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Cheap flights from Chicago Midway Airport to Sydney from $610

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Sydney departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:25 am - 7:05 am
MDW
-
SYD
33h 40m
2 stops
Multiple Airlines Logo
5:50 pm - 11:59 am
SYD
-
MDW
33h 09m
2 stops
$1,276Multiple Airlines
Wed, Sep 9 - Wed, Sep 16
Multiple Airlines Logo
6:05 am - 7:30 am
MDW
-
SYD
34h 25m
2 stops
Multiple Airlines Logo
9:55 am - 10:50 am
SYD
-
MDW
39h 55m
3 stops
$1,470Multiple Airlines
Fri, Aug 21 - Fri, Aug 28
Multiple Airlines Logo
6:05 am - 7:30 am
MDW
-
SYD
34h 25m
2 stops
Multiple Airlines Logo
5:50 pm - 10:50 am
SYD
-
MDW
32h 00m
2 stops
$1,516Multiple Airlines
Fri, Aug 21 - Fri, Aug 28
Multiple Airlines Logo
6:05 am - 7:30 am
MDW
-
SYD
34h 25m
2 stops
Multiple Airlines Logo
5:50 pm - 10:55 am
SYD
-
MDW
32h 05m
2 stops
$1,528Multiple Airlines
Fri, Aug 21 - Sun, Aug 30
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
Delta Logo
10:40 am - 4:39 pm
SYD
-
MDW
22h 59m
2 stops
$1,611Delta
Mon, Sep 21 - Thu, Nov 19
Delta Logo
1:22 pm - 8:30 am
MDW
-
SYD
26h 08m
2 stops
Delta Logo
10:40 am - 6:37 pm
SYD
-
MDW
24h 57m
2 stops
$1,611Delta
Mon, Nov 23 - Mon, Jan 25
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
Delta Logo
10:15 am - 6:19 pm
SYD
-
MDW
24h 04m
2 stops
$1,612Delta
Mon, Sep 21 - Sun, Oct 4
Delta Logo
9:29 am - 6:50 am
MDW
-
SYD
30h 21m
2 stops
Delta Logo
10:15 am - 4:47 pm
SYD
-
MDW
22h 32m
2 stops
$1,612Delta
Sat, Sep 26 - Sat, Oct 17
Delta Logo
1:27 pm - 8:30 am
MDW
-
SYD
26h 03m
2 stops
Delta Logo
10:40 am - 10:56 pm
SYD
-
MDW
29h 16m
2 stops
$1,612Delta
Sun, Nov 1 - Sun, Nov 15
Delta Logo
11:28 am - 8:30 am
MDW
-
SYD
28h 02m
2 stops
Delta Logo
10:40 am - 4:39 pm
SYD
-
MDW
22h 59m
2 stops
$1,612Delta
Mon, Nov 16 - Mon, Nov 23

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Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Sep 21
MDW2:00 pmChicago Midway
25h 50m
2 stops
SYD6:50 amSydney Kingsford Smith
Nov 19
SYD10:40 amSydney Kingsford Smith
22h 59m
2 stops
MDW4:39 pmChicago Midway
$1,611
Delta
Sep 21
MDW2:00 pmChicago Midway
25h 50m
2 stops
SYD6:50 amSydney Kingsford Smith
Oct 4
SYD10:15 amSydney Kingsford Smith
24h 04m
2 stops
MDW6:19 pmChicago Midway
$1,612
Delta
Oct 7
MDW10:59 amChicago Midway
28h 51m
2 stops
SYD7:50 amSydney Kingsford Smith
Oct 31
SYD9:40 amSydney Kingsford Smith
24h 20m
2 stops
MDW6:00 pmChicago Midway
$1,656

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 9/9

6:25 am-7:05 am

2 stops33h 40m

Sydney Kingsford Smith

Wed 9/16

5:50 pm-11:59 am

2 stops33h 09m

$1,276

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 8/21

6:05 am-7:30 am

2 stops34h 25m

Sydney Kingsford Smith

Fri 8/28

9:55 am-10:50 am

3 stops39h 55m

$1,470

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 8/21

6:05 am-7:30 am

2 stops34h 25m

Sydney Kingsford Smith

Fri 8/28

5:50 pm-10:50 am

2 stops32h 00m

$1,516

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 8/21

6:05 am-7:30 am

2 stops34h 25m

Sydney Kingsford Smith

Sun 8/30

5:50 pm-10:55 am

2 stops32h 05m

$1,528
Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 9/21

2:00 pm-6:50 am

2 stops25h 50m

Sydney Kingsford Smith

Thu 11/19

10:40 am-4:39 pm

2 stops22h 59m

$1,611

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 11/23

1:22 pm-8:30 am

2 stops26h 08m

Sydney Kingsford Smith

Mon 1/25

10:40 am-6:37 pm

2 stops24h 57m

$1,611

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 9/21

2:00 pm-6:50 am

2 stops25h 50m

Sydney Kingsford Smith

Sun 10/4

10:15 am-6:19 pm

2 stops24h 04m

$1,612

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 9/26

9:29 am-6:50 am

2 stops30h 21m

Sydney Kingsford Smith

Sat 10/17

10:15 am-4:47 pm

2 stops22h 32m

$1,612

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 11/1

1:27 pm-8:30 am

2 stops26h 03m

Sydney Kingsford Smith

Sun 11/15

10:40 am-10:56 pm

2 stops29h 16m

$1,612

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 11/16

11:28 am-8:30 am

2 stops28h 02m

Sydney Kingsford Smith

Mon 11/23

10:40 am-4:39 pm

2 stops22h 59m

$1,612

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Sydney from

How to get the cheapest flight ticket from Chicago Midway Airport to Sydney

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Sydney Kingsford Smith?

Delta is the most popular carrier operating from Chicago Midway to Sydney Kingsford Smith

When to book flights from Chicago Midway Airport to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Sydney according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Sydney (MDW to SYD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Sydney

Fastest flight time

25h 59m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 25h 59m
There are no direct flights from Chicago Midway Airport to Sydney. There are no popular flight routes from Chicago Midway Airport to Sydney.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Sydney

  • How far is Chicago Midway to Sydney Kingsford Smith by plane?

    There are 9230.4 mi between Chicago Midway and Sydney Kingsford Smith. Typically, this will take 25h 59m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport?

    Prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Sydney Kingsford Smith Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Sydney Kingsford Smith Airport.

  • What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

    The necessary travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Sydney?

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Penrith
Katoomba
Leura
Cronulla
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Manly
Lithgow
Coogee
Terrigal
Charlestown
Swansea

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sydney?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Sydney. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Sydney with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Sydney flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Sydney?

Once you have performed a search for Chicago to Sydney flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Sydney flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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