SYD - MDW

$595 Find Cheap Flights from Sydney 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 from Sydney to Midway departing on 5/14. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$1,448
Delta
Mon 4/13Wed 4/22
SYD - MDW • 2 stops
Cheapest one-way
$595
Multiple Airlines
Thu 5/14
SYD - MDW • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Sydney to Midway (SYD-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Sydney 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Sydney to Midway

Mon, Apr 13 - Wed, Apr 22
Delta Logo
9:15 am - 5:58 pm
SYD
-
MDW
23h 43m
2 stops
Delta Logo
10:43 am - 6:50 am
MDW
-
SYD
29h 07m
2 stops
$1,448Delta
Fri, Jun 26 - Wed, Jul 15
Delta Logo
9:15 am - 8:38 am
SYD
-
MDW
38h 23m
2 stops
Delta Logo
1:00 pm - 6:50 am
MDW
-
SYD
26h 50m
2 stops
$1,484Delta
Sun, Jun 28 - Sat, Jul 18
Delta Logo
9:15 am - 6:05 pm
SYD
-
MDW
47h 50m
2 stops
Delta Logo
6:45 pm - 6:50 am
MDW
-
SYD
45h 05m
2 stops
$1,588Delta
Fri, Jun 12 - Sun, Jul 12
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
Delta Logo
1:00 pm - 6:50 am
MDW
-
SYD
26h 50m
2 stops
$1,593Delta
Sat, Mar 14 - Sat, Mar 21
Multiple Airlines Logo
2:00 pm - 8:21 pm
SYD
-
MDW
22h 21m
2 stops
Multiple Airlines Logo
9:16 pm - 6:55 am
MDW
-
SYD
41h 39m
1 stop
$1,597Multiple Airlines
Sat, Mar 14 - Sat, Mar 21
Multiple Airlines Logo
2:00 pm - 8:21 pm
SYD
-
MDW
22h 21m
2 stops
Multiple Airlines Logo
9:16 pm - 6:55 am
MDW
-
SYD
41h 39m
1 stop
$1,617Multiple Airlines
Tue, Mar 10 - Tue, Mar 17
Delta Logo
9:40 am - 5:22 pm
SYD
-
MDW
23h 42m
2 stops
Delta Logo
1:10 pm - 7:30 am
MDW
-
SYD
26h 20m
2 stops
$1,639Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
10:40 am - 6:40 pm
SYD
-
MDW
25h 00m
2 stops
Delta Logo
1:29 pm - 6:50 am
MDW
-
SYD
24h 21m
2 stops
$1,640Delta
Fri, Jul 10 - Sun, Jul 26
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
$1,663Delta
Fri, Jul 10 - Sun, Jul 26
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
$1,667Delta
Useful Info

Good to know

Cheapest flight$595
Flight from Sydney to Chicago Midway Airport

When to book flights from Sydney to Midway

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

FAQs for booking Sydney to Chicago Midway Airport flights

  • What is the cheapest flight from Sydney to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Sydney to Chicago Midway Airport was $595 for a one-way ticket and $1,448 for a round-trip.

  • Do I need a passport to fly between Sydney and Chicago Midway Airport?

    Yes

  • Which aircraft models fly most regularly from Sydney to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Sydney 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 from Sydney to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sydney 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 from Sydney is likely to change within 7 days, so travelers know whether to wait or book now.

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Sydney with another airline. Booking your flights between Sydney and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sydney 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 from Sydney up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Sydney to Midway

Information on your arrival and departure airports

Sydney (SYD)
Midway (MDW)