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Cheap flights from Sydney to Chicago Midway Airport from $688

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago Midway Airport departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags
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Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Sydney to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Sydney to Chicago.

Cheap last minute flights

Planning a quick getaway from Sydney to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Sydney to Chicago

Find recent round-trip train or bus tickets from Sydney to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:05 am - 5:47 pmSYD-MDW
23h 42m2 stops
2:08 pm - 8:35 amMDW-SYD
25h 27m2 stops
$1,344Delta
Find Deal
Thu, Jan 23 - Tue, Feb 25
2:15 pm - 10:20 pmSYD-MDW
25h 05m2 stops
10:19 am - 8:35 amMDW-SYD
29h 16m2 stops
$1,392Delta
Find Deal
Thu, Jan 23 - Thu, Jan 30
11:05 am - 10:20 pmSYD-MDW
28h 15m2 stops
10:19 am - 8:35 amMDW-SYD
29h 16m2 stops
$1,393Delta
Find Deal
Thu, Jan 23 - Thu, Jan 30
11:05 am - 9:46 pmSYD-MDW
27h 41m2 stops
9:30 am - 8:35 amMDW-SYD
30h 05m2 stops
$1,809Delta
Find Deal
Wed, Dec 4 - Sun, Dec 8
11:05 am - 6:32 pmSYD-MDW
24h 27m2 stops
1:30 pm - 8:35 amMDW-SYD
26h 05m2 stops
$2,128Delta
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Tue, Dec 3 - Thu, Dec 5
11:05 am - 5:11 pmSYD-MDW
23h 06m2 stops
9:30 am - 6:50 amMDW-SYD
28h 20m2 stops
$2,165Delta
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Wed, Dec 25 - Sun, Jan 5
11:50 am - 8:53 pmSYD-MDW
26h 03m1 stop
2:56 pm - 6:35 amMDW-SYD
22h 39m1 stop
$2,181
Find Deal
Thu, Jan 23 - Thu, Jan 30
11:50 am - 8:53 pmSYD-MDW
26h 03m1 stop
2:56 pm - 6:35 amMDW-SYD
22h 39m1 stop
$2,192
Find Deal
Thu, Jan 23 - Thu, Jan 30
11:50 am - 8:53 pmSYD-MDW
26h 03m1 stop
2:56 pm - 6:35 amMDW-SYD
22h 39m1 stop
$2,193
Find Deal
Thu, Jan 23 - Thu, Jan 30
11:05 am - 10:06 pmSYD-MDW
28h 01m2 stops
9:30 am - 6:50 amMDW-SYD
28h 20m2 stops
$2,214Delta
Find Deal
Sat, Dec 28 - Sun, Jan 5
9:40 pm - 8:12 pmSYD-MDW
39h 32m3 stops
Sun, Jan 26
6:25 am - 10:46 pmSYD-MDW
33h 21m2 stops
Sun, Jan 26
11:05 am - 6:32 pmSYD-MDW
24h 27m2 stops
$1,156Delta
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Mon, Dec 2
11:05 am - 5:11 pmSYD-MDW
23h 06m2 stops
$1,250Delta
Find Deal
Tue, Dec 31
9:40 pm - 9:32 pmSYD-MDW
40h 52m3 stops
$1,297
Find Deal
Tue, Dec 31
11:05 am - 10:06 pmSYD-MDW
28h 01m2 stops
$1,313Delta
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Wed, Dec 18
9:40 pm - 5:33 amSYD-MDW
24h 53m3 stops
$1,372
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Sun, Dec 29
10:00 pm - 11:31 pmSYD-MDW
42h 31m3 stops
$1,457
Find Deal
Wed, Jan 1
11:40 am - 9:23 amSYD-MDW
38h 43m3 stops
$2,879LATAM Airlines
Find Deal
Sat, Jan 4
11:40 am - 9:23 amSYD-MDW
38h 43m3 stops
$3,181LATAM Airlines
Find Deal
Sat, Jan 4
11:05 am - 6:32 pmSYD-MDW
24h 27m2 stops
9:30 am - 8:35 amMDW-SYD
30h 05m2 stops
$1,961Delta
Find Deal
Mon, Nov 25 - Sun, Jan 5

Delta flights from Sydney to Chicago Midway Airport

Our best Delta deals on Sydney to Chicago Midway Airport flight tickets
Delta
Jan 23
SYD11:05 amSydney Kingsford Smith
23h 42m
2 stops
MDW5:47 pmChicago Midway
Feb 25
MDW2:08 pmChicago Midway
25h 27m
2 stops
SYD8:35 amSydney Kingsford Smith
Delta
Jan 23
SYD2:15 pmSydney Kingsford Smith
25h 05m
2 stops
MDW10:20 pmChicago Midway
Jan 30
MDW10:19 amChicago Midway
29h 16m
2 stops
SYD8:35 amSydney Kingsford Smith
Delta
Jan 23
SYD11:05 amSydney Kingsford Smith
28h 15m
2 stops
MDW10:20 pmChicago Midway
Jan 30
MDW10:19 amChicago Midway
29h 16m
2 stops
SYD8:35 amSydney Kingsford Smith

See travel insights to Chicago from

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

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

Can stopping save me money on Sydney to Chicago Midway Airport flights?

You could potentially save up to 48% on your flight if you consider stops on a Sydney to Chicago Midway Airport flight.

When to book flights from Sydney to Chicago Midway Airport

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

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

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

Best Price Found

$688

Fastest flight time

23h 06m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $688. The best round-trip flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $1,344.
The fastest flight from Sydney to Chicago Midway Airport takes 23h 06m
There are no direct flights from Sydney to Chicago Midway Airport. Popular non-direct route for this connection is Sydney Kingsford Smith Airport - Chicago Midway Airport.

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

    Chicago Midway is 9230.4 mi away from Sydney Kingsford Smith. A reasonable flight in good conditions will take 23h 06m.

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

    Prices for flights from Sydney Kingsford Smith Airport to Chicago Midway Airport were last updated today.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sydney Kingsford Smith Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

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

Price alerts on flights to Chicago from Sydney are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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