In terms of precipitation, rainfall in New Haven ranges from 3.1 - 4.5 inches per month. May is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New Haven when rainfall is around 3.1 in.

If weather is an important factor for your trip to New Haven, 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 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

How far in advance should I book a flight from Madison to New Haven?

Users have found that booking a flight from Madison to New Haven at least 58 days early can save you up to 69% on average compared to booking a flight this week. If booking 58 days before your flight isn’t an option for you, users have found flights from Madison to New Haven for as little as $304 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $479 for flights departing within the next 3 days.

What is the cheapest month to fly from Madison to New Haven?

The best pricing can be found in the month of November. Prices to New Haven from Madison average $410. You can even find prices in November for less than $410, as users have found deals to New Haven from as low as $226. The month of March appears to be one of the more expensive times to travel to New Haven from Madison. Flying in the targeted month can save you up to 38%.

What is the cheapest time of day to fly from MSN to HVN?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to New Haven as you normally would.

Can I find deals for flights from Madison to New Haven that include hotel bookings?

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

How can I find direct flights from Madison to New Haven?

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

Can I find deals for business class flights from Madison to New Haven?

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

$676+ Flights from Madison to New Haven

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Cheap flight deals from Madison to New Haven

Round-trip from	$676 (KAYAK)
Popular in	March
Cheapest in	November
Average price	$387

From Madison Truax Field to Tweed-New Haven

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Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Cheapest flights from Madison to New Haven
Explore the most affordable flight options available from Madison to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Sat 9/136:08 pmMSN - HVN

1 stop24h 00mBreeze Airways

Mon 9/157:07 pmHVN - MSN

2 stops39h 01mBreeze Airways

Deal found 6/30

$676

Best flights from Madison to New Haven
Discover carefully curated flight deals from Madison to New Haven that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2025.

Sat 9/136:08 pmMSN - HVN

1 stop24h 00mBreeze Airways

Mon 9/157:07 pmHVN - MSN

2 stops39h 01mBreeze Airways

Deal found 6/30

$676

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to New Haven that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonNew Haven

MSN - HVN

MSNHVN

Madison Truax Field

Sat 9/13

6:08 pm-7:08 pm

1 stop24h 00m

Tweed-New Haven

Mon 9/15

7:07 pm-9:08 am

2 stops39h 01m

$676

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Best time to book a flight from Madison to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven 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 New Haven

What is the cheapest month to book a flight from Madison to New Haven?

Currently, February is the cheapest month in which you can book a flight from Madison to New Haven (average of $91). Flying from Madison to New Haven in December is currently the most expensive (average of $185). 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.

Reviews of airlines servicing New Haven

Read through reviews of airlines operating flights from Madison to New Haven, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Breeze Airways

8.1

Very good

182 reviews

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Can I find deals for flights from Madison to New Haven that include hotel bookings?
Yes. In addition to deals on Madison to New Haven flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Madison to New Haven?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to New Haven.
Can I find deals for business class flights from Madison to New Haven?
Yes. Cheapflights offers flight deals from Madison to New Haven 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 New Haven?
Currently, February is the cheapest month in which you can book a flight from Madison to New Haven (average of $91). Flying from Madison to New Haven in December is currently the most expensive (average of $185). 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.

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$676+ Cheap flights from Madison to New Haven (MSN - HVN)

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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to New Haven with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Madison to New Haven

Round-trip from

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Find flight deals from Madison to New Haven

Cheapest flights from Madison to New HavenExplore the most affordable flight options available from Madison to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Explore the most affordable flight options available from Madison to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to New Haven that are best for you.

Best time to book a flight from Madison to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven from Madison with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Madison to New Haven

What is the cheapest month to book a flight from Madison to New Haven?

Reviews of airlines servicing New Haven

Read through reviews of airlines operating flights from Madison to New Haven, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

Can I find deals for flights from Madison to New Haven that include hotel bookings?

How can I find direct flights from Madison to New Haven?

Can I find deals for business class flights from Madison to New Haven?

What is the cheapest month to book a flight from Madison to New Haven?

Traveling to a place near Madison?

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Cheapest flights from Madison to New Haven
Explore the most affordable flight options available from Madison to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.