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

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

What popular places can I visit in Chicago Midway Airport?

Some of the most popular sights in Chicago Midway Airport are River North, Millennium Park, and Chicago Water Tower. These are among the most viewed places in Chicago Midway Airport on KAYAK.

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

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 Sydney to Chicago Midway Airport looking right now?

One-way fares from Sydney to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $1,126, which is 10% below the typical average for this route.

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

Chicago Midway Airport is 17 hours behind Sydney (Central Time vs Eastern Australia Time). Plan for the time shift when scheduling connections or first-day activities.

Which car hire options are available at Chicago Midway Airport (MDW)?

Chicago Midway Airport (MDW) hosts 5 major car hire companies, with daily rates averaging $120 for economy cars. Top options include: • Hertz • Dollar • Budget • Alamo • Rent-A-Wreck

How much is a return flight from Sydney to Chicago Midway Airport?

Return flights from Sydney to Chicago Midway Airport typically range from $2,104 to $2,215. The lowest price found in the past 5 days was $1,060 on Delta.

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

Delta ($1,060) and Singapore Airlines ($2,459) are the cheapest airlines to fly return from Sydney to Chicago Midway Airport according to KAYAK data over the last 5 days.

$618 CHEAP FLIGHTS from Sydney to Chicago Midway (SYD - MDW)

Save 26% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest return flight

$1,060

Typical prices: $2,104-$2,215

Delta

Sat 20/1Wed 31/1

SYD - MDW • 2 stops

Cheapest one-way flight

$618

Typical prices: $1,139-$1,739

Delta

Fri 2/2

SYD - MDW • 2 stops

Start a new search

KAYAK searches hundreds of sites at once to find you the best travel deals.

We hope you enjoy your trip to Chicago Midway Airport!

Flight Deals

Cheap Flights from Sydney to Midway (SYD-MDW)

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

Return

One-way

Last minute

Recent return flight deals from Sydney to Midway

Wed, 20 Jan - Sun, 31 Jan

10:40 - 16:53SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 13m2 stops Los Angeles Minneapolis St Paul

09:56 - 06:50MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 54m2 stops Minneapolis St Paul Los Angeles

$1,060Delta

3+ days ago

Wed, 3 Mar - Wed, 10 Mar

12:15 - 05:55SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 40m2 stops Singapore Changi Los Angeles

15:50 - 17:55MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 05m2 stops Los Angeles Singapore Changi

$2,459Singapore Airlines

3+ days ago

Wed, 2 Dec - Wed, 9 Dec

10:40 - 16:50SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 10m2 stops Los Angeles Minneapolis St Paul

13:02 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 28m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,768Delta

3+ days ago

Thu, 3 Dec - Mon, 7 Dec

10:40 - 18:01SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 21m2 stops Los Angeles Detroit Metropolitan Wayne County

13:41 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 49m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,920Delta

2 days ago

Sat, 28 Nov - Thu, 3 Dec

10:40 - 08:50SYD Sydney Kingsford Smith-MDW Chicago Midway

39h 10m2 stops Los Angeles Minneapolis St Paul

13:41 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 49m2 stops Detroit Metropolitan Wayne County Los Angeles

$3,594Delta

2 days ago

Mon, 30 Nov - Mon, 7 Dec

22:00 - 09:26SYD Sydney Kingsford Smith-MDW Chicago Midway

52h 26m2 stops Melbourne Dallas/Fort Worth

10:40 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 15m1 stop Dallas/Fort Worth

$3,596Multiple Airlines

2 days ago

Thu, 3 Dec - Mon, 7 Dec

14:05 - 09:46SYD Sydney Kingsford Smith-MDW Chicago Midway

36h 41m1 stop Dallas/Fort Worth

10:40 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 15m1 stop Dallas/Fort Worth

$3,651Multiple Airlines

2 days ago

Fri, 18 Dec - Fri, 25 Dec

14:05 - 12:03SYD Sydney Kingsford Smith-MDW Chicago Midway

38h 58m1 stop Dallas/Fort Worth

06:01 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

31h 54m1 stop Dallas/Fort Worth

$4,558Multiple Airlines

1 day ago

Fri, 18 Dec - Fri, 25 Dec

09:45 - 12:03SYD Sydney Kingsford Smith-MDW Chicago Midway

43h 18m3 stops Nadi San Francisco Dallas/Fort Worth

06:01 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

31h 54m1 stop Dallas/Fort Worth

$4,667Multiple Airlines

1 day ago

Fri, 18 Dec - Fri, 25 Dec

14:05 - 00:01SYD Sydney Kingsford Smith-MDW Chicago Midway

26h 56m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson

06:01 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

31h 54m1 stop Dallas/Fort Worth

$5,824Multiple Airlines

1 day ago

Booking Insights

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

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

Prices

Airlines

How much is a return flight from Sydney to Chicago Midway Airport? This analysis is based on the cheapest return price found on KAYAK in the last 12 months by searching for a flight from Sydney to Chicago Midway Airport departing in January.

Find deals

Cheapest flight	$618

One-way 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 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Do I need a passport to fly from Sydney to Chicago Midway Airport?
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 Sydney to Chicago Midway Airport looking right now?
One-way fares from Sydney to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $1,126, which is 10% below the typical average for this route.
Which car hire options are available at Chicago Midway Airport (MDW)?
Chicago Midway Airport (MDW) hosts 5 major car hire companies, with daily rates averaging $120 for economy cars. Top options include:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck
Which airports can I use when flying from Sydney to Chicago Midway Airport?
Flights from Sydney to Chicago Midway Airport usually depart from Sydney Kingsford Smith (SYD) and arrive at Chicago Midway (MDW).
What is the time difference between Sydney and Chicago Midway Airport?
Chicago Midway Airport is 17 hours behind Sydney (Central Time vs Eastern Australia Time). Plan for the time shift when scheduling connections or first-day activities.
What popular places can I visit in Chicago Midway Airport?
Some of the most popular sights in Chicago Midway Airport are River North, Millennium Park, and Chicago Water Tower. These are among the most viewed places in Chicago Midway Airport on KAYAK.

If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

• DoubleTree by Hilton Chicago Midway Airport
• Skylark Motel Chicago Midway Airport

More options for your flight from Sydney to Midway

Add a hotel or car hire

Airports

Cabin class

Direct flights

Origins

Other airports

Other Destinations

Return flight

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

Car hire in Chicago

Hotels in Chicago

Holidays in Chicago

SYD - MDW

$618 Find Cheap Flights from Sydney to Chicago Midway Airport – Compare and Save

Everything you should know

Cheap Flights from Sydney to Midway (SYD-MDW)

Recent return flight deals from Sydney to Midway

Recent one-way flight deals from Sydney to Midway

Recent last minute flight deals from Sydney to Midway

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

How much is a return flight from Sydney to Chicago Midway Airport?

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

Key details for Sydney to Chicago Midway Airport flights

Cheapest flight

When to book flights from Sydney to Midway

Your Sydney to Chicago Midway Airport flight questions, answered

Your guide to booking Sydney to Chicago Midway Airport flights

More options for your flight from Sydney to Midway

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

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Find direct flights to and from Sydney and Midway

Flights from domestic origins to Midway

Choose which airport to fly into in Sydney

Flights to other popular destinations

Find deals for your return flight