HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sydney

$629+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SYD
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Sydney with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 12, 2025.

Round-trip from

$1,465
(Delta)

One-way from

$629
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$925
From Chicago Midway to Sydney Kingsford Smith
Search Deals
One-way flight from Chicago Midway to Sydney Kingsford Smith
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($182 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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
Wed 9/249:25 amSYD - MDW
2 stops27h 19mDelta
Deal found 6/10$1,465
This Korean Air deal was found by Cheapflights users on 6/11. 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 10/209:30 amMDW - SYD
2 stops29h 50mMultiple Airlines
Wed 11/59:10 amSYD - MDW
2 stops44h 22mMultiple Airlines
Deal found 6/11$2,484
This Korean Air deal was found by Cheapflights users on 6/12. 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.
Sat 11/154:25 pmMDW - SYD
2 stops45h 30mKorean Air
Mon 12/19:10 amSYD - MDW
2 stops53h 34mKorean Air
Deal found 6/12$2,535
This WestJet deal was found by Cheapflights users on 6/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/259:21 amMDW - SYD
2 stops30h 14mWestJet
Sat 6/288:30 pmSYD - MDW
2 stops36h 10mWestJet
Deal found 6/11$9,860

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 June 12, 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

Wed 9/24

9:25 am-9:44 pm

2 stops27h 19m

$1,465

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 10/20

9:30 am-7:20 am

2 stops29h 50m

Sydney Kingsford Smith

Wed 11/5

9:10 am-12:32 pm

2 stops44h 22m

$2,484

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 11/15

4:25 pm-6:55 am

2 stops45h 30m

Sydney Kingsford Smith

Mon 12/1

9:10 am-9:44 pm

2 stops53h 34m

$2,535

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 6/25

9:21 am-6:35 am

2 stops30h 14m

Sydney Kingsford Smith

Sat 6/28

8:30 pm-5:40 pm

2 stops36h 10m

$9,860

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 8/28

11:00 am-7:30 am

2 stops29h 30m

$629

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 9/1

1:43 pm-6:35 am

2 stops25h 52m

$836

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 12, 2025.
Korean Air
8.4
Very good
1,088 reviews

Overall

8.4

Food

8.1

Boarding

8.5

Comfort

8.3

Entertainment

8.2

Crew

8.7

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
1,088 reviews
Korean Air
8.4
Very good
1,088 reviews

Overall

8.4

Food

8.1

Boarding

8.5

Comfort

8.3

Entertainment

8.2

Crew

8.7

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
7,946 reviews
Korean Air
8.4
Very good
1,088 reviews

Overall

8.4

Food

8.1

Boarding

8.5

Comfort

8.3

Entertainment

8.2

Crew

8.7

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.
WestJet
7.2
Good
2,868 reviews
Korean Air
8.4
Very good
1,088 reviews

Overall

8.4

Food

8.1

Boarding

8.5

Comfort

8.3

Entertainment

8.2

Crew

8.7

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 $1,465. Additional round-trip tickets that might be worth considering are offered by Korean Air and WestJet, with the lowest prices starting at $2,535 and $9,860, 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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Sydney (average of $1,041). Flying from Chicago Midway Airport to Sydney in December is currently the most expensive (average of $1,635). 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

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 Midway to Sydney

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

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.