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Cheap flights from Sydney to Chicago Midway Airport from $1,294

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 26/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SYD — MDW
1 May — 8 May1
1 adult
Wed 1/5
Wed 8/5

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 26 April 2024.

Round-trip from

$1,525

One-way from

$1,365
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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How far in advance should I book a flight from Sydney to Chicago Midway Airport?

To save on the cost of your flight from Sydney to Chicago Midway Airport, book at least 57 days before your planned departure. Booking around this time can save you about 63% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $2,504 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $3,052.

What is the cheapest month to fly from Sydney to Chicago Midway Airport?

Flights from Sydney to Chicago Midway Airport lean towards being more expensive in December. Prices are generally better when you fly from Sydney to Chicago Midway Airport in October, with the cheapest ticket starting at $1,587.

When is the cheapest time to fly from Sydney to Chicago Midway Airport (SYD - MDW)?

When flying from Sydney to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Sydney to Midway

Explore cheap flight options specifically provided by Delta for the route between Sydney and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 605,443 searches. Data last updated 26 April 2024.
Tue 16/709:25SYD - MDW
2 stops24h 01mDelta
Wed 24/713:24MDW - SYD
2 stops26h 11mDelta
Deal found 25/4$2,673
Mon 26/809:25SYD - MDW
2 stops22h 49mDelta
Fri 13/909:35MDW - SYD
2 stops30h 00mDelta
Deal found 25/4$2,748
Thu 23/509:25SYD - MDW
2 stops23h 33mDelta
Fri 31/509:46MDW - SYD
2 stops29h 49mDelta
Deal found 25/4$2,898
Thu 4/709:25SYD - MDW
2 stops24h 06mDelta
Tue 30/713:05MDW - SYD
2 stops26h 30mDelta
Deal found 24/4$2,954
Mon 13/509:25SYD - MDW
2 stops23h 42mDelta
Sun 26/511:01MDW - SYD
2 stops28h 34mDelta
Deal found 25/4$2,972
Sun 9/609:25SYD - MDW
2 stops27h 21mDelta
Fri 21/614:24MDW - SYD
2 stops25h 11mDelta
Deal found 25/4$2,974
Sun 19/509:25SYD - MDW
2 stops23h 42mDelta
Wed 5/609:46MDW - SYD
2 stops29h 49mDelta
Deal found 24/4$3,047
Sun 5/509:25SYD - MDW
2 stops23h 34mDelta
Fri 30/813:10MDW - SYD
2 stops26h 25mDelta
Deal found 25/4$3,123
Tue 2/709:25SYD - MDW
2 stops24h 06mDelta
Thu 18/713:24MDW - SYD
2 stops26h 11mDelta
Deal found 25/4$3,371

Cheap Sydney to Midway flights in April & May 2024

Find cheap flight options from Sydney to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 605,443 searches. Prices were last updated on 26 April 2024.
Thu 23/509:25SYD - MDW
2 stops23h 33mDelta
Fri 31/509:46MDW - SYD
2 stops29h 49mDelta
Deal found 24/4$2,352
Wed 1/509:25SYD - MDW
2 stops27h 49mDelta
Sun 19/506:00MDW - SYD
2 stops33h 35mDelta
Deal found 24/4$2,470
Thu 23/509:25SYD - MDW
2 stops23h 33mDelta
Fri 31/509:46MDW - SYD
2 stops29h 49mDelta
Deal found 25/4$2,898
Tue 30/409:25SYD - MDW
2 stops22h 55mDelta
Wed 8/514:15MDW - SYD
2 stops25h 20mDelta
Deal found 24/4$2,957
Tue 30/409:25SYD - MDW
2 stops27h 07mDelta
Wed 8/514:15MDW - SYD
2 stops25h 20mDelta
Deal found 25/4$2,972
Sun 5/509:25SYD - MDW
2 stops23h 34mDelta
Tue 23/713:24MDW - SYD
2 stops26h 11mDelta
Deal found 24/4$3,032
Sun 5/509:25SYD - MDW
2 stops22h 39mDelta
Tue 3/914:05MDW - SYD
2 stops25h 30mDelta
Deal found 24/4$3,047
Sun 5/509:25SYD - MDW
2 stops23h 34mDelta
Fri 30/813:10MDW - SYD
2 stops26h 25mDelta
Deal found 25/4$3,123
Sun 5/521:40SYD - MDW
2 stops28h 56mMultiple Airlines
Fri 30/820:54MDW - SYD
1 stop42h 21mMultiple Airlines
Deal found 25/4$3,620

Sydney to Midway 2024 flight deals

Discover exclusive flight deals for travel between Sydney and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 605,443 searches. Data last updated 26 April 2024.
Thu 23/509:25SYD - MDW
2 stops23h 33mDelta
Fri 31/509:46MDW - SYD
2 stops29h 49mDelta
Deal found 24/4$2,352
Wed 1/509:25SYD - MDW
2 stops27h 49mDelta
Sun 19/506:00MDW - SYD
2 stops33h 35mDelta
Deal found 24/4$2,470
Tue 9/709:25SYD - MDW
2 stops27h 16mDelta
Tue 16/713:24MDW - SYD
2 stops26h 11mDelta
Deal found 23/4$2,659
Tue 16/709:25SYD - MDW
2 stops24h 01mDelta
Wed 24/713:24MDW - SYD
2 stops26h 11mDelta
Deal found 25/4$2,673
Mon 26/809:25SYD - MDW
2 stops23h 41mDelta
Fri 13/910:11MDW - SYD
2 stops29h 24mDelta
Deal found 24/4$2,734
Mon 26/809:25SYD - MDW
2 stops22h 49mDelta
Fri 13/909:35MDW - SYD
2 stops30h 00mDelta
Deal found 25/4$2,748
Mon 3/609:25SYD - MDW
2 stops23h 42mDelta
Mon 5/810:11MDW - SYD
2 stops29h 24mDelta
Deal found 24/4$2,808
Thu 23/509:25SYD - MDW
2 stops23h 33mDelta
Fri 31/509:46MDW - SYD
2 stops29h 49mDelta
Deal found 25/4$2,898
Thu 4/709:25SYD - MDW
2 stops24h 06mDelta
Tue 30/713:05MDW - SYD
2 stops26h 30mDelta
Deal found 24/4$2,954

