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$656+ Cheap flights from Midway (MDW) 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.
MDW — SYD
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
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Cheap flight deals from Midway to Sydney

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 April 15, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$1,468
(Delta)

One-way from

$656
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$877
Provider with most accurate pricing for Chicago Midway-Sydney Kingsford Smith flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Sydney Kingsford Smith flights.
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From Chicago Midway to Sydney Kingsford Smith
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One-way flight from Chicago Midway 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).
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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 Midway to Sydney

Cheapest flights from Midway to Sydney
Explore the most affordable flight options available from Midway to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2025.

This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/79:30 amMDW - SYD
2 stops30h 05mDelta
Wed 7/239:25 amSYD - MDW
2 stops24h 03mDelta
Deal found 4/15$1,468
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/227:45 amMDW - SYD
1 stop32h 10mMultiple Airlines
Mon 6/29:05 amSYD - MDW
2 stops27h 55mMultiple Airlines
Deal found 4/15$2,507
This Expedia deal was found by Cheapflights users on 4/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/259:24 amMDW - SYD
2 stops29h 56mKorean Air
Sun 6/297:55 amSYD - MDW
2 stops43h 34mKorean Air
Deal found 4/15$3,081
This Jetabroad deal was found by Cheapflights users on 4/15. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2510:26 amMDW - SYD
2 stops39h 49mLATAM Airlines
Sun 6/2911:50 amSYD - MDW
3 stops36h 51mLATAM Airlines
Deal found 4/15$5,924

Cheapflights Fare Finder

Customize your flight search to find flights from Midway 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 April 15, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sydney that are best for you.

Fly from

Midway

Fly to

Sydney

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 7/7

9:30 am-6:35 am

2 stops30h 05m

Sydney Kingsford Smith

Wed 7/23

9:25 am-6:28 pm

2 stops24h 03m

$1,468

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 5/22

7:45 am-6:55 am

1 stop32h 10m

Sydney Kingsford Smith

Mon 6/2

9:05 am-10:00 pm

2 stops27h 55m

$2,507

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 6/25

9:24 am-6:20 am

2 stops29h 56m

Sydney Kingsford Smith

Sun 6/29

7:55 am-12:29 pm

2 stops43h 34m

$3,081

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 6/25

10:26 am-5:15 pm

2 stops39h 49m

Sydney Kingsford Smith

Sun 6/29

11:50 am-9:41 am

3 stops36h 51m

$5,924

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 5/19

3:49 pm-11:45 am

3 stops52h 56m

$734

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 6/4

10:25 am-6:35 am

2 stops29h 10m

$839

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Compare providers for flights from Midway 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 Midway 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

*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 Midway Airport-Sydney flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-Sydney flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Sydney flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to Sydney

Have a flexible travel schedule? Discover the best time to fly to Sydney from Midway 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 Midway Airport to Sydney

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 April 15, 2025.
Korean Air
8.4
Very good
1,063 reviews

Comfort

8.3

Food

8.1

Crew

8.7

Boarding

8.5

Overall

8.4

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Korean Air
8.4
Very good
1,063 reviews
Korean Air
8.4
Very good
1,063 reviews

Comfort

8.3

Food

8.1

Crew

8.7

Boarding

8.5

Overall

8.4

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Delta
8.0
Very good
7,917 reviews
Korean Air
8.4
Very good
1,063 reviews

Comfort

8.3

Food

8.1

Crew

8.7

Boarding

8.5

Overall

8.4

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
LATAM Airlines
7.5
Good
1,758 reviews
Korean Air
8.4
Very good
1,063 reviews

Comfort

8.3

Food

8.1

Crew

8.7

Boarding

8.5

Overall

8.4

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway?

    For a flight from Chicago Midway to Sydney, you will be flying into Kingsford Smith. Sydney Kingsford Smith (SYD) is just 4.6 mi from the center of the city. Kingsford Smith is the only Sydney airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Sydney Kingsford Smith from Chicago Midway on a regular basis.

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

    Flying on Delta is currently your cheapest option to Sydney, with prices starting at $1,468. Additional round-trip tickets that might be worth considering are offered by Korean Air and LATAM Airlines, with the lowest prices starting at $3,081 and $5,924, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to Sydney?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Sydney (average of $1,046). Flying from Chicago Midway Airport 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Wollongong
Parramatta
Coogee
Manly

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