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Look for other cheap flights to Chicago Midway

$835 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 15/8. 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

Enter your travel dates to find the best prices.
Multiple Airlines Logo
17:50 - 11:12
SYD
-
MDW
32h 22m
2 stops
Multiple Airlines Logo
06:00 - 07:30
MDW
-
SYD
34h 30m
2 stops
$1,884Multiple Airlines
Wed, 3 Jun - Wed, 10 Jun
Delta Logo
10:00 - 18:33
MEL
-
MDW
23h 33m
2 stops
Delta Logo
11:05 - 07:50
MDW
-
MEL
29h 45m
2 stops
$2,127Delta
Fri, 5 Jun - Fri, 12 Jun
Multiple Airlines Logo
09:30 - 11:04
MEL
-
MDW
40h 34m
2 stops
Multiple Airlines Logo
06:00 - 07:30
MDW
-
MEL
34h 30m
2 stops
$2,225Multiple Airlines
Fri, 5 Jun - Fri, 19 Jun
Delta Logo
10:00 - 18:31
MEL
-
MDW
23h 31m
2 stops
Delta Logo
11:05 - 07:50
MDW
-
MEL
29h 45m
2 stops
$2,289Delta
Wed, 10 Jun - Wed, 17 Jun
Delta Logo
09:15 - 18:33
SYD
-
MDW
24h 18m
2 stops
Delta Logo
13:00 - 06:50
MDW
-
SYD
26h 50m
2 stops
$2,372Delta
Thu, 4 Jun - Wed, 12 Aug
Delta Logo
09:15 - 21:09
SYD
-
MDW
26h 54m
2 stops
Delta Logo
14:00 - 06:50
MDW
-
SYD
25h 50m
2 stops
$2,377Delta
Thu, 4 Jun - Wed, 12 Aug
Delta Logo
09:15 - 18:33
SYD
-
MDW
24h 18m
2 stops
Delta Logo
12:45 - 06:50
MDW
-
SYD
27h 05m
2 stops
$2,380Delta
Wed, 3 Jun - Wed, 10 Jun
Multiple Airlines Logo
22:15 - 17:00
BNE
-
MDW
33h 45m
2 stops
Multiple Airlines Logo
21:00 - 20:00
MDW
-
BNE
32h 00m
2 stops
$2,484Multiple Airlines
Mon, 1 Jun - Sat, 6 Jun
Korean Air Logo
08:40 - 12:42
BNE
-
MDW
43h 02m
2 stops
Korean Air Logo
09:54 - 06:45
MDW
-
BNE
29h 51m
2 stops
$8,202Korean Air
Thu, 4 Jun - Thu, 11 Jun
Korean Air Logo
08:40 - 11:56
BNE
-
MDW
42h 16m
2 stops
Korean Air Logo
09:17 - 06:45
MDW
-
BNE
30h 28m
2 stops
$8,536Korean Air
Thu, 28 May - Thu, 11 Jun

momondo Fare Finder

 
Locate flights to Chicago Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 78,305 searches and data was last updated on 24 April 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 3/6

17:50-11:12

2 stops32h 22m

Chicago Midway

Wed 10/6

06:00-07:30

2 stops34h 30m

$1,884

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 5/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Fri 12/6

11:05-07:50

2 stops29h 45m

$2,127

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 5/6

09:30-11:04

2 stops40h 34m

Chicago Midway

Fri 19/6

06:00-07:30

2 stops34h 30m

$2,225

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 10/6

10:00-18:31

2 stops23h 31m

Chicago Midway

Wed 17/6

11:05-07:50

2 stops29h 45m

$2,289
Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/6

09:15-18:33

2 stops24h 18m

Chicago Midway

Wed 12/8

13:00-06:50

2 stops26h 50m

$2,372

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/6

09:15-21:09

2 stops26h 54m

Chicago Midway

Wed 12/8

14:00-06:50

2 stops25h 50m

$2,377

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 3/6

09:15-18:33

2 stops24h 18m

Chicago Midway

Wed 10/6

12:45-06:50

2 stops27h 05m

$2,380

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Mon 1/6

22:15-17:00

2 stops33h 45m

Chicago Midway

Sat 6/6

21:00-20:00

2 stops32h 00m

$2,484

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Thu 4/6

08:40-12:42

2 stops43h 02m

Chicago Midway

Thu 11/6

09:54-06:45

2 stops29h 51m

$8,202

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Thu 28/5

08:40-11:56

2 stops42h 16m

Chicago Midway

Thu 11/6

09:17-06:45

2 stops30h 28m

$8,536

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 is the most popular carrier 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

$835

Best Round-Trip Price

$1,884

Fastest flight time

40h 30m
The best one-way flight price to Chicago from Australia in the last 72 hours is $835 (Melbourne to Chicago Midway).
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The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,884 (Sydney Kingsford Smith to Chicago Midway).
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The fastest flight to Chicago from Australia takes 40h 30m (Brisbane to Chicago Midway).
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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) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

Chicago Greater Rockford Airport has an average price of $133 per person and is typically the cheapest airport to fly into when visiting Chicago. This average price does vary based on departure city. Try momondo’s Airport-to-Airport Pricing Tool to find the cheapest flight.

What is the absolute cheapest flight to Chicago?

$82 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from New York and is 84% cheaper than most flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

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.

An easier way to manage your Chicago Midway trip

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