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C$ 330+ 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 26/10. Fares are subject to change and may not be available on all flights or dates of travel.
— MSN
22 Aug — 29 Aug1
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 23 July 2026.

Sat 5/123:00 p.m.
YYZ
-
MSN
1 stop5h 02m
United Airlines
Wed 9/128:20 a.m.
MSN
-
YYZ
1 stop4h 13m
United Airlines
Deal found 20/7C$ 620
Wed 19/810:15 a.m.
YYZ
-
MSN
1 stop9h 48m
United Airlines
Wed 26/82:44 p.m.
MSN
-
YYZ
1 stop5h 00m
United Airlines
Deal found 22/7C$ 629
Fri 2/1010:45 a.m.
YYZ
-
MSN
1 stop11h 22m
Air Canada
Mon 5/102:49 p.m.
MSN
-
YYZ
1 stop4h 55m
Air Canada
Deal found 18/7C$ 633
Thu 20/86:10 a.m.
YYZ
-
MSN
1 stop7h 37m
WestJet
Sun 23/86:05 a.m.
MSN
-
YYZ
1 stop16h 05m
WestJet
Deal found 20/7C$ 641
Fri 21/82:24 p.m.
YYZ
-
MSN
1 stop7h 55m
WestJet
Fri 28/87:03 a.m.
MSN
-
YYZ
1 stop9h 21m
WestJet
Deal found 22/7C$ 647
Thu 20/87:30 a.m.
YYZ
-
MSN
2 stops8h 29m
United Airlines
Sun 23/85:00 a.m.
MSN
-
YYZ
1 stop15h 32m
United Airlines
Deal found 20/7C$ 662
Fri 21/87:20 a.m.
YYZ
-
MSN
1 stop7h 45m
American Airlines
Fri 21/85:47 p.m.
MSN
-
YYZ
1 stop4h 59m
American Airlines
Deal found 19/7C$ 665
Fri 21/812:45 p.m.
YYZ
-
MSN
2 stops9h 11m
United Airlines
Fri 28/82:44 p.m.
MSN
-
YYZ
1 stop5h 00m
United Airlines
Deal found 22/7C$ 671
Mon 17/811:39 a.m.
YYZ
-
MSN
1 stop13h 31m
American Airlines
Mon 24/87:47 a.m.
MSN
-
YYZ
1 stop5h 46m
American Airlines
Deal found 20/7C$ 674
Fri 21/84:10 p.m.
YYZ
-
MSN
1 stop6h 09m
WestJet
Sun 23/86:05 a.m.
MSN
-
YYZ
1 stop4h 30m
WestJet
Deal found 21/7C$ 685
Tue 28/711:00 a.m.
YYZ
-
MSN
1 stop7h 10m
Air Canada
Tue 4/812:30 p.m.
MSN
-
YYZ
1 stop6h 07m
Air Canada
Deal found 20/7C$ 688

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 23 July 2026.

Round-trip from

C$ 620

One-way from

C$ 330

Popular in

August

Cheapest in

November

Average price

C$ 1,368
United Airlines
  • United Airlines
  • 5/12-9/12
  • 2 total stops
  • 9h 15m total
  • Toronto to Madison
Search Deals
26/10
  • 26/10
  • 1 total stop
  • 28h 20m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 248 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 84 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 23 July 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 5/12

3:00 p.m.-10:53 p.m.

1 stop8h 53m

Madison Truax Field

Wed 9/12

6:30 a.m.-9:34 p.m.

1 stop14h 04m

C$ 620

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 19/8

12:45 p.m.-7:03 p.m.

2 stops7h 18m

Madison Truax Field

Wed 26/8

6:30 a.m.-2:19 p.m.

2 stops6h 49m

C$ 629

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 21/8

2:24 p.m.-9:19 p.m.

1 stop7h 55m

Madison Truax Field

Fri 28/8

7:03 a.m.-5:24 p.m.

1 stop9h 21m

C$ 647

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 20/8

7:30 a.m.-2:59 p.m.

2 stops8h 29m

Madison Truax Field

Sun 23/8

5:00 a.m.-9:32 p.m.

1 stop15h 32m

C$ 662
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 18/12

3:35 p.m.-8:55 p.m.

1 stop6h 20m

Madison Truax Field

Sun 3/1

3:44 p.m.-9:15 p.m.

1 stop4h 31m

C$ 662

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 21/8

12:45 p.m.-8:56 p.m.

2 stops9h 11m

Madison Truax Field

Fri 28/8

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

1 stop5h 00m

C$ 671
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 26/10

6:30 a.m.-9:50 a.m.

1 stop28h 20m

C$ 330

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 16/9

7:00 a.m.-2:59 p.m.

1 stop8h 59m

C$ 351

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 26/10

6:10 p.m.-8:51 a.m.

1 stop15h 41m

C$ 355
Quickest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 9/9

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 355

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/7

Showing 1-10 of 14 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 5 hours 2 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$ 488

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 23 July 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
10,024 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

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
10,024 reviews
United Airlines
7.4
Good
10,024 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

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, Ottawa offers the quickest one-way flight (4 hours 39 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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Can Cheapflights find flights to Madison with no change fees?

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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Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

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