Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights

MDW

$1,102 Find cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 30/7. 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.
1 adult
Fri 7/6
Fri 14/6

Search hundreds of travel sites and compare cheap flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,968,530 times on KAYAK, and here's why:

Save 19% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap flight deals to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
09:25 - 17:59SYD-MDW
23h 34m2 stops
13:24 - 06:35MDW-SYD
26h 11m2 stops
$1,741Delta
Find Deal
Wed, 26 Jun - Mon, 15 Jul
09:25 - 18:36SYD-MDW
24h 11m2 stops
13:05 - 06:35MDW-SYD
26h 30m2 stops
$1,816Delta
Find Deal
Wed, 26 Jun - Fri, 19 Jul
09:25 - 17:59SYD-MDW
23h 34m2 stops
10:41 - 06:35MDW-SYD
28h 54m2 stops
$1,890Delta
Find Deal
Fri, 7 Jun - Fri, 14 Jun
09:25 - 18:36SYD-MDW
24h 11m2 stops
13:24 - 06:35MDW-SYD
26h 11m2 stops
$2,623Delta
Find Deal
Fri, 28 Jun - Wed, 17 Jul
10:25 - 17:59SYD-MDW
23h 34m2 stops
13:05 - 07:35MDW-SYD
26h 30m2 stops
$2,682Delta
Find Deal
Mon, 14 Oct - Mon, 21 Oct
09:25 - 21:47SYD-MDW
27h 22m2 stops
14:00 - 06:35MDW-SYD
25h 35m2 stops
$2,758Delta
Find Deal
Mon, 26 Aug - Fri, 13 Sep
09:25 - 18:07SYD-MDW
23h 42m2 stops
13:24 - 06:35MDW-SYD
26h 11m2 stops
$2,983Delta
Find Deal
Mon, 3 Jun - Mon, 17 Jun
09:25 - 18:07SYD-MDW
23h 42m2 stops
14:15 - 06:35MDW-SYD
25h 20m2 stops
$3,057Delta
Find Deal
Thu, 23 May - Fri, 31 May
10:25 - 21:44SYD-MDW
27h 19m2 stops
09:35 - 07:35MDW-SYD
30h 00m2 stops
$3,534Delta
Find Deal
Wed, 9 Oct - Mon, 14 Oct
09:00 - 21:44SYD-MDW
29h 44m2 stops
06:00 - 06:55MDW-SYD
31h 55m2 stops
$16,535
Find Deal
Mon, 4 Nov - Tue, 4 Feb

Flights to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where tickets can be as cheap as $2,852. On the other hand, the most expensive day to fly is Thursday, where prices are $2,852 on average.

What is the cheapest time of day to fly to Chicago Midway Airport?

The average price for all flights to Chicago Midway Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago Midway Airport is generally in the morning, when flights cost $2,441 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the morning, which is peak travel time and where the average cost of a ticket is $2,441.

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Sydney, which takes 20h 25m, Brisbane, which takes 23h 00m, Melbourne, which takes 23h 34m, and Adelaide, which takes 26h 29m.

Good to know

Cheapest flight

$1,102
Flight from Sydney to Chicago Midway Airport

When to book flights to Midway

Are your dates flexible? Find out the best times to travel to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    The city centre of Chicago is 14 km from Chicago.

  • How does KAYAK find such low prices on flights to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airline offers the most flights to Chicago Midway Airport?

    Of the 5 airlines that fly to Chicago Midway Airport, Southwest offers the most flights, with around 2,877 per week, followed by Frontier with 104 flights per week.

See more FAQs

Top tips for finding cheap flights to Chicago Midway Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Prefer to fly direct to Chicago Midway?

Find which airlines fly direct to Midway, which days they fly and book direct flights.

