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$2,285+ Cheap flights from Madison (MSN) to Hamilton, ON (YHM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YHM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Madison to Hamilton

Cheapest flights from Madison to Hamilton
Explore the most affordable flight options available from Madison to Hamilton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This WestJet deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:59 am
MSN
-
YHM
2 stops29h 17m
WestJet
Wed 3/46:10 pm
YHM
-
MSN
2 stops20h 59m
WestJet
Deal found 1/28$2,285

Find flight deals from Madison to Hamilton

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Hamilton (YHM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$2,285
(WestJet)

Popular in

August

Cheapest in

April

Average price

$403
Provider with most accurate pricing for Madison Truax Field-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Toronto (YTO) flights.
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From Madison Truax Field to Hamilton
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Highest demand for flights based on searches. 32% potential increase in price ($292 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($61 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Hamilton that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Madison to Hamilton that are best for you.

Fly from

Madison

Fly to

Hamilton

Route

Depart

Return

Price

MadisonHamilton

MSN - YHM

MSNYHM

Madison Truax Field

Wed 2/25

10:59 am-5:16 pm

2 stops29h 17m

Hamilton

Wed 3/4

6:10 pm-2:09 pm

2 stops20h 59m

$2,285

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Best time to book a flight from Madison to Hamilton

Have a flexible travel schedule? Discover the best time to fly to Hamilton from 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 from Madison to Hamilton

What is the cheapest month to book a flight from Madison to Hamilton, Ontario?

Currently, May is the cheapest month in which you can book a flight from Madison to Hamilton, Ontario (average of $143). Flying from Madison to Hamilton, Ontario in August is currently the most expensive (average of $545). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Madison to Hamilton. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Madison to Hamilton, Ontario?

    For as low as $2,285, WestJet can have you in Hamilton, Ontario from Madison in 29h 17m. The distance from Madison to Hamilton, Ontario is about 473 mi.

  • Can I find deals for flights from Madison to Hamilton that include hotel bookings?

    Yes. In addition to deals on Madison to Hamilton flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Hamilton?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Hamilton.

  • Can I find deals for business class flights from Madison to Hamilton?

    Yes. Cheapflights offers flight deals from Madison to Hamilton by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Hamilton, Ontario?

    Currently, May is the cheapest month in which you can book a flight from Madison to Hamilton, Ontario (average of $143). Flying from Madison to Hamilton, Ontario in August is currently the most expensive (average of $545). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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