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C$ 348+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
12 Jul — 19 Jul1
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 12 June 2026.

Sat 4/77:20 a.m.
YYZ
-
MSN
1 stop7h 48m
American Airlines
Sat 11/78:41 a.m.
MSN
-
YYZ
1 stop7h 58m
American Airlines
Deal found 10/6C$ 638
Tue 14/77:17 a.m.
YYZ
-
MSN
1 stop8h 08m
American Airlines
Thu 30/79:18 a.m.
MSN
-
YYZ
1 stop13h 03m
American Airlines
Deal found 10/6C$ 641
Thu 23/71:17 p.m.
YYZ
-
MSN
1 stop11h 53m
American Airlines
Wed 29/72:55 p.m.
MSN
-
YYZ
1 stop7h 34m
American Airlines
Deal found 10/6C$ 643
Fri 11/96:30 a.m.
YYZ
-
MSN
1 stop9h 25m
American Airlines
Fri 18/98:05 p.m.
MSN
-
YYZ
1 stop13h 54m
American Airlines
Deal found 7/6C$ 666
Thu 30/77:00 a.m.
YYZ
-
MSN
1 stop3h 47m
United Airlines
Wed 5/88:10 a.m.
MSN
-
YYZ
1 stop4h 32m
United Airlines
Deal found 10/6C$ 668
Wed 22/77:00 a.m.
YYZ
-
MSN
1 stop5h 49m
United Airlines
Fri 24/75:00 a.m.
MSN
-
YYZ
1 stop5h 49m
United Airlines
Deal found 10/6C$ 680
Wed 21/101:10 p.m.
YYZ
-
MSN
1 stop9h 23m
American Airlines
Wed 11/118:12 p.m.
MSN
-
YYZ
1 stop13h 40m
American Airlines
Deal found 10/6C$ 696
Sat 4/76:05 a.m.
YYZ
-
MSN
1 stop4h 18m
Delta
Sat 11/77:00 a.m.
MSN
-
YYZ
1 stop3h 19m
Delta
Deal found 8/6C$ 705
Mon 3/89:00 p.m.
YYZ
-
MSN
1 stop13h 47m
United Airlines
Wed 5/85:00 a.m.
MSN
-
YYZ
2 stops8h 19m
United Airlines
Deal found 8/6C$ 707
Sat 4/79:35 a.m.
YYZ
-
MSN
2 stops10h 22m
United Airlines
Sat 11/78:10 a.m.
MSN
-
YYZ
2 stops9h 52m
United Airlines
Deal found 10/6C$ 708
Thu 17/99:50 a.m.
YYZ
-
MSN
1 stop8h 30m
Multiple Airlines
Tue 22/94:40 p.m.
MSN
-
YYZ
1 stop20h 50m
Multiple Airlines
Deal found 10/6C$ 714
Wed 24/69:45 a.m.
YYZ
-
MSN
1 stop3h 58m
Delta
Thu 2/76:00 a.m.
MSN
-
YYZ
1 stop4h 35m
Delta
Deal found 7/6C$ 726

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 12 June 2026.

Round-trip from

C$ 638

One-way from

C$ 348
American Airlines
  • American Airlines
  • 4/7-11/7
  • 2 total stops
  • 15h 46m total
  • Toronto to Madison
Search Deals
11/9
  • 11/9
  • 2 total stops
  • 21h 23m total
  • Toronto to Madison
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 June 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

Sat 4/7

7:20 a.m.-2:08 p.m.

1 stop7h 48m

Madison Truax Field

Sat 11/7

8:41 a.m.-5:39 p.m.

1 stop7h 58m

C$ 638

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 4/7

2:35 p.m.-10:32 p.m.

2 stops8h 57m

Madison Truax Field

Sat 11/7

3:46 p.m.-8:44 p.m.

1 stop3h 58m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 10/7

5:15 p.m.-11:12 p.m.

1 stop6h 57m

Madison Truax Field

Mon 13/7

5:00 a.m.-9:54 a.m.

1 stop3h 54m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 30/7

7:00 a.m.-9:47 a.m.

1 stop3h 47m

Madison Truax Field

Wed 5/8

8:10 a.m.-1:42 p.m.

1 stop4h 32m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 26/8

5:27 p.m.-8:53 p.m.

1 stop4h 26m

Madison Truax Field

Sun 30/8

6:30 a.m.-1:42 p.m.

1 stop6h 12m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 22/7

7:00 a.m.-11:49 a.m.

1 stop5h 49m

Madison Truax Field

Fri 24/7

5:00 a.m.-11:49 a.m.

1 stop5h 49m

C$ 680
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 23/7

7:00 a.m.-9:47 a.m.

1 stop3h 47m

Madison Truax Field

Thu 30/7

5:00 a.m.-9:54 a.m.

1 stop3h 54m

C$ 708

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 22/7

6:14 p.m.-8:59 p.m.

1 stop3h 45m

Madison Truax Field

Fri 24/7

9:32 a.m.-3:20 p.m.

1 stop4h 48m

C$ 726

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/6

9:45 a.m.-12:43 p.m.

1 stop3h 58m

Madison Truax Field

Thu 2/7

6:00 a.m.-11:35 a.m.

1 stop4h 35m

C$ 726
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 11/9

1:30 p.m.-9:53 a.m.

2 stops21h 23m

C$ 348

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 16 resultsSorted by cheapest first
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 3 hours 22 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$ 503

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 June 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
9,813 reviews
Check prices

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,813 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 (3 hours 22 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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