HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$593+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
ene. 22 — ene. 291
mié. 1/22
mié. 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Sydney to Midway 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 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 enero 17, 2025.

Round-trip from

$1,177
(Delta)

One-way from

$593
(Kiwi.com)
From Sydney Kingsford Smith to Chicago Midway
Search Deals
One-way flight from Sydney Kingsford Smith to Chicago Midway
Search Deals

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 enero 17, 2025.

This Delta deal was found by Cheapflights users on 1/14. 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.
jue. 5/19:25 amSYD - MDW
2 stops23h 39mDelta
dom. 5/41:16 pmMDW - SYD
2 stops26h 19mDelta
Deal found 1/14$1,177
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
jue. 3/2011:50 amSYD - MDW
1 stop39h 31mMultiple Airlines
sáb. 4/56:00 amMDW - SYD
2 stops38h 45mMultiple Airlines
Deal found 1/15$1,669
This Korean Air deal was found by Cheapflights users on 1/15. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/209:10 amSYD - MDW
2 stops43h 26mKorean Air
sáb. 4/511:22 amMDW - SYD
2 stops27h 58mKorean Air
Deal found 1/15$4,967

Find flights from Sydney to Midway within your budget

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 enero 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

jue. 5/1

9:25 am-6:04 pm

2 stops23h 39m

Chicago Midway

dom. 5/4

1:16 pm-6:35 am

2 stops26h 19m

$1,177

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

jue. 3/20

11:50 am-11:21 am

1 stop39h 31m

Chicago Midway

sáb. 4/5

6:00 am-12:45 pm

2 stops38h 45m

$1,669

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

jue. 3/20

9:10 am-12:36 pm

2 stops43h 26m

Chicago Midway

sáb. 4/5

11:22 am-6:20 am

2 stops27h 58m

$4,967

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

jue. 5/1

5:35 pm-7:08 pm

2 stops40h 33m

$593

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

mar. 7/15

9:25 am-9:47 pm

2 stops27h 22m

$826

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

lun. 3/24

9:10 am-12:36 pm

2 stops43h 26m

$6,653

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

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.

Travel insights for flights from Sydney to Midway

Get recent, data-driven insights about flights from Sydney to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 enero 17, 2025.
Korean Air
8.5
Very good
1,034 reviews

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Crew

8.7

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Korean Air
8.5
Very good
1,034 reviews
Korean Air
8.5
Very good
1,034 reviews

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Crew

8.7

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Delta
8.0
Very good
8,511 reviews
Korean Air
8.5
Very good
1,034 reviews

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Crew

8.7

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

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.

See more FAQs

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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 Sydney to Midway

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