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Cheap flights from Sydney to Chicago Midway Airport from $1,169

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 23/4. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
30 Mar — 6 Apr1
1 adult

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 25 March 2025.

Round-trip from

$1,740

One-way from

$1,169

Popular in

December

Cheapest in

February

Average price

$1,443
Delta
  • Delta
  • 21/5-4/6
  • 4 total stops
  • 49h 00m total
  • Sydney to Chicago
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23/4
  • 23/4
  • 3 total stops
  • 50h 34m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($462 potential increase over avg. return price).
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Cheapest flight prices on average. 4% potential price decrease ($105 potential savings vs. average return price).
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Average for round-trip flights in March 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 25 March 2025.

Wed 21/509:25SYD - MDW
2 stops23h 20mDelta
Sun 1/613:55MDW - SYD
2 stops25h 40mDelta
Deal found 24/3$1,740
Mon 28/410:25SYD - MDW
1 stop20h 09mMultiple Airlines
Sun 11/514:45MDW - SYD
1 stop25h 10mMultiple Airlines
Deal found 24/3$2,114
Mon 7/407:55SYD - MDW
2 stops43h 40mKorean Air
Mon 14/409:20MDW - SYD
2 stops30h 00mKorean Air
Deal found 24/3$7,988

Cheapflights Fare Finder

Customise 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 647,157 searches. Data last updated 25 March 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

Wed 21/5

09:25-17:45

2 stops23h 20m

Chicago Midway

Wed 4/6

13:55-06:35

2 stops25h 40m

$1,740

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 28/4

10:25-15:34

1 stop20h 09m

Chicago Midway

Sun 11/5

14:45-06:55

1 stop25h 10m

$2,114

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 7/4

07:55-12:35

2 stops43h 40m

Chicago Midway

Mon 14/4

09:20-06:20

2 stops30h 00m

$7,988

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 23/4

09:05-20:39

3 stops50h 34m

$1,169

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 20/5

09:25-18:45

2 stops24h 20m

$1,335

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 1/6

11:50-09:35

3 stops36h 45m

$2,516

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 31/3

08:55-12:36

2 stops43h 41m

$4,809

Flights are sorted by cheapest return flights first.

Deals found on 23/3

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 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.

Cheapflights Insights

Everything you need to know about your flight from Sydney to Chicago Midway Airport

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 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 25 March 2025.
Korean Air
8.4
Very Good
1,047 reviews
Check prices

Comfort

8.3

Overall

8.4

Crew

8.7

Food

8.1

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.
Korean Air
8.4
Very Good
1,047 reviews
Korean Air
8.4
Very Good
1,047 reviews
Check prices

Comfort

8.3

Overall

8.4

Crew

8.7

Food

8.1

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.
Delta
8.0
Very Good
7,890 reviews
Korean Air
8.4
Very Good
1,047 reviews
Check prices

Comfort

8.3

Overall

8.4

Crew

8.7

Food

8.1

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.
LATAM Airlines
7.5
Good
1,749 reviews
Korean Air
8.4
Very Good
1,047 reviews
Check prices

Comfort

8.3

Overall

8.4

Crew

8.7

Food

8.1

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.

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?

    For a flight from Sydney to Chicago Midway, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Sydney Kingsford Smith on a regular basis.

  • What are the cheapest airlines to fly from Sydney to Chicago Midway Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $1,335. However, be on the lookout for offers from LATAM Airlines and Korean Air, as they are both options that can get you from Sydney to Chicago Midway Airport for a low price.

  • 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 holiday 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.

See more FAQs

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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

Fly with Cheapflights

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

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