$197+ Cheap flights from Madison

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/8. 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.
MSN — SYD
3 Sep — 10 Sep1
1 adult
1 adult, Economy, 0 bags

Find flights from Madison within your budget

 
Find flights departing from Madison 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 4 August 2026. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Tue 20/10

11:44-06:55

1 stop27h 11m

Sydney Kingsford Smith

Tue 10/11

14:05-17:07

1 stop20h 02m

$1,860
Fastest return journey

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Sun 13/9

14:40-06:25

2 stops24h 45m

Sydney Kingsford Smith

Sun 20/9

12:00-17:11

1 stop20h 11m

$1,866

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Wed 28/10

17:53-20:50

2 stops34h 57m

Sydney Kingsford Smith

Sun 1/11

14:05-18:07

1 stop20h 02m

$1,908

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Wed 11/11

11:37-20:50

2 stops40h 13m

Sydney Kingsford Smith

Sun 15/11

14:05-17:07

1 stop20h 02m

$1,910

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Fri 13/11

11:37-06:55

1 stop26h 18m

Sydney Kingsford Smith

Sun 22/11

14:05-17:11

1 stop20h 06m

$1,933

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Tue 20/10

16:10-07:55

2 stops23h 45m

Sydney Kingsford Smith

Tue 10/11

11:20-21:05

3 stops26h 45m

$1,941

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Thu 17/9

12:41-06:55

2 stops27h 14m

Sydney Kingsford Smith

Thu 24/9

10:20-21:07

2 stops25h 47m

$2,084

MadisonSydney

MSN - SYD

MSNSYD

Madison Truax Field

Mon 11/1

15:09-11:55

2 stops27h 46m

Sydney Kingsford Smith

Tue 19/1

11:15-21:21

2 stops27h 06m

$2,368

MadisonCairns

MSN - CNS

MSNCNS

Madison Truax Field

Wed 30/9

11:37-22:40

2 stops44h 03m

Cairns

Wed 7/10

06:50-22:36

2 stops30h 46m

$3,946

MadisonCairns

MSN - CNS

MSNCNS

Madison Truax Field

Wed 30/9

11:37-22:40

2 stops44h 03m

Cairns

Fri 9/10

20:40-22:36

2 stops40h 56m

$3,981

Flights are sorted by cheapest return flights first.

Deals found on 3/8

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Madison

Have a flexible travel schedule? Discover the best time to fly from Madison 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 Madison

Get recent, data-driven insights about flights from Madison including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Madison?

Currently, May is the cheapest month in which you can book a flight from Madison (average of $1,853). Flying from Madison in November will prove the most costly (average of $5,286). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Madison?

Madison offers frequent flights to Chicago (344 flights per day), Detroit (144 flights per day) and Minneapolis (39 flights per day).

Chicago
Chicago
From $471

What is the cheapest place to fly to from Madison?

The cheapest city to fly to from Madison is Chicago, with prices starting at $471. Explore other affordable destinations below.

Chicago
Chicago
From $471

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Direct flights from Wisconsin

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Related info for your journey

Access useful and relevant information related to your journey from Madison. 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 4 August 2026.

  • What are the most popular destinations to fly to from Madison?

    For the current month, the most popular flights from Madison are Denver, Boston, Las Vegas. Denver, Las Vegas, Orlando Airport are the most popular locations from Madison year round.

  • What is the cheapest flight from Madison to anywhere?

    Users have flown out of Madison for as low as $471 to Chicago O'Hare Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $472 to fly from Madison.

  • What is the cheapest month to fly from Madison?

    Currently, the cheapest month for flights from Madison is May. The most expensive month for flights is November. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

  • How does Cheapflights help users find flights from Madison?

    Deals for flights from Madison are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

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

    Cheapflights helps you find that perfect flight from Madison by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Madison flexibly with Cheapflights today.

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

    Yes! Start tracking prices for flights from Madison today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Madison?

Deals for flights from Madison are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

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

Cheapflights helps you find that perfect flight from Madison by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Madison with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Madison flexibly with Cheapflights today.

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

Yes! Start tracking prices for flights from Madison today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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