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C$ 328+ 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 23/3. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
9 Apr — 16 Apr1
1 adult
1 adult, Economy, 0 bags

Flights to Madison in 2026

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 10 March 2026.

Thu 23/41:15 p.m.
YYZ
-
MSN
1 stop11h 23m
American Airlines
Thu 30/48:24 p.m.
MSN
-
YYZ
1 stop15h 11m
American Airlines
Deal found 9/3C$ 577
Mon 20/46:15 a.m.
YYZ
-
MSN
1 stop11h 51m
American Airlines
Mon 27/48:24 p.m.
MSN
-
YYZ
1 stop15h 11m
American Airlines
Deal found 5/3C$ 583
Wed 8/411:33 a.m.
YYZ
-
MSN
1 stop9h 21m
American Airlines
Mon 27/45:30 a.m.
MSN
-
YYZ
1 stop11h 13m
American Airlines
Deal found 7/3C$ 585
Tue 7/411:33 a.m.
YYZ
-
MSN
1 stop11h 37m
American Airlines
Tue 14/45:30 a.m.
MSN
-
YYZ
1 stop8h 03m
American Airlines
Deal found 8/3C$ 588
Sun 19/41:00 p.m.
YYZ
-
MSN
1 stop6h 58m
United Airlines
Sun 26/46:00 a.m.
MSN
-
YYZ
1 stop4h 49m
United Airlines
Deal found 5/3C$ 609
Mon 20/41:00 p.m.
YYZ
-
MSN
1 stop11h 49m
United Airlines
Mon 27/42:44 p.m.
MSN
-
YYZ
1 stop5h 00m
United Airlines
Deal found 5/3C$ 611
Tue 9/611:40 a.m.
YYZ
-
MSN
1 stop12h 22m
American Airlines
Tue 23/66:44 p.m.
MSN
-
YYZ
1 stop15h 15m
American Airlines
Deal found 8/3C$ 616
Thu 2/41:00 p.m.
YYZ
-
MSN
1 stop9h 21m
United Airlines
Tue 7/43:53 p.m.
MSN
-
YYZ
2 stops7h 01m
United Airlines
Deal found 5/3C$ 634
Thu 7/51:34 p.m.
YYZ
-
MSN
1 stop9h 57m
Delta
Wed 13/56:30 a.m.
MSN
-
YYZ
1 stop4h 06m
Delta
Deal found 7/3C$ 657
Thu 2/46:30 a.m.
YYZ
-
MSN
1 stop4h 35m
Delta
Tue 7/43:08 p.m.
MSN
-
YYZ
1 stop7h 01m
Delta
Deal found 6/3C$ 658
Tue 31/35:10 p.m.
YYZ
-
MSN
1 stop6h 48m
Delta
Sat 4/47:00 a.m.
MSN
-
YYZ
1 stop3h 23m
Delta
Deal found 7/3C$ 661

Find flight deals to Madison

Find the latest flights to Madison in 2026, 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 10 March 2026.

Round-trip from

C$ 541

One-way from

C$ 328

Popular in

August

Cheapest in

March

Average price

C$ 381
American Airlines
  • American Airlines
  • 24/4-30/4
  • 2 total stops
  • 22h 50m total
  • Toronto to Madison
Search Deals
23/3
  • 23/3
  • 1 total stop
  • 22h 01m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 29% potential increase in price (C$ 377 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease (C$ 87 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 10 March 2026.
Use the filters below to find and compare flights to Madison that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 7/4

11:33 a.m.-10:10 p.m.

1 stop11h 37m

Madison Truax Field

Tue 14/4

5:30 a.m.-2:33 p.m.

1 stop8h 03m

C$ 588

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 19/4

1:00 p.m.-6:58 p.m.

1 stop6h 58m

Madison Truax Field

Sun 26/4

6:00 a.m.-11:49 a.m.

1 stop4h 49m

C$ 609

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 20/4

1:00 p.m.-6:58 p.m.

1 stop6h 58m

Madison Truax Field

Mon 27/4

6:30 a.m.-7:02 p.m.

2 stops11h 32m

C$ 611

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 31/3

2:45 p.m.-6:53 p.m.

1 stop5h 08m

Madison Truax Field

Sat 4/4

6:30 a.m.-4:56 p.m.

1 stop9h 26m

C$ 611

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 31/3

6:30 a.m.-2:04 p.m.

1 stop8h 34m

Madison Truax Field

Sat 4/4

7:00 a.m.-3:08 p.m.

1 stop7h 08m

C$ 657

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 8/4

12:45 p.m.-9:21 p.m.

2 stops9h 36m

Madison Truax Field

Mon 27/4

2:44 p.m.-8:44 p.m.

1 stop5h 00m

C$ 657

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

6:30 a.m.-10:05 a.m.

1 stop4h 35m

Madison Truax Field

Tue 7/4

3:08 p.m.-11:09 p.m.

1 stop7h 01m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/4

7:45 a.m.-4:29 p.m.

1 stop9h 44m

Madison Truax Field

Mon 13/4

6:22 p.m.-10:56 p.m.

1 stop3h 34m

C$ 661

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 7/4

7:00 a.m.-11:38 a.m.

1 stop5h 38m

Madison Truax Field

Tue 14/4

10:50 a.m.-7:02 p.m.

2 stops7h 12m

C$ 661
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/4

8:50 a.m.-1:51 p.m.

1 stop6h 01m

Madison Truax Field

Mon 13/4

6:30 a.m.-11:49 a.m.

1 stop4h 19m

C$ 670

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 22 resultsSorted by cheapest first
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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 52 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$ 200

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 10 March 2026.
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
9,409 reviews
Check prices

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,409 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 (4 hours 52 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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