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$453+ Cheap flights from Chicago (CHI) to Sydney (SYD)

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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Sydney Kingsford Smith are usually found in August or April, booked 2 days in advance, depart on a Saturday or Sunday and return on a Thursday

Cheap flight deals from Chicago to Sydney

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sydney (SYD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated abril 17, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$955
(Trip.com)

One-way from

$453
(CheapTickets)

Popular in

December

Cheapest in

August

Average price

$877
Provider with most accurate pricing for Chicago (CHI)-Sydney Kingsford Smith flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sydney Kingsford Smith flights.
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From Chicago (CHI) to Sydney Kingsford Smith
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One-way flight from Chicago (CHI) to Sydney Kingsford Smith
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Highest demand for flights based on searches. 12% potential increase in price ($158 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Sydney

Cheapest flights from Chicago to Sydney
Explore the most affordable flight options available from Chicago to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/318:00 amMDW - SYD
2 stops36h 45mMultiple Airlines
sáb. 6/71:45 pmSYD - MDW
2 stops38h 44mMultiple Airlines
Deal found 4/16$955
This Mytrip deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/2911:53 amORD - SYD
2 stops32h 52mMultiple Airlines
sáb. 5/101:45 pmSYD - ORD
3 stops31h 57mMultiple Airlines
Deal found 4/17$1,070
This Cheapflightsfares deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/11:30 pmORD - SYD
2 stops28h 20mQantas Airways
dom. 11/167:05 amSYD - ORD
2 stops29h 15mQantas Airways
Deal found 4/17$1,102
This StudentUniverse deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/216:50 pmORD - SYD
2 stops25h 55mFiji Airways
sáb. 11/12:30 pmSYD - ORD
2 stops22h 19mFiji Airways
Deal found 4/17$1,125
This StudentUniverse deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/283:51 pmORD - SYD
2 stops24h 54mAir New Zealand
mié. 11/191:55 pmSYD - ORD
2 stops23h 27mAir New Zealand
Deal found 4/17$1,185
This Cheapflightsfares deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/127:40 pmORD - SYD
2 stops32h 35mANA
mar. 8/268:55 pmSYD - ORD
1 stop26h 45mANA
Deal found 4/17$1,191
This Air Canada deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/293:40 pmORD - SYD
1 stop24h 55mAir Canada
mié. 11/1211:20 amSYD - ORD
2 stops22h 30mAir Canada
Deal found 4/17$1,323
This StudentUniverse deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/142:40 pmORD - SYD
1 stop28h 20mCathay Pacific
sáb. 11/2210:20 pmSYD - ORD
1 stop31h 40mCathay Pacific
Deal found 4/17$1,359
This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/167:59 pmORD - SYD
2 stops32h 46mAlaska Airlines
vie. 5/239:40 pmSYD - ORD
2 stops34h 22mAlaska Airlines
Deal found 4/16$1,381
This oojo deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/17:50 pmORD - SYD
2 stops32h 10mTurkish Airlines
jue. 10/99:55 pmSYD - ORD
2 stops36h 00mTurkish Airlines
Deal found 4/17$1,412
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/94:45 pmORD - SYD
2 stops23h 20mAmerican Airlines
dom. 8/175:45 pmSYD - ORD
1 stop20h 58mAmerican Airlines
Deal found 4/17$1,424
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/114:20 pmORD - SYD
2 stops23h 35mUnited Airlines
mar. 6/2410:20 amSYD - ORD
1 stop21h 42mUnited Airlines
Deal found 4/17$1,462

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Sydney that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Chicago

Fly to

Sydney

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

sáb. 5/31

8:00 am-11:45 am

2 stops36h 45m

Sydney Kingsford Smith

sáb. 6/7

1:45 pm-1:29 pm

2 stops38h 44m

$955

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 4/29

11:53 am-11:45 am

2 stops32h 52m

Sydney Kingsford Smith

sáb. 5/10

1:45 pm-6:42 am

3 stops31h 57m

$1,070

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

sáb. 5/10

6:45 pm-11:45 am

2 stops26h 00m

Sydney Kingsford Smith

sáb. 5/17

1:45 pm-8:24 pm

2 stops21h 39m

$1,258

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 7/1

3:54 pm-9:40 pm

2 stops38h 46m

Sydney Kingsford Smith

mié. 7/9

11:50 am-11:59 pm

2 stops27h 09m

$1,272

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 6/11

3:12 pm-7:30 am

1 stop25h 18m

Sydney Kingsford Smith

mar. 6/24

9:10 am-5:17 pm

1 stop23h 07m

$1,356

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 5/7

4:00 pm-10:50 am

1 stop27h 50m

Sydney Kingsford Smith

dom. 5/18

9:50 pm-2:25 pm

1 stop31h 35m

$1,367

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

vie. 5/16

7:59 pm-7:45 pm

2 stops32h 46m

Sydney Kingsford Smith

vie. 5/23

9:40 pm-5:02 pm

2 stops34h 22m

$1,381

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 7/9

4:45 pm-7:05 am

2 stops23h 20m

Sydney Kingsford Smith

dom. 8/17

5:45 pm-11:43 pm

1 stop20h 58m

$1,424

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 6/11

4:20 pm-6:55 am

2 stops23h 35m

Sydney Kingsford Smith

mar. 6/24

10:20 am-5:02 pm

1 stop21h 42m

$1,462

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 6/11

2:18 pm-6:35 am

2 stops25h 17m

Sydney Kingsford Smith

mar. 6/24

9:25 am-11:59 pm

2 stops29h 34m

$1,470

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 32 results
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Compare providers for flights from Chicago to Sydney

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Sydney in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*2 stars
GurufarePrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Sydney flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Sydney flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Sydney flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sydney flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sydney flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Sydney

Have a flexible travel schedule? Discover the best time to fly to Sydney from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Sydney

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sydney. Price data was last updated on April 11, 2025.

