MDW - SYD

$731 Find Cheap Flights from Chicago Midway Airport to Sydney - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$1,703
Typical prices: $1,286-$1,286
Delta
Thu 2/1Sat 2/17
MDW - SYD • 2 stops
Cheapest one-way
$790
Typical prices: $475-$606
Multiple Airlines
Thu 3/1
MDW - SYD • 3 stops
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Booking Insights
Flight Deals

Cheap Flights from Midway to Sydney (MDW-SYD)

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

Recent round-trip flight deals from Midway to Sydney

Mon, Feb 1 - Wed, Feb 17
Delta Logo
1:41 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
25h 49m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 10:45 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
29h 05m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,703Delta
Wed, Jan 27 - Wed, Feb 3
Delta Logo
1:41 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
25h 49m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 11:55 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
30h 15m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,705Delta
Mon, Feb 1 - Sun, Feb 28
Delta Logo
1:41 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
25h 49m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 10:45 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
29h 05m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,755Delta
Tue, Dec 1 - Sat, Dec 5
Delta Logo
12:39 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 51m2 stops Minneapolis St Paul Los Angeles
Delta Logo
10:40 am - 6:01 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
24h 21m2 stops Los Angeles Detroit Metropolitan Wayne County
$1,805Delta
Fri, Dec 11 - Fri, Dec 18
Multiple Airlines Logo
11:00 am - 9:00 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
29h 00m2 stops Dallas/Fort Worth Los Angeles
Multiple Airlines Logo
7:05 am - 12:01 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
33h 56m3 stops Auckland Intl Los Angeles Atlanta Hartsfield-Jackson
$1,888Multiple Airlines
Sat, Mar 13 - Sun, Apr 11
Delta Logo
5:35 pm - 6:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
43h 30m2 stops Minneapolis St Paul Los Angeles
Delta Logo
9:15 am - 12:33 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
66h 18m2 stops Los Angeles Detroit Metropolitan Wayne County
$2,033Delta
Fri, Mar 19 - Sun, Apr 11
Delta Logo
1:00 pm - 7:20 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
50h 20m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
9:15 am - 8:45 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
62h 30m2 stops Los Angeles Detroit Metropolitan Wayne County
$2,105Delta
Thu, Dec 31 - Tue, Jan 26
Multiple Airlines Logo
6:43 am - 6:25 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
30h 42m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
2:05 pm - 12:13 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
39h 08m1 stop Dallas/Fort Worth
$2,172Multiple Airlines
Thu, Mar 18 - Sun, Apr 11
Delta Logo
1:05 pm - 7:20 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 15m2 stops Atlanta Hartsfield-Jackson Los Angeles
Delta Logo
9:15 am - 8:45 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
62h 30m2 stops Los Angeles Detroit Metropolitan Wayne County
$2,190Delta
Sun, Feb 14 - Thu, Feb 18
Singapore Airlines Logo
3:50 pm - 5:55 pmMDW  Chicago Midway-SYD Sydney Kingsford Smith
33h 05m2 stops Los Angeles Singapore Changi
Singapore Airlines Logo
12:15 pm - 5:55 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
34h 40m2 stops Singapore Changi Los Angeles
$2,221Singapore Airlines
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.

How much is a round-trip flight from Chicago Midway Airport to Sydney?

Round-trip flights from Chicago Midway Airport to Sydney typically range from $1,286 to $1,286. The lowest price found in the past 5 days was $1,703, on Delta.

Key details for Chicago Midway Airport to Sydney flights

Cheapest flight

$790
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 round-trip 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.

  • 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 $896, which is 88% above the typical average for this route.

  • What car rental options are available at Sydney Kingsford Smith Airport (SYD)?

    Sydney Kingsford Smith Airport (SYD) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include:

    • East Coast Car Rentals
    • YESDRIVE CAR RENTAL
    • Bargain Car Rentals
    • 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 17 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, Chinatown Night Market and The Rocks Markets. 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 rental