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C$ 424+ Cheap flights to 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
27 Nov — 4 Dec1
1 adult
1 adult, Economy, 0 bags

Flights to Madison in 2025

Find the latest flights to Madison in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 28 October 2025.

Round-trip from

C$ 471

One-way from

C$ 424

Popular in

July

Cheapest in

January

Average price

C$ 799
American Airlines
  • American Airlines
  • 20/11-28/11
  • 2 total stops
  • 15h 44m total
  • Toronto to Madison
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United Airlines
  • United Airlines
  • 11/12
  • 1 total stop
  • 5h 54m total
  • Toronto to Madison
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Highest demand for flights based on searches. 31% potential increase in price (C$ 359 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease (C$ 53 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals to Madison

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Cheapest flights to Madison
Explore the most affordable flight options available to Madison. Find the lowest fares based on data from user searches, with prices last updated on 28 October 2025.

Thu 20/116:00 a.m.YYZ - MSN
1 stop7h 40mAmerican Airlines
Fri 28/117:00 a.m.MSN - YYZ
1 stop8h 04mAmerican Airlines
Deal found 28/10C$ 471
Sun 9/116:20 p.m.YYZ - MSN
1 stop15h 58mAmerican Airlines
Sun 16/117:00 a.m.MSN - YYZ
1 stop8h 04mAmerican Airlines
Deal found 26/10C$ 519
Thu 20/117:35 a.m.YYZ - MSN
1 stop28h 36mMultiple Airlines
Fri 28/112:40 p.m.MSN - YYZ
2 stops16h 58mMultiple Airlines
Deal found 28/10C$ 664
Fri 28/119:00 a.m.YYZ - MSN
1 stop9h 50mUnited Airlines
Sun 30/119:30 p.m.MSN - YYZ
1 stop24h 24mUnited Airlines
Deal found 27/10C$ 683
Mon 8/126:43 p.m.YYZ - MSN
2 stops23h 21mDelta
Sun 14/126:59 a.m.MSN - YYZ
1 stop3h 26mDelta
Deal found 26/10C$ 713
Sun 9/1110:20 a.m.YYZ - MSN
1 stop25h 51mMultiple Airlines
Sun 16/118:00 p.m.MSN - YYZ
2 stops24h 07mMultiple Airlines
Deal found 26/10C$ 734
Sun 7/126:40 p.m.YYZ - MSN
1 stop5h 28mUnited Airlines
Fri 12/123:59 p.m.MSN - YYZ
1 stop16h 59mUnited Airlines
Deal found 26/10C$ 762
Sun 16/116:50 a.m.YYZ - MSN
1 stop9h 04mUnited Airlines
Mon 17/118:25 a.m.MSN - YYZ
2 stops9h 52mUnited Airlines
Deal found 27/10C$ 811
Mon 1/122:15 p.m.YYZ - MSN
2 stops7h 20mUnited Airlines
Thu 4/128:15 a.m.MSN - YYZ
2 stops8h 34mUnited Airlines
Deal found 26/10C$ 1,099
Thu 20/116:05 a.m.YYZ - MSN
2 stops7h 38mDelta
Fri 28/116:00 a.m.MSN - YYZ
2 stops10h 15mDelta
Deal found 28/10C$ 2,091

Cheapflights Fare Finder

 
Locate flights to Madison that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 28 October 2025.
Use the filters below to find and compare flights to Madison that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 20/11

6:00 a.m.-12:40 p.m.

1 stop7h 40m

Madison Truax Field

Fri 28/11

7:00 a.m.-4:04 p.m.

1 stop8h 04m

C$ 471

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 9/11

6:20 p.m.-9:18 a.m.

1 stop15h 58m

Madison Truax Field

Sun 16/11

7:00 a.m.-4:04 p.m.

1 stop8h 04m

C$ 519

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 20/11

7:35 a.m.-11:11 a.m.

1 stop28h 36m

Madison Truax Field

Fri 28/11

2:40 p.m.-8:38 a.m.

2 stops16h 58m

C$ 664

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 10/12

2:15 p.m.-8:47 p.m.

1 stop7h 32m

Madison Truax Field

Wed 17/12

12:19 p.m.-9:21 p.m.

1 stop8h 02m

C$ 683

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 28/11

7:20 a.m.-8:35 p.m.

2 stops14h 15m

Madison Truax Field

Sun 30/11

5:38 p.m.-10:40 a.m.

1 stop16h 02m

C$ 683

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 8/12

6:43 p.m.-5:04 p.m.

2 stops23h 21m

Madison Truax Field

Sun 14/12

6:59 a.m.-11:25 a.m.

1 stop3h 26m

C$ 713

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 9/11

10:20 a.m.-11:11 a.m.

1 stop25h 51m

Madison Truax Field

Sun 16/11

8:00 p.m.-9:07 p.m.

2 stops24h 07m

C$ 734

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 7/12

6:40 p.m.-11:08 p.m.

1 stop5h 28m

Madison Truax Field

Fri 12/12

3:59 p.m.-9:58 a.m.

1 stop16h 59m

C$ 762

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 8/12

3:30 p.m.-8:47 p.m.

1 stop6h 17m

Madison Truax Field

Sun 14/12

8:15 a.m.-9:21 p.m.

1 stop12h 06m

C$ 762

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 1/12

6:10 p.m.-10:32 p.m.

1 stop5h 22m

Madison Truax Field

Thu 4/12

5:32 p.m.-11:27 p.m.

1 stop4h 55m

C$ 769

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 12 results
1
2

Best time to book a flight to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison with our price prediction graph.
Estimated round-trip 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.

Cheapflights Insights

Everything you need to know about your flight to Madison

How long is the flight to Madison?

On average, a flight from Toronto to Madison takes 6 hours 37 minutes. Flights to Madison from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Madison?

The most popular airline flying from Toronto to Madison is United Airlines.

United Airlines
United Airlines
From C$ 347

What are the cheapest airlines that fly to Madison?

The cheapest airline flying from Toronto to Madison is United Airlines.

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 31.0 - 114.0 mm per month. June is typically the wettest month, when rainfall can reach 114.0 mm. January is typically the driest time to visit Madison when rainfall is around 31.0 mm.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 22.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -7.0 C).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated 28 October 2025.
Read through reviews of airlines serving the United States, such as United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,001 reviews
Check prices

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,001 reviews
United Airlines
7.4
Good
9,001 reviews
Check prices

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

FAQs about flying to Madison

  • What airport do you fly into for flights to Madison?

    If you book a flight to Madison, you will be flying into Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 8.7 km from the centre of Madison.

  • Can I find cheaper flights to Madison if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Madison on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Madison?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Madison.

  • Where does the fastest flight to Madison depart from?

    For those looking to save time traveling to Madison, Calgary offers the quickest one-way flight (5 hours 7 minutes).

  • Does Madison Truax Field have rental cars?

    Yes. Those touching down at Madison Truax Field can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Madison Truax Field?

    Yes. Madison Truax Field has hotels nearby for those requiring accommodations. Madison Plaza Hotel is the closest property to Madison Truax Field (1.6 km away from Madison Truax Field).

See more FAQs

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

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