In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

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 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 61 days in advance, which can save you up to 36% on flights from New Haven to Madison compared to booking the week you need them. Waiting 61 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $379. For sooner than that we have options available in the next 3 days from $631.

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

The best pricing can be found in the month of February. Prices to Madison from New Haven average $450. You can even find prices in February for less than $450, as users have found deals to Madison from as low as $228. The month of July appears to be one of the more expensive times to travel to Madison from New Haven. Flying in the targeted month can save you up to 19%.

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

When flying from New Haven to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

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

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

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

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

$732+ Flights from New Haven to Madison

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from New Haven to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from New Haven to Madison

Round-trip from	$732 (KAYAK)
Popular in	July
Cheapest in	February
Average price	$518

From Tweed-New Haven to Madison Truax Field

Search Deals

Highest demand for flights based on searches. 11% potential increase in price ($57 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2025

Search Deals

Find flight deals from New Haven to Madison

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

Tue 8/196:31 pmHVN - MSN

1 stop16h 08mBreeze Airways

Sat 8/236:25 pmMSN - HVN

2 stops17h 02mBreeze Airways

Deal found 7/30

$732

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

Tue 8/196:31 pmHVN - MSN

1 stop16h 08mBreeze Airways

Sat 8/236:25 pmMSN - HVN

2 stops17h 02mBreeze Airways

Deal found 7/30

$732

Last-minute flights from New Haven to Madison
Discover last-minute flight deals from New Haven to Madison. Data last updated August 1, 2025 and is based on user searches.

Tue 8/196:31 pmHVN - MSN

1 stop16h 08mBreeze Airways

Sat 8/236:25 pmMSN - HVN

2 stops17h 02mBreeze Airways

Deal found 7/30

$732

Fly from

Fly to

Route

Depart

Return

Price

New HavenMadison

HVN - MSN

HVNMSN

Tweed-New Haven

Tue 8/19

6:31 pm-9:39 am

1 stop16h 08m

Madison Truax Field

Sat 8/23

6:25 pm-12:27 pm

2 stops17h 02m

$732

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from New Haven to Madison

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

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

Currently, January is the cheapest month in which you can book a flight from New Haven to Madison (average of $338). Flying from New Haven to Madison in March is currently the most expensive (average of $422). 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 Madison

Peruse reviews from past customers who have flown with Breeze Airways from New Haven to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

191 reviews

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Can I find deals for flights from New Haven to Madison that include hotel bookings?
Yes. In addition to deals on New Haven to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from New Haven to Madison?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Madison.
Can I find deals for business class flights from New Haven to Madison?
Yes. Cheapflights offers flight deals from New Haven to Madison 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 New Haven to Madison?
Currently, January is the cheapest month in which you can book a flight from New Haven to Madison (average of $338). Flying from New Haven to Madison in March is currently the most expensive (average of $422). 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

Portage

Middleton

Baraboo

Fitchburg

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for New Haven to Madison

Newark to O'Hare Intl flights

LaGuardia to O'Hare Intl flights

John F Kennedy Intl to O'Hare Intl flights

LaGuardia to Minneapolis flights

Newark to Minneapolis flights

John F Kennedy Intl to Minneapolis flights

John F Kennedy Intl to Milwaukee flights

LaGuardia to Milwaukee flights

Newark to Milwaukee flights

Hartford to O'Hare Intl flights

Providence to O'Hare Intl flights

LaGuardia to Madison flights

Newark to Madison flights

John F Kennedy Intl to Madison flights

Hartford to Minneapolis flights

Providence to Minneapolis flights

Newark to Green Bay flights

LaGuardia to Green Bay flights

John F Kennedy Intl to Green Bay flights

Newark to Appleton flights

LaGuardia to Appleton flights

John F Kennedy Intl to Appleton flights

Hartford to Milwaukee flights

Providence to Milwaukee flights

LaGuardia to Rhinelander flights

Newark to Rhinelander flights

Hartford to Madison flights

Providence to Wausau flights

Hartford to Green Bay flights

Hartford to Appleton flights

John F Kennedy Intl to Rhinelander flights

New Haven to O'Hare Intl flights

Providence to Appleton flights

Providence to Madison flights

Newark to Duluth flights

LaGuardia to Duluth flights

Providence to Green Bay flights

John F Kennedy Intl to Duluth flights

Hartford to Duluth flights

John F Kennedy Intl to Wausau flights

Newark to Wausau flights

LaGuardia to La Crosse flights

LaGuardia to Wausau flights

LaGuardia to Escanaba flights

Newark to La Crosse flights

John F Kennedy Intl to La Crosse flights

Newark to Escanaba flights

Providence to Escanaba flights

Newark to Dubuque flights

Complete your trip

Madison car rentals

Milwaukee-Mitchell Airport car rentals

Madison Truax Field Airport car rentals

Appleton Intl Airport car rentals

Chicago Greater Rockford Airport car rentals

Dubuque Airport car rentals

Milwaukee car rentals

Green Bay car rentals

Appleton car rentals

Eau Claire car rentals

La Crosse car rentals

Other flights to Madison

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$732+ Cheap flights from New Haven to Madison (HVN - MSN)

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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from New Haven to Madison with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from New Haven to Madison

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from New Haven to Madison

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

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

Cheapflights Fare Finder

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

Best time to book a flight from New Haven to Madison

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

Cheapflights Insights

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

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

Reviews of airlines servicing Madison

Peruse reviews from past customers who have flown with Breeze Airways from New Haven to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from New Haven to Madison. 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 New Haven to Madison that include hotel bookings?

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

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

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

Traveling to a place near Madison?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for New Haven to Madison

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Book with Flexibility

Travel Smart

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