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, Chicago Water Tower, and Union Station. 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 higher than usual. Average one-way flight prices are about $1,669, which is 37% above the typical average for this route.

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

Chicago Midway Airport is 15 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 starting from around $45 for economy cars. Top options include: • Hertz • Dollar • Budget • Alamo • Rent-A-Wreck

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

Delta ($2,267) offered the cheapest return ticket from Sydney to Chicago Midway Airport in the last 5 days.

$1,283 CHEAP FLIGHTS from Sydney to Chicago Midway (SYD - MDW)

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Cheapest return flight

$2,267

Typical prices: $2,057-$2,165

Delta

Fri 5/10Fri 19/10

SYD - MDW • 2 stops

Cheapest one-way flight

$1,283

Typical prices: $1,114-$1,700

Multiple Airlines

Sat 15/12

SYD - MDW • 3 stops

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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

Mon, 5 Oct - Mon, 19 Oct

10:15 - 18:33SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 18m2 stops Los Angeles Detroit Metropolitan Wayne County

13:27 - 07:50MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 23m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,267Delta

Tue, 26 Jan - Sat, 13 Feb

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

23h 10m2 stops Los Angeles Minneapolis St Paul

09:55 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 35m2 stops Minneapolis St Paul Los Angeles

$2,517Delta

Fri, 25 Dec - Sat, 9 Jan

10:40 - 17:24SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 44m2 stops Los Angeles Minneapolis St Paul

13:00 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 30m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,678Delta

Tue, 27 Oct - Tue, 3 Nov

09:40 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 20m2 stops Los Angeles Detroit Metropolitan Wayne County

12:27 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 03m2 stops Minneapolis St Paul Los Angeles

$2,755Delta

Mon, 19 Oct - Wed, 28 Oct

10:15 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 45m2 stops Los Angeles Detroit Metropolitan Wayne County

12:49 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 41m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,757Delta

Mon, 26 Oct - Mon, 2 Nov

09:40 - 16:47SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 07m2 stops Los Angeles Minneapolis St Paul

11:38 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 52m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,762Delta

Thu, 29 Oct - Thu, 5 Nov

09:40 - 16:47SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 07m2 stops Los Angeles Minneapolis St Paul

12:27 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 03m2 stops Minneapolis St Paul Los Angeles

$2,831Delta

Mon, 5 Oct - Mon, 19 Oct

10:15 - 18:19SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 04m2 stops Los Angeles Minneapolis St Paul

12:49 - 07:50MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 01m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,908Delta

Thu, 1 Oct - Mon, 26 Oct

09:15 - 18:33SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 18m2 stops Los Angeles Detroit Metropolitan Wayne County

12:27 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 03m2 stops Minneapolis St Paul Los Angeles

$2,914Delta

Mon, 5 Oct - Mon, 19 Oct

10:15 - 18:19SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 04m2 stops Los Angeles Minneapolis St Paul

12:49 - 07:50MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 01m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,928Delta

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 from Sydney to Chicago Midway Airport with more confidence.

Prices

Airlines

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

Return flights from Sydney to Chicago Midway Airport start at $2,267. Prices are above average for this route right now, with typical return fares ranging from $2,057 to $2,165. The lowest price found in the past 5 days was $2,267 on Delta.

Find deals

Cheapest flight	$1,283

Flights 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.

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, Chicago Water Tower, and Union Station. 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 higher than usual. Average one-way flight prices are about $1,669, which is 37% above the typical average for this route.
What is the time difference between Sydney and Chicago Midway Airport?
Chicago Midway Airport is 15 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 starting from around $45 for economy cars. Top options include:
• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

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

More options for your flight from Sydney to Midway

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SYD - MDW

$1,283 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?

What is the cheapest airline 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

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Choose which airport to fly into in Sydney

Flights to other popular destinations

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