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C$ 306+ Cheap flights to Madison

— MSN
7 Oct — 14 Oct1
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

Mon 19/107:45 a.m. -
1 stop27h 05m
Sat 31/1010:33 a.m. -
1 stop29h 42m
Deal found 2/9C$ 540
Mon 19/107:45 a.m. -
1 stop27h 05m
Wed 28/1010:33 a.m. -
2 stops12h 22m
Deal found 2/9C$ 552
Sun 18/104:45 p.m. -
2 stops42h 05m
Sun 25/106:00 p.m. -
1 stop18h 40m
Deal found 3/9C$ 562
Tue 13/106:30 a.m. -
2 stops28h 23m
Sat 31/1010:33 a.m. -
1 stop29h 42m
Deal found 2/9C$ 569
Mon 19/107:45 a.m. -
1 stop27h 05m
Thu 29/106:00 p.m. -
1 stop18h 40m
Deal found 2/9C$ 592
Thu 15/107:45 a.m. -
1 stop10h 35m
Sat 17/1010:38 a.m. -
1 stop27h 17m
Deal found 4/9C$ 612
Tue 13/106:30 a.m. -
2 stops28h 23m
Thu 29/106:00 p.m. -
1 stop18h 40m
Deal found 2/9C$ 621
Mon 19/107:45 a.m. -
1 stop27h 05m
Tue 27/1010:30 a.m. -
1 stop26h 40m
Deal found 2/9C$ 627
Mon 19/107:45 a.m. -
1 stop27h 05m
Sun 1/116:00 p.m. -
1 stop18h 40m
Deal found 2/9C$ 635
Fri 16/101:15 p.m. -
1 stop10h 57m
Fri 30/105:00 a.m. -
1 stop11h 44m
Deal found 2/9C$ 652

Find flight deals to Madison

Round-trip from

C$ 562

One-way from

C$ 306
18/10-25/10
  • 18/10-25/10
  • 3 total stops
  • 60h 45m total
  • Toronto to Madison
Search Deals
12/10-31/12
  • 12/10-31/12
  • 1 total stop
  • 27h 05m total
  • Toronto to Madison
Search Deals

Cheapflights Fare Finder

 
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 Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 18/10

4:45 p.m.-9:50 a.m.

2 stops42h 05m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 343

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 12/10

9:50 a.m.-9:50 a.m.

1 stop25h 00m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 347

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 17/10

2:35 p.m.-10:35 p.m.

2 stops9h 00m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 374

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 4/10

7:45 a.m.-5:20 p.m.

1 stop10h 35m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 397
Quickest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 26/10

7:24 p.m.-11:57 p.m.

1 stop5h 33m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 403

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 26/10

2:57 p.m.-11:07 p.m.

2 stops9h 10m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 416

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 18/10

4:45 p.m.-9:50 a.m.

2 stops42h 05m

Madison Truax Field

Sun 25/10

6:00 p.m.-1:40 p.m.

1 stop18h 40m

C$ 562

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 29/9

6:30 a.m.-2:55 p.m.

1 stop9h 25m

Madison Truax Field

Sat 3/10

7:15 a.m.-5:44 p.m.

1 stop9h 29m

C$ 657

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 29/9

7:00 a.m.-11:53 a.m.

1 stop5h 53m

Madison Truax Field

Sat 10/10

12:39 p.m.-10:23 p.m.

2 stops8h 44m

C$ 665

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 13/10

11:00 a.m.-3:04 p.m.

1 stop5h 04m

Madison Truax Field

Tue 27/10

6:25 a.m.-2:03 p.m.

1 stop6h 38m

C$ 667

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 16 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

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 3 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$ 617

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

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

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).

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 3 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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