Direct departures

Australia to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Direct returns

Chicago Midway to Australia

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
26/6Wed
2 stopsDelta
23h 34mSYD-MDW
15/7Mon
2 stopsDelta
26h 11mMDW-SYD
$1,741
26/6Wed
2 stopsDelta
24h 11mSYD-MDW
19/7Fri
2 stopsDelta
26h 30mMDW-SYD
$1,816
7/6Fri
2 stopsDelta
23h 34mSYD-MDW
14/6Fri
2 stopsDelta
28h 54mMDW-SYD
$1,890
28/6Fri
2 stopsDelta
24h 11mSYD-MDW
17/7Wed
2 stopsDelta
26h 11mMDW-SYD
$2,623
14/10Mon
2 stopsDelta
23h 34mSYD-MDW
21/10Mon
2 stopsDelta
26h 30mMDW-SYD
$2,682
26/8Mon
2 stopsDelta
27h 22mSYD-MDW
13/9Fri
2 stopsDelta
25h 35mMDW-SYD
$2,758
3/6Mon
2 stopsDelta
23h 42mSYD-MDW
17/6Mon
2 stopsDelta
26h 11mMDW-SYD
$2,983
23/5Thu
2 stopsDelta
23h 42mSYD-MDW
31/5Fri
2 stopsDelta
25h 20mMDW-SYD
$3,057
9/10Wed
2 stopsDelta
27h 19mSYD-MDW
14/10Mon
2 stopsDelta
30h 00mMDW-SYD
$3,534
4/11Mon
2 stops
29h 44mSYD-MDW
4/2Tue
2 stops
31h 55mMDW-SYD
$16,535

Search by stops

Search by airline

Search by price

Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
30/7Tue
2 stops
47h 59mSYD-MDW
$1,102
30/7Tue
1 stop
32h 44mSYD-MDW
$1,569
29/6Sat
2 stops
26h 46mSYD-MDW
$1,583
20/10Sun
2 stopsDelta
23h 40mSYD-MDW
$1,789
31/5Fri
2 stopsDelta
23h 33mSYD-MDW
$1,927
5/7Fri
2 stopsDelta
27h 21mSYD-MDW
$2,014
5/7Fri
1 stop
21h 51mSYD-MDW
$2,423
29/6Sat
1 stop
56h 50mSYD-MDW
$2,467
30/7Tue
3 stops
48h 02mSYD-MDW
$4,548
30/7Tue
2 stops
50h 06mSYD-MDW
$8,970

Search by stops

Search by airline

Search by price

Recent domestic flight deals

12/6Wed
directDelta
1h 56mATL-MDW
15/6Sat
directDelta
1h 52mMDW-ATL
$238
13/9Fri
multi-stopFrontier
10h 53mLGA-MDW
22/9Sun
multi-stopFrontier
11h 22mMDW-LGA
$242
18/6Tue
directDelta
1h 55mATL-MDW
22/6Sat
directDelta
1h 59mMDW-ATL
$256
29/5Wed
multi-stopDelta
4h 06mEWR-MDW
4/9Wed
multi-stopDelta
5h 43mMDW-EWR
$260
1/6Sat
directDelta
1h 56mATL-MDW
3/6Mon
directDelta
1h 56mMDW-ATL
$268
5/7Fri
directDelta
1h 55mATL-MDW
9/7Tue
directDelta
2h 01mMDW-ATL
$277
7/6Fri
multi-stopFrontier
5h 59mLAX-MDW
10/6Mon
multi-stopFrontier
13h 42mMDW-LAX
$277
28/5Tue
directSouthwest
2h 25mLGA-MDW
30/5Thu
directSouthwest
2h 05mMDW-LGA
$344
3/6Mon
directSouthwest
2h 25mLGA-MDW
5/6Wed
directSouthwest
2h 05mMDW-LGA
$356
31/5Fri
multi-stopPorter Airlines
8h 27mEWR-MDW
2/6Sun
multi-stopPorter Airlines
13h 35mMDW-EWR
$878

Search by stops

Search by airline

Search by price

Last minute flights to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
9/5Thu
multi-stopDelta
23h 33mSYD-MDW
22/5Wed
multi-stopDelta
26h 14mMDW-SYD
$1,741
9/5Thu
multi-stopDelta
23h 42mSYD-MDW
4/7Thu
multi-stopDelta
28h 54mMDW-SYD
$1,816
13/5Mon
multi-stopDelta
23h 33mSYD-MDW
19/5Sun
multi-stopDelta
26h 53mMDW-SYD
$2,983
9/5Thu
multi-stop
29h 06mSYD-MDW
23/5Thu
multi-stop
29h 48mMDW-SYD
$17,322

Search by stops

Search by airline

Search by price

Look for other cheap flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Australia

Cabin classes: