Find flights
When to book
Airlines
FAQs

Cheap flights from Chicago Midway Airport to Sydney from $1,315

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SYD
26 2월 — 5 3월1
1 adult

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 21 2월 2025.

Round-trip from

$1,450

One-way from

$1,315

Popular in

December

Cheapest in

August

Average price

$1,466
Delta
  • Delta
  • 30/4-11/5
  • 4 total stops
  • 48h 38m total
  • Chicago to Sydney
Search Deals
Delta
  • Delta
  • 28/5
  • 2 total stops
  • 30h 15m total
  • Chicago to Sydney
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($287 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($89 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 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 21 2월 2025.

수 1/1009:30MDW - SYD
2 stops30h 05mDelta
화 28/1010:05SYD - MDW
2 stops23h 58mDelta
Deal found 19/2$1,449
화 25/216:07MDW - SYD
2 stops36h 43mMultiple Airlines
화 4/311:50SYD - MDW
1 stop41h 21mMultiple Airlines
Deal found 20/2$3,355
수 10/913:05MDW - SYD
2 stops37h 10mLATAM Airlines
수 24/911:50SYD - MDW
3 stops39h 05mLATAM Airlines
Deal found 20/2$5,323

Find flights from Midway to Sydney within your budget

Customise 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 647,157 searches. Data last updated 21 2월 2025.

Fly from

Midway

Fly to

Sydney

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

수 30/4

15:02-06:35

2 stops24h 33m

Sydney Kingsford Smith

일 11/5

09:25-18:30

2 stops24h 05m

$1,450

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

토 8/3

05:30-07:25

2 stops32h 55m

Sydney Kingsford Smith

월 17/3

11:50-13:59

1 stop42h 09m

$3,639

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

토 7/6

15:45-17:15

2 stops34h 30m

Sydney Kingsford Smith

금 20/6

12:10-09:18

2 stops36h 08m

$5,574

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

수 28/5

09:20-06:35

2 stops30h 15m

$1,315

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

금 28/2

20:14-19:45

2 stops30h 31m

$1,356

Flights are sorted by cheapest return flights first.

Deals found on 20/2

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 return 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 Midway to Sydney

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

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 50.0 - 130.0 inches per month. March is typically the wettest month, when rainfall can reach 130.0 mm. September is typically the driest time to visit Sydney when rainfall is around 50.0 mm.

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 22.0 C. Travellers hoping to avoid the cold should look outside of July, when temperatures are typically at their lowest (around 11.0 C).

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 21 2월 2025.
Delta
8.0
Very Good
8,213 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very Good
8,213 reviews
Delta
8.0
Very Good
8,213 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

LATAM Airlines
7.5
Good
1,793 reviews
Delta
8.0
Very Good
8,213 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    Sydney Kingsford Smith (SYD) is the airport you will fly into if you book a flight from Chicago Midway to Sydney. You should not have trouble finding flights to Kingsford Smith from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Sydney airport from Chicago Midway. It is only a 7.5 km journey from Kingsford Smith (SYD) to Sydney’s city centre.

  • 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 $1,450. Another option worth looking into is LATAM Airlines, starting at $5,574 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 holiday 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, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Sydney (average of $129). Flying from Chicago Midway Airport to Sydney in October is currently the most expensive (average of $171). 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

Travelling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Parramatta
Wollongong
Katoomba
Randwick
Manly
Penrith
Coogee
Cronulla
Terrigal
Bondi Beach
Lithgow
Leura
Swansea

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Sydney?

Cheapflights makes it easy to find Midway to Sydney flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Midway to Sydney?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Midway to Sydney.

Can Cheapflights find flights from Midway to Sydney with no change fees?

Yes! Cheapflights helps users easily find flights from Midway to Sydney with no change fees.

Can Cheapflights notify me if prices for flights from Midway to Sydney become cheaper?

Yes! Start tracking prices for Midway to Sydney flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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.