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Midway

$970+ Cheap flights from Sydney (SYD) to Midway (MDW)

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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheap flight deals from Sydney to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Sydney (SYD) to Midway (MDW). 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

$1,371
(Delta)

One-way from

$970
(Delta)

Popular in

December

Cheapest in

March

Average price

$1,056
From Sydney Kingsford Smith to Chicago Midway
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One-way flight from Sydney Kingsford Smith to Chicago Midway
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Highest demand for flights based on searches. 18% potential increase in price ($240 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($50 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 Sydney to Midway

Cheapest flights from Sydney to Midway
Explore the most affordable flight options available from Sydney to Midway. 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 7/1. 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.
Tue 9/99:25 amSYD - MDW
2 stops23h 12mDelta
Tue 9/161:08 pmMDW - SYD
2 stops26h 27mDelta
Deal found 7/1$1,371
This Korean Air 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:55 amSYD - MDW
2 stops43h 34mMultiple Airlines
Mon 7/79:25 amMDW - SYD
2 stops29h 55mMultiple Airlines
Deal found 6/30$5,351
This Korean Air 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/147:55 amSYD - MDW
2 stops43h 34mKorean Air
Mon 7/219:25 amMDW - SYD
2 stops29h 55mKorean Air
Deal found 6/30$5,352

Cheapflights Fare Finder

Customize your flight search to find flights from Sydney to Midway 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 Sydney to Chicago Midway Airport that are best for you.

Fly from

Sydney

Fly to

Midway

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 9/9

9:25 am-5:37 pm

2 stops23h 12m

Chicago Midway

Tue 9/16

1:08 pm-6:35 am

2 stops26h 27m

$1,371

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 7/14

7:55 am-12:29 pm

2 stops43h 34m

Chicago Midway

Mon 7/21

9:25 am-6:20 am

2 stops29h 55m

$5,352

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 11/24

10:40 am-9:44 pm

2 stops28h 04m

$970

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 7/15

7:40 pm-1:47 pm

3 stops57h 07m

$992

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Best time to book a flight from Sydney to Midway

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

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 1, 2025.
Read through reviews of airlines operating flights from Sydney to Chicago Midway Airport, such as Korean Air and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.4
Very good
1,101 reviews

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Comfort

8.3

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
Korean Air
8.4
Very good
1,101 reviews
Korean Air
8.4
Very good
1,101 reviews

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Comfort

8.3

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
Delta
8.0
Very good
7,973 reviews
Korean Air
8.4
Very good
1,101 reviews

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Comfort

8.3

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.

Related info for your journey

Find useful and relevant information for your journey from Sydney to Midway. 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 Midway?

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

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Sydney to Chicago Midway Airport (average of $160). Flying from Sydney to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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