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$567+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SYD
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$1,466
(Delta)

One-way from

$567
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$1,143
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. 14% potential increase in price ($185 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 9/101:43 pmMDW - SYD
2 stops25h 52mDelta
Tue 9/239:25 amSYD - MDW
2 stops23h 10mDelta
Deal found 6/30$1,466
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/148:38 pmMDW - SYD
2 stops32h 07mMultiple Airlines
Thu 8/2112:10 pmSYD - MDW
1 stop24h 41mMultiple Airlines
Deal found 6/30$2,187
This Korean Air deal was found by Cheapflights users on 6/29. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:25 pmMDW - SYD
2 stops45h 30mKorean Air
Thu 11/209:10 amSYD - MDW
2 stops43h 45mKorean Air
Deal found 6/29$2,240

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 July 1, 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

Wed 9/10

1:43 pm-6:35 am

2 stops25h 52m

Sydney Kingsford Smith

Tue 9/23

9:25 am-5:35 pm

2 stops23h 10m

$1,466

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 8/14

8:38 pm-7:45 pm

2 stops32h 07m

Sydney Kingsford Smith

Thu 8/21

12:10 pm-9:51 pm

1 stop24h 41m

$2,187

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 10/27

5:25 pm-6:55 am

2 stops45h 30m

Sydney Kingsford Smith

Thu 11/20

9:10 am-11:55 am

2 stops43h 45m

$2,240

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 7/28

4:01 pm-9:25 am

2 stops50h 24m

$567

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 9/1

9:30 am-6:35 am

2 stops30h 05m

$951

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 8/25

9:30 am-6:20 am

2 stops29h 50m

$1,637

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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.

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 July 1, 2025.
Peruse reviews from past customers who have flown with Korean Air and Delta from Chicago Midway Airport to Sydney to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.4
Very good
1,101 reviews

Boarding

8.5

Crew

8.7

Entertainment

8.2

Overall

8.4

Food

8.1

Comfort

8.3

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
1,101 reviews
Korean Air
8.4
Very good
1,101 reviews

Boarding

8.5

Crew

8.7

Entertainment

8.2

Overall

8.4

Food

8.1

Comfort

8.3

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
7,973 reviews
Korean Air
8.4
Very good
1,101 reviews

Boarding

8.5

Crew

8.7

Entertainment

8.2

Overall

8.4

Food

8.1

Comfort

8.3

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 $1,466. Another option worth looking into is Korean Air, starting at $2,240 round trip.

  • 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 $1,040). Flying from Chicago Midway Airport to Sydney in December is currently the most expensive (average of $1,630). 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
Manly
Coogee

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