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$123+ 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 14/5. 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
22 Apr — 29 Apr1
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 17 April 2025.

Cheapest airline

Qantas Airways

Good one-way deal

$104 or less
On average, Qantas Airways currently has the cheapest one-way flight from Chicago Midway (avg. price of $1,508).
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Price to beat on a 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 17 April 2025.

Sat 31/508:00MDW - MEL
2 stops37h 15mMultiple Airlines
Sat 7/613:40MEL - MDW
2 stops38h 49mMultiple Airlines
Deal found 16/4$1,339
Sat 31/508:00MDW - SYD
2 stops36h 45mMultiple Airlines
Sat 7/613:45SYD - MDW
2 stops38h 44mMultiple Airlines
Deal found 16/4$1,501
Tue 1/712:44MDW - SYD
2 stops26h 51mDelta
Wed 16/709:25SYD - MDW
2 stops23h 38mDelta
Deal found 16/4$2,310
Sat 10/516:15MDW - BNE
2 stops47h 30mKorean Air
Sat 17/508:30BNE - MDW
2 stops42h 58mKorean Air
Deal found 17/4$3,730
Thu 9/1009:30MDW - BNE
2 stops30h 15mMultiple Airlines
Sun 19/1008:30BNE - MDW
2 stops28h 14mMultiple Airlines
Deal found 16/4$3,763
Thu 3/712:44MDW - SYD
2 stops37h 31mLATAM Airlines
Mon 21/711:50SYD - MDW
3 stops39h 05mLATAM Airlines
Deal found 16/4$5,363
Mon 12/509:16MDW - SYD
2 stops30h 04mKorean Air
Fri 16/507:55SYD - MDW
2 stops43h 33mKorean Air
Deal found 16/4$6,471

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 17 April 2025. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Sydney

Route

Depart

Return

Price

ChicagoMelbourne

MDW - MEL

MDWMEL

Chicago Midway

Sat 31/5

08:00-12:15

2 stops37h 15m

Melbourne

Sat 7/6

13:40-13:29

2 stops38h 49m

$1,339

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 31/5

08:00-11:45

2 stops36h 45m

Sydney Kingsford Smith

Sat 7/6

13:45-13:29

2 stops38h 44m

$1,501

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 1/7

12:44-06:35

2 stops26h 51m

Sydney Kingsford Smith

Wed 16/7

09:25-18:03

2 stops23h 38m

$2,310

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Sat 10/5

16:15-06:45

2 stops47h 30m

Brisbane

Sat 17/5

08:30-12:28

2 stops42h 58m

$3,730

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Thu 9/10

09:30-06:45

2 stops30h 15m

Brisbane

Sun 19/10

08:30-21:44

2 stops28h 14m

$3,763

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 3/7

12:44-17:15

2 stops37h 31m

Sydney Kingsford Smith

Mon 21/7

11:50-11:55

3 stops39h 05m

$5,363

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 12/5

09:16-06:20

2 stops30h 04m

Sydney Kingsford Smith

Fri 16/5

07:55-12:28

2 stops43h 33m

$6,471

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 15/5

14:45-12:15

2 stops30h 30m

$712

ChicagoMelbourne

MDW - MEL

MDWMEL

Chicago Midway

Sat 21/6

08:00-12:15

2 stops37h 15m

$717

ChicagoBrisbane

MDW - BNE

MDWBNE

Chicago Midway

Sat 26/4

14:40-09:05

3 stops51h 25m

$1,120

Flights are sorted by cheapest return flights first.

Deals found on 16/4

Showing 1-10 of 12 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.

What are popular destinations to fly to from Chicago Midway Airport?

Chicago Midway Airport offers frequent flights to Atlanta (202 flights per day), Detroit (198 flights per day) and Minneapolis (107 flights per day).

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $66

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Atlanta Hartsfield-Jackson, with prices starting at $104. Explore other affordable destinations below.

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $66

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
8.4
Very Good
1,064 reviews
Check prices

Crew

8.7

Entertainment

8.2

Boarding

8.5

Comfort

8.3

Food

8.1

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Korean Air
8.4
Very Good
1,064 reviews
Korean Air
8.4
Very Good
1,064 reviews
Check prices

Crew

8.7

Entertainment

8.2

Boarding

8.5

Comfort

8.3

Food

8.1

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Delta
8.0
Very Good
7,916 reviews
Korean Air
8.4
Very Good
1,064 reviews
Check prices

Crew

8.7

Entertainment

8.2

Boarding

8.5

Comfort

8.3

Food

8.1

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
LATAM Airlines
7.5
Good
1,761 reviews
Korean Air
8.4
Very Good
1,064 reviews
Check prices

Crew

8.7

Entertainment

8.2

Boarding

8.5

Comfort

8.3

Food

8.1

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.

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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 17 April 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 17 April 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 Las Vegas, Atlanta, Orlando Airport. Las Vegas, Atlanta, Orlando Airport are the most popular locations from Chicago Midway Airport year round.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as $104 to Atlanta (prices may vary depending on the airline and departure time). On average, users have booked flights for $170 to fly from Chicago Midway Airport.

  • 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 $1,501 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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Fly with Cheapflights

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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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