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Look for other cheap flights to Chicago Midway

$1,250 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 5/12. 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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Find the cheapest flights from Australia to Chicago Midway Airport

Cheap return flights

These are some of the best return flight deals from Australia to Chicago Midway Airport 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 Australia to Chicago Midway Airport.

Cheap last-minute flights

Planning a quick getaway from Australia to Chicago Midway Airport? 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 Midway Airport, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals to Chicago Midway Airport

Find recent round-trip train or bus tickets from Australia to Chicago Midway Airport.

All round-trip flight deals to Chicago Midway Airport

The cheapest plane tickets to Chicago Midway Airport found on KAYAK recently.
11:05 - 17:47SYD-MDW
23h 42m2 stops
12:44 - 08:35MDW-SYD
26h 51m2 stops
$2,053Delta
Find Deal
Tue, 21 Jan - Tue, 25 Feb
11:05 - 17:47SYD-MDW
23h 42m2 stops
14:08 - 08:35MDW-SYD
25h 27m2 stops
$2,063Delta
Find Deal
Thu, 23 Jan - Tue, 25 Feb
11:05 - 22:20SYD-MDW
28h 15m2 stops
10:19 - 08:35MDW-SYD
29h 16m2 stops
$2,137Delta
Find Deal
Thu, 23 Jan - Thu, 30 Jan
11:05 - 22:20SYD-MDW
28h 15m2 stops
10:19 - 08:35MDW-SYD
29h 16m2 stops
$2,139Delta
Find Deal
Thu, 23 Jan - Thu, 30 Jan
09:25 - 18:04SYD-MDW
23h 39m2 stops
13:00 - 06:35MDW-SYD
26h 35m2 stops
$2,201Delta
Find Deal
Fri, 16 May - Fri, 30 May
11:05 - 21:46SYD-MDW
27h 41m2 stops
09:30 - 08:35MDW-SYD
30h 05m2 stops
$2,763Delta
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Wed, 4 Dec - Sun, 8 Dec
10:45 - 18:14BNE-MDW
23h 29m2 stops
18:59 - 07:45MDW-BNE
44h 46m2 stops
$2,765Delta
Find Deal
Fri, 28 Feb - Tue, 4 Mar
10:45 - 17:47BNE-MDW
23h 02m2 stops
18:28 - 07:45MDW-BNE
45h 17m2 stops
$2,780Delta
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Fri, 28 Feb - Tue, 4 Mar
11:50 - 20:53SYD-MDW
26h 03m1 stop
14:56 - 06:35MDW-SYD
22h 39m1 stop
$3,348
Find Deal
Thu, 23 Jan - Thu, 30 Jan
08:40 - 12:33BNE-MDW
42h 53m2 stops
09:30 - 06:45MDW-BNE
30h 15m2 stops
$7,977Korean Air
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Sun, 6 Apr - Thu, 10 Apr
07:05 - 11:48SYD-MDW
45h 43m3 stops
$1,250
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Thu, 5 Dec
18:00 - 11:10MEL-MDW
58h 10m3 stops
$1,508
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Mon, 2 Dec
21:45 - 22:45SYD-MDW
42h 00m2 stops
$1,658
Find Deal
Thu, 5 Dec
11:05 - 21:46SYD-MDW
27h 41m2 stops
$1,765Delta
Find Deal
Mon, 2 Dec
11:05 - 21:46SYD-MDW
27h 41m2 stops
$1,775Delta
Find Deal
Mon, 2 Dec
10:45 - 22:06BNE-MDW
27h 21m2 stops
$1,993Delta
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Sun, 8 Dec
11:05 - 17:44SYD-MDW
23h 39m2 stops
$2,016Delta
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Sun, 29 Dec
21:40 - 05:33SYD-MDW
24h 53m3 stops
$2,106
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Sun, 29 Dec
06:45 - 19:34MEL-MDW
29h 49m2 stops
$2,284
Find Deal
Mon, 30 Dec
11:40 - 09:23SYD-MDW
38h 43m3 stops
$4,412LATAM Airlines
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Sat, 4 Jan
11:05 - 17:54SYD-MDW
23h 49m2 stops
09:31 - 08:35MDW-SYD
30h 04m2 stops
$2,575Delta
Find Deal
Thu, 21 Nov - Thu, 28 Nov
11:05 - 18:32SYD-MDW
24h 27m2 stops
09:30 - 08:35MDW-SYD
30h 05m2 stops
$3,011Delta
Find Deal
Mon, 25 Nov - Sun, 5 Jan

See travel insights to Chicago Midway Airport from

Flights to Chicago Midway Airport – Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

What is the cheapest airline that flies from Australia to Chicago Midway?

Delta and LATAM Airlines are the most popular carriers operating from Australia to Chicago Midway

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

$1,250

Best Round-Trip Price

$2,053

Fastest flight time

23h 39m
The best one-way flight price to Chicago from Australia in the last 72 hours is $1,250 (Sydney Kingsford Smith to Chicago Midway).
The best round-trip flight price to Chicago from Australia in the last 72 hours is $2,053 (Sydney Kingsford Smith to Chicago Midway).
The fastest flight to Chicago from Australia takes 23h 39m (Sydney Kingsford Smith to Chicago Midway).

Frequently asked questions about flying to Chicago Midway Airport

Is there an alternative airport near Chicago Midway Airport?

Finding an alternative and possibly cheaper destination airport near Chicago Midway Airport is possible. If you are planning a flight to Chicago Midway Airport, consider booking flights to Chicago O'Hare Intl Airport (26 km from Chicago city centre).

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport were last updated today.

How old do you have to be to fly to Chicago Midway 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 stopovers. It is recommended that you verify with the airline you are booking with for travel to Chicago Midway Airport.

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

The necessary travel and health documents for your Chicago Midway 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 licence 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.


Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights to Chicago?

Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.

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

If you are not ready to book a flight to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Chicago and let you know when they change.


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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cheapest flight routes to Chicago Midway

These routes have the cheapest flights to Chicago Midway found by momondo users in Australia
DepartingDestinationBest TimeBest Price
SydneyChicago23h 39m$2,053
BrisbaneChicago21h 41m$2,780
MelbourneChicago35h 03m$4,404