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$247+ Cheap flights from Madison

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. 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 — AKL
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Madison

Discover essential information about flights departing from Madison, including flight schedules, destinations, airlines operating at the Madison 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 29 January 2026.

Good round-trip deal

$2,681 or less
Price to beat on a round-trip flight from Madison Truax Field.
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Find flights from Madison

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Cheapest flights from Madison
Explore the most affordable flight options available from Madison. Find the lowest fares based on data from user searches, with prices last updated on 29 January 2026.

Sat 14/316:05
MSN
-
DEN
Nonstop2h 44m
United Airlines
Tue 17/306:00
DEN
-
MSN
1 stop4h 38m
United Airlines
Deal found 28/1$363
Sat 14/316:05
MSN
-
DEN
Nonstop2h 44m
United Airlines
Fri 20/317:26
DEN
-
MSN
Nonstop2h 08m
United Airlines
Deal found 28/1$375
Wed 17/615:10
MSN
-
DEN
Nonstop2h 29m
United Airlines
Tue 30/613:40
DEN
-
MSN
Nonstop2h 10m
United Airlines
Deal found 28/1$376
Tue 5/509:41
MSN
-
DEN
1 stop5h 16m
Delta
Wed 13/506:10
DEN
-
MSN
1 stop6h 42m
Delta
Deal found 29/1$380
Wed 25/206:30
MSN
-
DEN
1 stop5h 03m
United Airlines
Wed 4/311:35
DEN
-
MSN
Nonstop2h 08m
United Airlines
Deal found 28/1$391
Sat 16/516:02
MSN
-
DEN
1 stop7h 12m
United Airlines
Tue 19/517:40
DEN
-
MSN
Nonstop2h 15m
United Airlines
Deal found 28/1$393
Wed 4/316:23
MSN
-
DEN
Nonstop2h 44m
United Airlines
Sat 7/307:45
DEN
-
MSN
1 stop6h 12m
United Airlines
Deal found 27/1$396
Wed 25/206:30
MSN
-
DEN
1 stop5h 03m
United Airlines
Sat 28/207:45
DEN
-
MSN
1 stop5h 22m
United Airlines
Deal found 27/1$400
Wed 18/216:23
MSN
-
DEN
Nonstop2h 44m
United Airlines
Sat 21/217:35
DEN
-
MSN
Nonstop2h 13m
United Airlines
Deal found 28/1$413
Tue 24/215:11
MSN
-
AKL
1 stop22h 59m
American Airlines
Tue 3/315:50
AKL
-
MSN
2 stops24h 14m
American Airlines
Deal found 28/1$1,324
Fri 15/514:40
MSN
-
AKL
2 stops47h 10m
Delta
Thu 21/513:00
AKL
-
MSN
2 stops25h 57m
Delta
Deal found 27/1$1,348
Fri 20/212:57
MSN
-
AKL
2 stops25h 13m
United Airlines
Mon 2/315:50
AKL
-
MSN
2 stops39h 03m
United Airlines
Deal found 27/1$1,636

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 29 January 2026. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

Auckland

Route

Departure

Return

Price

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Sat 14/3

16:05-17:49

Nonstop2h 44m

Denver Intl

Tue 17/3

06:00-11:38

1 stop4h 38m

$363

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Wed 11/2

08:15-10:02

Nonstop2h 47m

Denver Intl

Sat 14/2

17:35-20:48

Nonstop2h 13m

$413

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Wed 18/2

08:26-10:10

Nonstop2h 44m

Denver Intl

Sat 21/2

06:00-11:53

1 stop4h 53m

$428

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Fri 29/5

14:40-19:58

1 stop6h 18m

Denver Intl

Tue 2/6

00:55-08:46

1 stop6h 51m

$454

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Mon 16/3

18:04-23:39

1 stop6h 35m

Denver Intl

Thu 19/3

00:35-08:51

1 stop7h 16m

$461

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Wed 25/2

08:26-10:10

Nonstop2h 44m

Denver Intl

Wed 4/3

11:35-14:43

Nonstop2h 08m

$464

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Fri 13/3

16:05-17:49

Nonstop2h 44m

Denver Intl

Tue 17/3

06:00-11:38

1 stop4h 38m

$479

MadisonDenver

MSN - DEN

MSNDEN

Madison Truax Field

Mon 16/3

19:25-23:30

1 stop5h 05m

Denver Intl

Fri 20/3

17:26-20:34

Nonstop2h 08m

$484

MadisonAuckland

MSN - AKL

MSNAKL

Madison Truax Field

Tue 24/2

15:11-09:10

1 stop22h 59m

Auckland Intl

Tue 3/3

15:50-21:04

2 stops24h 14m

$1,324

MadisonAuckland

MSN - AKL

MSNAKL

Madison Truax Field

Fri 15/5

14:40-06:50

2 stops47h 10m

Auckland Intl

Thu 21/5

13:00-21:57

2 stops25h 57m

$1,348

Flights are sorted by cheapest return flights first.

Deals found on 29/1

Showing 1-10 of 32 results
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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, March is the cheapest month in which you can book a flight from Madison (average of $1,139). Flying from Madison in June will prove the most costly (average of $2,680). 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?

Some of the most frequent flights departing from Madison everyday are: Chicago (446 flights per day), Detroit (140 flights per day), and Atlanta (114 flights per day).

Chicago
Chicago
From $2,681

What is the cheapest place to fly to from Madison?

The cheapest city to fly to from Madison is Chicago, with prices starting at $2,681. Explore other affordable destinations below.

Chicago
Chicago
From $2,681

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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 29 January 2026.

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

    The most popular destinations from Madison this month are Denver, Orlando Airport, Cancún. The top year-round destinations include Denver, Las Vegas, Orlando Airport.

  • What is the cheapest flight from Madison to anywhere?

    Users have flown out of Madison for as low as $2,681 to Chicago O'Hare Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $2,681 to fly from Madison.

  • What is the cheapest month to fly from Madison?

    At the present moment the cheapest month to fly from Madison is currently March; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Madison?

    Cheapflights makes it easy to find flights from Madison by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

    Cheapflights simply makes it quick and affordable to book flights from Madison by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

    Certainly. Search results for flights from Madison shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Madison today and book when you’re ready!

See more FAQs

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?

Cheapflights makes it easy to find flights from Madison by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Cheapflights simply makes it quick and affordable to book flights from Madison by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Madison with no change fees?

Certainly. Search results for flights from Madison shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Madison today and book when you’re ready!

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