MDW - SYD

$1,142 Find Cheap Flights from Chicago Midway Airport to Sydney – Compare and Save

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Everything you should know

Cheapest return flight
$1,995
Typical prices: $1,828-$1,828
Multiple Airlines
Sun 11/11Tue 27/11
MDW - SYD • 3 stops
Cheapest one-way flight
$1,142
Typical prices: $675-$862
Multiple Airlines
Thu 15/11
MDW - SYD • 3 stops
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Flight Deals

Cheap Flights from Midway to Sydney (MDW-SYD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Midway to Sydney

Wed, 11 Nov - Fri, 27 Nov
Multiple Airlines Logo
06:08 - 13:40MDW  Chicago Midway-SYD Sydney Kingsford Smith
38h 32m3 stops Atlanta Hartsfield-Jackson Los Angeles Nadi
Multiple Airlines Logo
14:00 - 07:33SYD  Sydney Kingsford Smith-MDW Chicago Midway
34h 33m3 stops Nadi Los Angeles Atlanta Hartsfield-Jackson
$1,995Multiple Airlines
1 day ago
Sun, 15 Nov - Tue, 1 Dec
Multiple Airlines Logo
06:08 - 06:25MDW  Chicago Midway-SYD Sydney Kingsford Smith
31h 17m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
11:10 - 09:26SYD  Sydney Kingsford Smith-MDW Chicago Midway
39h 16m2 stops Los Angeles Dallas/Fort Worth
$2,204Multiple Airlines
20 hours ago
Wed, 11 Nov - Tue, 17 Nov
Delta Logo
12:30 - 08:30MDW  Chicago Midway-SYD Sydney Kingsford Smith
27h 00m2 stops Minneapolis St Paul Los Angeles
Delta Logo
10:40 - 18:04SYD  Sydney Kingsford Smith-MDW Chicago Midway
24h 24m2 stops Los Angeles Detroit Metropolitan Wayne County
$2,426Delta
2 days ago
Wed, 11 Nov - Sat, 14 Nov
Delta Logo
10:34 - 08:30MDW  Chicago Midway-SYD Sydney Kingsford Smith
28h 56m2 stops Minneapolis St Paul Los Angeles
Delta Logo
10:40 - 16:39SYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 59m2 stops Los Angeles Minneapolis St Paul
$2,497Delta
2 days ago
Mon, 14 Dec - Mon, 21 Dec
Multiple Airlines Logo
10:40 - 09:00MDW  Chicago Midway-SYD Sydney Kingsford Smith
29h 20m2 stops Dallas/Fort Worth Los Angeles
Multiple Airlines Logo
07:05 - 19:30SYD  Sydney Kingsford Smith-MDW Chicago Midway
53h 25m3 stops Auckland Intl Los Angeles Orlando
$2,551Multiple Airlines
16 hours ago
Fri, 13 Nov - Fri, 20 Nov
Delta Logo
13:31 - 08:30MDW  Chicago Midway-SYD Sydney Kingsford Smith
25h 59m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 - 16:39SYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 59m2 stops Los Angeles Minneapolis St Paul
$2,568Delta
3+ days ago
Mon, 14 Dec - Mon, 21 Dec
Multiple Airlines Logo
10:40 - 09:00MDW  Chicago Midway-SYD Sydney Kingsford Smith
29h 20m2 stops Dallas/Fort Worth Los Angeles
Multiple Airlines Logo
07:05 - 19:30SYD  Sydney Kingsford Smith-MDW Chicago Midway
53h 25m3 stops Auckland Intl Los Angeles Orlando
$2,600Multiple Airlines
11 hours ago
Wed, 17 Feb - Thu, 25 Feb
Multiple Airlines Logo
06:01 - 06:55MDW  Chicago Midway-SYD Sydney Kingsford Smith
31h 54m1 stop Dallas/Fort Worth
Multiple Airlines Logo
08:45 - 12:13SYD  Sydney Kingsford Smith-MDW Chicago Midway
44h 28m2 stops Hong Kong Intl Dallas/Fort Worth
$2,760Multiple Airlines
1 day ago
Wed, 11 Nov - Tue, 17 Nov
Multiple Airlines Logo
12:27 - 06:55MDW  Chicago Midway-SYD Sydney Kingsford Smith
25h 28m1 stop Dallas/Fort Worth
Multiple Airlines Logo
08:45 - 11:22SYD  Sydney Kingsford Smith-MDW Chicago Midway
43h 37m2 stops Hong Kong Intl Dallas/Fort Worth
$2,791Multiple Airlines
2 days ago
Mon, 16 Nov - Sat, 21 Nov
Multiple Airlines Logo
15:45 - 20:15MDW  Chicago Midway-SYD Sydney Kingsford Smith
35h 30m2 stops Los Angeles Tokyo Haneda
Multiple Airlines Logo
12:25 - 12:00SYD  Sydney Kingsford Smith-MDW Chicago Midway
40h 35m2 stops Tokyo Haneda Los Angeles
$2,924Multiple Airlines
23 hours ago
Booking Insights

Price, demand, and travel trends for Chicago Midway Airport to Sydney flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

Which airline is the cheapest to fly from Chicago Midway Airport to Sydney?

Delta ($2,426) offered the cheapest return ticket from Chicago Midway Airport to Sydney in the last 5 days.

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Key details for Chicago Midway Airport to Sydney flights

Cheapest flight

$1,142
One-way flight from Chicago Midway Airport to Sydney

When to book flights from Midway to Sydney

Are your dates flexible? Find out the best times to travel from Midway to Sydney based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Chicago Midway Airport to Sydney flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago Midway Airport to Sydney changed much recently?

    Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about $1,995 to $19,403. That means the highest observed fare was about 10x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Sydney looking right now?

    One-way fares from Chicago Midway Airport to Sydney are currently higher than usual. Average one-way flight prices are about $1,435, which is 112% above the typical average for this route.

  • Which car hire options are available at Sydney Kingsford Smith Airport (SYD)?

    Sydney Kingsford Smith Airport (SYD) hosts 5 major car hire companies, with daily rates starting from around $58 for economy cars. Top options include:

    • East Coast Car Rentals
    • Bargain Car Rentals
    • YESDRIVE CAR RENTAL
    • No Birds
    • EverythingFleet

  • Which airports can I use when flying from Chicago Midway Airport to Sydney?

    Flights from Chicago Midway Airport to Sydney usually depart from Chicago Midway (MDW) and arrive at Sydney Kingsford Smith (SYD).

  • What is the time difference between Chicago Midway Airport and Sydney?

    Sydney is 16 hours ahead of Chicago Midway Airport (Eastern Australia Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Sydney?

    Some of the most popular sights in Sydney are Sydney Opera House, Star Casino, and Capitol Theatre. These are among the most viewed places in Sydney on KAYAK.

Your guide to booking Chicago Midway Airport to Sydney flights

Get tips on when to book, when to fly, and what to know before your trip.

More options for your flight from Midway to Sydney

Complete your trip to Sydney with a hotel stay or car hire

Car hire in Sydney
Hotels in Sydney
Holidays in Sydney