Chicago (CHI) from $608

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

The best prices from Sydney Kingsford Smith to Chicago are usually found in February or March, booked 35 days in advance, depart on a Saturday or Monday and return on a Wednesday

Cheap flight deals from Sydney to Chicago

Popular in

Cheapest in

Average price

Round-trip from

What is the cheapest day to fly round-trip from Sydney to Chicago?

How far in advance should I book a flight from Sydney to Chicago?

What is the cheapest month to fly from Sydney to Chicago?

When is the cheapest time to fly from Sydney to Chicago (SYD - CHI)?

Cheap American Airlines flights from Sydney to Chicago

Take a peek at the cheapest American Airlines flights we've detected traveling from Sydney to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap ANA flights from Sydney to Chicago

To aid your search, here are some of the cheapest ANA flights we've found from Sydney to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.

Cheap Sydney to Chicago flights in May & June 2024

Find cheap flight options from Sydney to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on mayo 16, 2024.

Check out some of the best flight deals from Sydney to Chicago in 2024. Check back in a little while for more flight options.

Sydney to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Sydney and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated mayo 16, 2024.

Check out some of the best flight deals from Sydney to Chicago in 2024. Check back in a little while for more flight options.

Sydney to Chicago flights leaving soon

Check out these flights departing soon from Sydney to Chicago. Users should examine the flight details to ensure there are no surprises.

One-way flights to Chicago from Sydney

Some of the best available deals we've found on one-way flights from Sydney to Chicago. Users in need of a round-trip flight from Sydney to Chicago instead should update the search form at the top of page.

Find flights from Sydney to Chicago within your budget

When is the best time to book a flight from Sydney to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Sydney to Chicago. Price data was last updated on May 10, 2024.

The best time to book flights from Sydney to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

When is the cheapest time to fly from Sydney to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Sydney to Chicago. Price data was last updated on May 12, 2024.

Average price of flights to Chicago by month

Plan your trip from Sydney to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Sydney to Chicago is currently $665 while a round-trip flight costs $1,201. Price data was last updated on May 12, 2024.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Reviews of airlines servicing Chicago

To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about American Airlines, ANA and Qantas Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Sydney to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Sydney to Chicago?

Can I find flights from Sydney to Chicago for under $1,000 on Cheapflights?

Are there last-minute flights available from Sydney to Chicago for under $1,700?

What are the cheapest airlines flying from Sydney to Chicago round-trip?

What are the most popular airlines that fly from Sydney to Chicago?

What does SYD to ORD mean?

Can I find deals for flights from Sydney to Chicago that include extra baggage allowance?

Can I find deals on flights from Sydney to Chicago with specific airlines?

Can I find deals for flights from Sydney to Chicago that include hotel bookings?

How can I find direct flights from Sydney to Chicago?

Can I find deals for business class flights from Sydney to Chicago?

Can I find deals for flights from Sydney to Chicago that allow pets onboard?

Can I find deals on last-minute flights from Sydney to Chicago?

How recently were the Sydney to Chicago flight deals updated?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Sydney to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.

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Top 4 airlines flying from Sydney to Chicago

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Search flights from Sydney to Chicago by cabin class

Find flights from Sydney to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Sydney to Chicago?

Why should you use Cheapflights to find cheap flight tickets from Sydney to Chicago?

Can Cheapflights find flights from Sydney to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from Sydney to Chicago become cheaper?

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Alternative routes for Sydney to Chicago
See prices for flight routes from nearby airports that may be better suited for you.