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C$ 323+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Madison in 2025

Enter your travel dates to find the best prices.

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 12 December 2025.

Tue 16/127:15 a.m.YYZ - MSN
2 stops26h 53mMultiple Airlines
Wed 17/126:08 p.m.MSN - YYZ
1 stop19h 12mMultiple Airlines
Deal found 10/12C$ 920
Mon 22/121:14 p.m.YYZ - MSN
1 stop5h 27mAmerican Airlines
Sat 27/128:10 p.m.MSN - YYZ
1 stop13h 46mAmerican Airlines
Deal found 11/12C$ 943
Fri 12/123:38 p.m.YYZ - MSN
2 stops22h 26mDelta
Fri 19/121:22 p.m.MSN - YYZ
1 stop9h 05mDelta
Deal found 11/12C$ 1,009
Tue 16/127:40 p.m.YYZ - MSN
2 stops17h 04mUnited Airlines
Wed 17/122:48 p.m.MSN - YYZ
2 stops7h 58mUnited Airlines
Deal found 10/12C$ 1,049
Mon 22/1210:00 a.m.YYZ - MSN
2 stops7h 45mAir Canada
Sat 27/125:26 p.m.MSN - YYZ
1 stop5h 33mAir Canada
Deal found 11/12C$ 1,089
Fri 12/126:30 a.m.YYZ - MSN
1 stop7h 12mWestJet
Fri 19/126:00 a.m.MSN - YYZ
1 stop16h 27mWestJet
Deal found 11/12C$ 1,120

Find flight deals to Madison

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 12 December 2025.

Round-trip from

C$ 532

One-way from

C$ 323

Popular in

July

Cheapest in

December

Average price

C$ 212
American Airlines
  • American Airlines
  • 25/1-1/2
  • 2 total stops
  • 26h 41m total
  • Toronto to Madison
Search Deals
6/1
  • 6/1
  • 2 total stops
  • 24h 33m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 35% potential increase in price (C$ 406 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 62 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 12 December 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 25/1

7:04 p.m.-10:55 a.m.

1 stop16h 51m

Madison Truax Field

Sun 1/2

7:30 a.m.-6:20 p.m.

1 stop9h 50m

C$ 532

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 9/1

7:04 p.m.-10:55 a.m.

1 stop16h 51m

Madison Truax Field

Fri 16/1

7:20 a.m.-9:23 p.m.

1 stop13h 03m

C$ 599

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:00 a.m.-12:46 p.m.

1 stop7h 46m

Madison Truax Field

Thu 15/1

7:20 a.m.-4:03 p.m.

1 stop7h 43m

C$ 599

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 24/1

12:05 p.m.-9:05 p.m.

1 stop10h 00m

Madison Truax Field

Sat 31/1

5:26 p.m.-9:58 a.m.

1 stop15h 32m

C$ 654

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 9/1

7:40 p.m.-10:10 a.m.

2 stops15h 30m

Madison Truax Field

Fri 16/1

2:56 p.m.-11:20 p.m.

1 stop7h 24m

C$ 684

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:55 p.m.-10:10 a.m.

2 stops16h 15m

Madison Truax Field

Thu 15/1

2:56 p.m.-11:20 p.m.

1 stop7h 24m

C$ 685

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

9:00 p.m.-7:07 p.m.

1 stop23h 07m

Madison Truax Field

Mon 12/1

2:56 p.m.-11:19 p.m.

1 stop7h 23m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 25/1

9:30 a.m.-4:50 p.m.

2 stops8h 20m

Madison Truax Field

Sun 1/2

2:56 p.m.-11:59 p.m.

1 stop8h 03m

C$ 761

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 6/1

9:35 a.m.-9:08 a.m.

2 stops24h 33m

C$ 323

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 25/1

7:10 a.m.-5:40 p.m.

1 stop11h 30m

C$ 415

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 13 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 5 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 airline flying from Toronto to Madison is United Airlines.

United Airlines
United Airlines
From C$ 212

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 12 December 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
9,095 reviews
Check prices

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).
United Airlines
7.4
Good
9,095 reviews
United Airlines
7.4
Good
9,095 reviews
Check prices

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

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, Toronto offers the quickest one-way flight (5 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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