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C$ 324+ 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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 585

One-way from

C$ 324

Popular in

July

Cheapest in

January

Average price

C$ 776
1/10-4/10
  • 1/10-4/10
  • 3 total stops
  • 44h 29m total
  • Toronto to Madison
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22/10
  • 22/10
  • 2 total stops
  • 24h 58m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (C$ 333 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease (C$ 80 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals to Madison

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 11 September 2025.

Wed 1/109:50 a.m.YYZ - MSN
1 stop8h 38mMultiple Airlines
Sat 4/106:08 p.m.MSN - YYZ
2 stops35h 51mMultiple Airlines
Deal found 11/9C$ 585
Sun 2/112:20 p.m.YYZ - MSN
2 stops29h 55mMultiple Airlines
Sat 8/119:48 a.m.MSN - YYZ
1 stop10h 09mMultiple Airlines
Deal found 11/9C$ 621
Mon 3/116:20 p.m.YYZ - MSN
1 stop15h 57mAmerican Airlines
Sat 8/119:48 a.m.MSN - YYZ
1 stop10h 41mAmerican Airlines
Deal found 10/9C$ 665
Sun 2/1111:32 a.m.YYZ - MSN
1 stop13h 26mAmerican Airlines
Sat 8/119:48 a.m.MSN - YYZ
1 stop10h 41mAmerican Airlines
Deal found 11/9C$ 696
Sun 26/107:24 p.m.YYZ - MSN
1 stop4h 05mDelta
Wed 5/115:44 p.m.MSN - YYZ
2 stops20h 01mDelta
Deal found 10/9C$ 707
Tue 4/112:30 p.m.YYZ - MSN
1 stop5h 36mDelta
Sat 8/111:25 p.m.MSN - YYZ
1 stop7h 30mDelta
Deal found 10/9C$ 739
Thu 2/106:30 a.m.YYZ - MSN
1 stop7h 17mAmerican Airlines
Sun 12/106:00 a.m.MSN - YYZ
1 stop7h 30mAmerican Airlines
Deal found 10/9C$ 754
Mon 3/1112:45 p.m.YYZ - MSN
2 stops7h 36mUnited Airlines
Sat 8/116:20 a.m.MSN - YYZ
2 stops6h 54mUnited Airlines
Deal found 10/9C$ 759
Fri 3/106:03 a.m.YYZ - MSN
2 stops12h 02mDelta
Mon 13/105:58 p.m.MSN - YYZ
1 stop4h 20mDelta
Deal found 10/9C$ 775

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 11 September 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

Sun 2/11

2:20 p.m.-7:15 p.m.

2 stops29h 55m

Madison Truax Field

Sat 8/11

9:48 a.m.-8:57 p.m.

1 stop10h 09m

C$ 621

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 26/10

7:24 p.m.-10:29 p.m.

1 stop4h 05m

Madison Truax Field

Wed 5/11

5:44 p.m.-2:45 p.m.

2 stops20h 01m

C$ 707

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/3

10:10 a.m.-1:01 p.m.

1 stop3h 51m

Madison Truax Field

Thu 5/3

10:55 a.m.-4:00 p.m.

1 stop4h 05m

C$ 734

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 5/11

9:00 a.m.-2:03 p.m.

1 stop6h 03m

Madison Truax Field

Sat 8/11

10:35 a.m.-4:02 p.m.

1 stop4h 27m

C$ 739

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 4/11

2:30 p.m.-7:06 p.m.

1 stop5h 36m

Madison Truax Field

Sat 8/11

1:25 p.m.-9:55 p.m.

1 stop7h 30m

C$ 739

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 3/10

1:15 p.m.-10:00 p.m.

1 stop9h 45m

Madison Truax Field

Sun 12/10

6:00 a.m.-2:30 p.m.

1 stop7h 30m

C$ 754

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 31/10

5:30 p.m.-8:35 p.m.

1 stop4h 05m

Madison Truax Field

Sat 8/11

6:50 p.m.-11:59 p.m.

1 stop4h 09m

C$ 759

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/10

9:00 a.m.-11:45 a.m.

1 stop3h 45m

Madison Truax Field

Sat 1/11

6:50 p.m.-11:59 p.m.

1 stop4h 09m

C$ 759

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 3/11

3:30 p.m.-7:21 p.m.

1 stop4h 51m

Madison Truax Field

Sat 8/11

12:19 p.m.-11:20 p.m.

2 stops10h 01m

C$ 759

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 22/10

1:30 p.m.-1:28 p.m.

2 stops24h 58m

C$ 324

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 16 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 4 hours 5 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 airlines flying from Toronto to Madison are United Airlines and American Airlines.

United Airlines
United Airlines
From C$ 248
American Airlines
American Airlines
From C$ 250

What are the cheapest airlines that fly to Madison?

The cheapest airlines flying from Toronto to Madison are American Airlines and 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 11 September 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
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

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, American 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, Toronto offers the quickest one-way flight (4 hours 5 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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