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$221+ Cheap flights from Chicago Midway Airport

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/2. 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.
MDW — SYD
25 Jan — 1 Feb1
1 adult

What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 20 January 2025.

Cheapest airline

Qantas Airways
On average, Qantas Airways currently has the cheapest one-way flight from Chicago Midway.
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Find flights from Midway

Cheapest flights from Midway
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on 20 January 2025.

Wed 5/307:05MDW - SYD
2 stops31h 20mMultiple Airlines
Wed 12/311:15SYD - MDW
2 stops29h 02mMultiple Airlines
Deal found 18/1$1,989
Sun 9/314:55MDW - SYD
2 stops24h 50mDelta
Sun 23/310:05SYD - MDW
2 stops23h 57mDelta
Deal found 18/1$2,370
Wed 5/310:57MDW - BNE
2 stops28h 48mDelta
Wed 19/310:30BNE - MDW
2 stops22h 48mDelta
Deal found 20/1$3,064
Thu 3/409:23MDW - BNE
2 stops30h 22mMultiple Airlines
Thu 17/408:40BNE - MDW
2 stops28h 49mMultiple Airlines
Deal found 20/1$3,617
Tue 1/709:30MDW - SYD
2 stops29h 50mKorean Air
Mon 7/707:55SYD - MDW
2 stops43h 35mKorean Air
Deal found 20/1$4,569
Thu 5/609:30MDW - BNE
2 stops30h 15mKorean Air
Sat 21/608:40BNE - MDW
2 stops42h 50mKorean Air
Deal found 20/1$4,592
Mon 24/312:51MDW - MEL
2 stops48h 34mLATAM Airlines
Mon 7/412:00MEL - MDW
2 stops36h 07mLATAM Airlines
Deal found 20/1$5,157
Sun 16/210:57MDW - SYD
2 stops50h 33mLATAM Airlines
Sun 23/211:40SYD - MDW
3 stops39h 32mLATAM Airlines
Deal found 19/1$7,805
Fri 7/212:44MDW - SYD
2 stops48h 51mWestJet
Sat 15/220:30SYD - MDW
2 stops62h 13mWestJet
Deal found 19/1$10,351

Find flights from Midway within your budget

Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 20 January 2025. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 5/3

07:05-07:25

2 stops31h 20m

Sydney Kingsford Smith

Wed 12/3

11:15-00:17

2 stops29h 02m

$1,989

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 9/3

14:55-07:45

2 stops24h 50m

Sydney Kingsford Smith

Sun 23/3

10:05-18:02

2 stops23h 57m

$2,370

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Wed 5/3

10:57-07:45

2 stops28h 48m

Brisbane

Wed 19/3

10:30-18:18

2 stops22h 48m

$3,064

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Thu 3/4

09:23-06:45

2 stops30h 22m

Brisbane

Thu 17/4

08:40-22:29

2 stops28h 49m

$3,617

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 1/7

09:30-06:20

2 stops29h 50m

Sydney Kingsford Smith

Mon 7/7

07:55-12:30

2 stops43h 35m

$4,569

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Thu 5/6

09:30-06:45

2 stops30h 15m

Brisbane

Sat 21/6

08:40-12:30

2 stops42h 50m

$4,592

ChicagoMelbourne

MDW - MEL

MDWMEL

Chicago Midway

Mon 24/3

12:51-05:25

2 stops48h 34m

Melbourne

Mon 7/4

12:00-09:07

2 stops36h 07m

$5,157

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 16/2

10:57-06:30

2 stops50h 33m

Sydney Kingsford Smith

Sun 23/2

11:40-10:12

3 stops39h 32m

$7,805

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 7/2

12:44-06:35

2 stops48h 51m

Sydney Kingsford Smith

Sat 15/2

20:30-17:43

2 stops62h 13m

$10,351

ChicagoMelbourne

MDW - MEL

MDWMEL

Chicago Midway

Tue 15/4

07:50-11:30

2 stops36h 40m

$738

Flights are sorted by cheapest return flights first.

Deals found on 19/1

Showing 1-10 of 17 results
1
2

Best time to book a flight from Midway

Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway

Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

Airline reviews for flights from Midway

Get insights into the airlines that provide service from Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Midway. In the last 7 days, Cheapflights users made a total of 647,157 searches.
Korean Air
8.5
Very Good
1,039 reviews
Check prices

Overall

8.5

Boarding

8.5

Comfort

8.3

Food

8.1

Entertainment

8.2

Crew

8.7

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Korean Air
8.5
Very Good
1,039 reviews
Korean Air
8.5
Very Good
1,039 reviews
Check prices

Overall

8.5

Boarding

8.5

Comfort

8.3

Food

8.1

Entertainment

8.2

Crew

8.7

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Delta
8.0
Very Good
8,521 reviews
Korean Air
8.5
Very Good
1,039 reviews
Check prices

Overall

8.5

Boarding

8.5

Comfort

8.3

Food

8.1

Entertainment

8.2

Crew

8.7

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

LATAM Airlines
7.5
Good
1,858 reviews
Korean Air
8.5
Very Good
1,039 reviews
Check prices

Overall

8.5

Boarding

8.5

Comfort

8.3

Food

8.1

Entertainment

8.2

Crew

8.7

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

WestJet
7.2
Good
2,828 reviews
Korean Air
8.5
Very Good
1,039 reviews
Check prices

Overall

8.5

Boarding

8.5

Comfort

8.3

Food

8.1

Entertainment

8.2

Crew

8.7

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

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Alternate flight departure points to Midway

Consider leaving from one of these other departure points that are located a short distance from Midway. Flight origins were last updated on 20 January 2025.
Flights from St. Louis
Flights from O'Hare Intl
Flights from Evansville
Flights from Belleville
Flights from Bloomington
Flights from Peoria
Flights from Moline
Flights from Springfield

Related info for your journey

Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 20 January 2025.

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    For the current month, the most popular flights from Chicago Midway Airport are Cancún, Atlanta, Las Vegas. Atlanta, Las Vegas, Orlando Airport are the most popular locations from Chicago Midway Airport year round.

  • Where are the cheapest places to fly to from Chicago Midway Airport?

    View the cheapest flight destinations from Chicago Midway Airport:
    Fly from Chicago to Sydney from $1,640 round trip

  • How does Cheapflights help users find flights from Midway?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Midway?

    Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway for you. Better yet — we are completely free to use.

  • Can Cheapflights find flights from Midway with no change fees?

    Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

  • Can Cheapflights notify me if prices for flights from Midway become cheaper?

    Of course! You can now track prices for flights from Midway and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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How does Cheapflights help users find flights from Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway become cheaper?

Of course! You can now track prices for flights from Midway and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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