The best time to book flights from Chicago to Sydney is 2 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.

What is the cheapest month to book a flight from Chicago to Sydney?

Currently, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,046). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,643). 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.

What is the cheapest time of day to fly from CHI to SYD?

Find hourly flight availability from Chicago to Sydney. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Sydney in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sydney. Price data was last updated on December 8, 2024.

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

Rainfall in Sydney by month

Plan your trip to Sydney by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sydney ranges from 2.0 - 5.1 inches per month. March is typically the wettest month, when rainfall can reach 5.1 in. September is typically the driest time to visit Sydney when rainfall is around 2.0 in.

Temperature in Sydney by month

Plan your trip to Sydney by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sydney, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of July, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Sydney

Get insights into the airlines that provide service to Sydney. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sydney. Reviews last updated abril 17, 2025.
Read through reviews of airlines operating flights from Chicago to Sydney, such as Air Tahiti Nui, Korean Air and Japan Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Air Tahiti Nui
8.8
Very good
62 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Korean Air
8.4
Very good
1,064 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Japan Airlines
8.3
Very good
1,440 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
ANA
8.3
Very good
844 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Fiji Airways
8.0
Very good
185 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Crew

9.1

Boarding

8.7

Overall

8.8

Entertainment

7.3

Food

7.8

Comfort

8.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sydney. 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 into for flights to Sydney from Chicago?

    Located just 4.6 mi from the city center, Sydney Kingsford Smith is the airport most travelers will use when flying to Sydney from Chicago. Booking flights from Chicago to Kingsford Smith (SYD) should be relatively easy as there are 0 daily inbound flights from Chicago from 7 different airlines.

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

    Our cheapest airline available from Chicago to Sydney is Fiji Airways. Our recent data shows that you can find tickets from as low as $1,257 on this airline. Additional options worth looking into are Air New Zealand and ANA, starting at $1,272 and $1,285 round-trip.

  • What are the cheapest airlines to fly from Chicago to Sydney one-way?

    One-way options have recently been found by users for as low as $664 on Fiji Airways. Other airlines that offer cheap prices include Alaska Airlines from $755 and Qantas Airways from $781 one-way.

  • Where are the most common layover locations when flying from Chicago to Sydney?

    Chicago to Sydney flights have a layover in Los Angeles most often. Los Angeles is followed by Vancouver in terms of the most popular layover location on flights from Chicago to Sydney.

  • What are some popular things to do or see while on a layover in Los Angeles?

    The majority of Los Angeles visitors spend their time at Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live. Travelers on a layover in Los Angeles can visit Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live, by traveling 12.5 mi, 11.7 mi, and 10.8 mi, respectively after landing at Los Angeles. Travelers in need of a car in Los Angeles can rent one for about $39 per day.

  • What are some popular points of interest to see during a layover in Vancouver?

    Pacific Central Station, Queen Elizabeth Theatre, and Vancouver Harbour Centre are currently the most popular points of interest in Vancouver at the moment. Those on a layover in Vancouver interested in visiting Pacific Central Station, Queen Elizabeth Theatre, or Vancouver Harbour Centre can do so by traveling 6.6 mi, 6.6 mi, and 6.9 mi, respectively from Vancouver Intl. Those landing in Vancouver looking to spend some time exploring during their layover can rent a car for about $38 per day.

  • Where are the least popular layover locations for Chicago to Sydney flights?

    Chicago to Sydney flights have a layover in Auckland least often. Dallas sees the second fewest layovers for non-direct flights flying from Chicago to Sydney.

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

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

  • How can I find direct flights from Chicago to Sydney?

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

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

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

  • What is the cheapest month to book a flight from Chicago to Sydney?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,046). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,643). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Wollongong
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Coogee
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Alternative routes for Chicago to Sydney

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Sydney flights
Midway to Sydney flights
St. Louis to Sydney flights
O'Hare Intl to Coolangatta flights
Peoria to Sydney flights
Evansville to Sydney flights

Top 7 airlines flying from Chicago to Sydney

Discover the top 7 airlines that operate flights from Chicago to Sydney. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$679Average$781FlexibilityNo cancel feeOn-time80%
Qantas AirwaysCheapest$808Average$989FlexibilityNo cancel feeOn-time74%
American AirlinesCheapest$825Average$871FlexibilityNo cancel feeOn-time71%
DeltaCheapest$852Average$967FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$976Average$1,242FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$1,203Average$1,499FlexibilityNo cancel feeOn-time69%
Air New ZealandCheapest$1,256Average$1,704FlexibilityNo cancel feeOn-time78%

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