Sydney to Midway flights leaving soon

Find last-minute flight options from Sydney to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 605,443 searches. Data last updated 26 April 2024.
Sun 5/509:25SYD - MDW
2 stops22h 39mDelta
Tue 3/914:05MDW - SYD
2 stops25h 30mDelta
Deal found 24/4$3,047
Sun 5/509:25SYD - MDW
2 stops23h 34mDelta
Fri 30/813:10MDW - SYD
2 stops26h 25mDelta
Deal found 25/4$3,123
Sun 5/521:40SYD - MDW
2 stops28h 56mMultiple Airlines
Fri 30/820:54MDW - SYD
1 stop42h 21mMultiple Airlines
Deal found 25/4$3,620

One-way flights to Midway from Sydney

Search for one-way flight options from Sydney to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 605,443 searches. Data last updated 26 April 2024.
Sun 26/521:40SYD - MDW
3 stops39h 24mMultiple Airlines
Deal found 25/4$1,294
Sun 26/510:15SYD - MDW
2 stops44h 12mMultiple Airlines
Deal found 25/4$1,365
Mon 17/609:25SYD - MDW
2 stops27h 21mDelta
Deal found 25/4$1,686
Thu 11/709:25SYD - MDW
2 stops27h 16mDelta
Deal found 25/4$1,687
Sun 26/515:50SYD - MDW
1 stop19h 40mMultiple Airlines
Deal found 25/4$2,094

Find flights from Sydney to Midway within your budget

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 605,443 searches. Data last updated 26 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$2,673 - $15,843

Route

Depart

Return

Price

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 16/7

2 stops24h 01m

Chicago Midway

Wed 24/7

2 stops26h 11m

$2,673

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 26/8

2 stops22h 49m

Chicago Midway

Fri 13/9

2 stops30h 00m

$2,748

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 23/5

2 stops23h 33m

Chicago Midway

Fri 31/5

2 stops29h 49m

$2,898

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/7

2 stops24h 06m

Chicago Midway

Tue 30/7

2 stops26h 30m

$2,954

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 13/5

2 stops23h 42m

Chicago Midway

Sun 26/5

2 stops28h 34m

$2,972

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 9/6

2 stops27h 21m

Chicago Midway

Fri 21/6

2 stops25h 11m

$2,974

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 19/5

2 stops23h 42m

Chicago Midway

Wed 5/6

2 stops29h 49m

$3,047

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 2/7

2 stops24h 06m

Chicago Midway

Thu 18/7

2 stops26h 11m

$3,371

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 8/10

2 stops28h 49m

Chicago Midway

Fri 11/10

2 stops29h 45m

$15,843

Flights are sorted by cheapest first

Deals found on 25/4

No data available for this route at this time. Please check back soon.

Average price of flights to Midway by month

Plan your trip from Sydney to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Sydney to Midway is currently $1,625 while a return flight costs $4,387. Price data was last updated on 21 April 2024.

Temperature and rainfall in Midway by month

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

CHI

Temperature

-5 - 23 °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 26 April 2024.
Delta
8.1
Very Good
10,975 reviews
Check prices

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very Good
10,975 reviews
Delta
8.1
Very Good
10,975 reviews
Check prices

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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.

  • Can I find flights from Sydney to Chicago Midway Airport for under $2,700 on Cheapflights?

    Yes, there are multiple flights from Sydney to Chicago Midway Airport for under $2,700. The cheapest flight booked recently is on Delta for just $2,673, but on average you can expect to pay $6,694.

  • Are there last-minute flights available from Sydney to Chicago Midway Airport for under $3,100?

    There are currently 3+ open flights from Sydney to Chicago Midway Airport within the next 7 days for less than $3,100.

  • What is the cheapest airline to fly from Sydney to Chicago Midway Airport round-trip?

    According to our current data, Delta ($2,673), offers the cheapest pricing from Sydney to Chicago Midway Airport.

  • What does SYD to MDW mean?

    SYD and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. SYD to MDW refers to a flight route from Sydney Kingsford Smith Airport to Chicago Midway Airport.

  • Can I find deals for flights from Sydney to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Sydney to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Sydney to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Sydney to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Sydney to Midway that allow pets onboard?

    Many airlines flying from Sydney to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Sydney to Midway?

    Yes, you can often find last-minute deals on Sydney to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Sydney to Chicago Midway Airport flight deals updated?

    The Sydney to Chicago Midway Airport flight deals you see on this page were last updated on 25/4.

See more FAQs

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Search flights from Sydney to Midway by cabin class

Find flights from Sydney to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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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 Sydney to Midway?

When you search for this flight from Sydney to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights helps you find that perfect flight to Midway from Sydney by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

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

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

Of course! You can now track prices for flights from Sydney to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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