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 Oakland, California to New Haven?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 50 days in advance, which can save you up to 84% on flights from Oakland, California to New Haven compared to booking the week you need them. Waiting 50 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 $442. For sooner than that we have options available in the next 3 days from $657.

What is the cheapest month to fly from Oakland, California to New Haven?

Flights from Oakland, California to New Haven lean towards being more expensive in December. Prices are generally better when you fly from Oakland, California to New Haven in February, with the cheapest ticket starting at $165.

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

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

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

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

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

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

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

Yes. Cheapflights offers flight deals from Oakland 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.

$137+ Cheap Flights from Oakland, CA to New Haven

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Cheap flight deals from Oakland to New Haven

Round-trip from	$393 (Mytrip)
One-way from	$137 (Mytrip)
Popular in	December
Cheapest in	February
Average price	$421

From Oakland to Tweed-New Haven

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One-way flight from Oakland to Tweed-New Haven

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Highest demand for flights based on searches. 7% potential increase in price ($34 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Find flight deals from Oakland to New Haven

Cheapest flights from Oakland to New Haven
Explore the most affordable flight options available from Oakland to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

Tue 9/26:00 amOAK - HVN

3 stops28h 08mMultiple Airlines

Sat 9/68:00 amHVN - OAK

2 stops18h 32mMultiple Airlines

Deal found 8/18

$393

Best flights from Oakland to New Haven
Discover carefully curated flight deals from Oakland to New Haven that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2025.

Tue 9/26:00 amOAK - HVN

3 stops28h 08mMultiple Airlines

Sat 9/68:00 amHVN - OAK

2 stops18h 32mMultiple Airlines

Deal found 8/18

$393

Last-minute flights from Oakland to New Haven
Discover last-minute flight deals from Oakland to New Haven. Data last updated August 20, 2025 and is based on user searches.

Tue 9/26:00 amOAK - HVN

3 stops28h 08mMultiple Airlines

Sat 9/68:00 amHVN - OAK

2 stops18h 32mMultiple Airlines

Deal found 8/18

$393

One-way flights from Oakland to New Haven
Search for one-way flight options from Oakland to New Haven. Find affordable one-way fares based on user searches. Data last updated August 20, 2025.

Thu 10/98:44 amOAK - HVN

2 stops28h 22mMultiple Airlines

Deal found 8/19

$137

Sun 8/316:00 amOAK - HVN

2 stops13h 59mMultiple Airlines

Deal found 8/19

$323

Fly from

Fly to

Route

Depart

Return

Price

OaklandNew Haven

OAK - HVN

OAKHVN

Oakland

Tue 9/2

6:00 am-1:08 pm

3 stops28h 08m

Tweed-New Haven

Sat 9/6

8:00 am-11:32 pm

2 stops18h 32m

$393

OaklandNew Haven

OAK - HVN

OAKHVN

Oakland

Thu 10/9

8:44 am-4:06 pm

2 stops28h 22m

$137

OaklandNew Haven

OAK - HVN

OAKHVN

Oakland

Sun 8/31

6:00 am-10:59 pm

2 stops13h 59m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Best time to book a flight from Oakland to New Haven

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

What is the cheapest month to book a flight from Oakland, California to New Haven?

Currently, February is the cheapest month in which you can book a flight from Oakland, California to New Haven (average of $91). Flying from Oakland, California to New Haven in December is currently the most expensive (average of $182). 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

Can I find deals for flights from Oakland to New Haven that include hotel bookings?
Yes. In addition to deals on Oakland to New Haven flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Oakland to New Haven?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to New Haven.
Can I find deals for business class flights from Oakland to New Haven?
Yes. Cheapflights offers flight deals from Oakland 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 Oakland, California to New Haven?
Currently, February is the cheapest month in which you can book a flight from Oakland, California to New Haven (average of $91). Flying from Oakland, California to New Haven in December is currently the most expensive (average of $182). 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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$137+ Cheap flights from Oakland, CA to New Haven (OAK - HVN)

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Oakland to New Haven with Cheapflights

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Cheap flight deals from Oakland to New Haven

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Find flight deals from Oakland to New Haven

Cheapest flights from Oakland to New HavenExplore the most affordable flight options available from Oakland to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

Explore the most affordable flight options available from Oakland to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

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

Best time to book a flight from Oakland to New Haven

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

Cheapflights Insights

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

What is the cheapest month to book a flight from Oakland, California to New Haven?

Related info for your journey

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

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

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

What is the cheapest month to book a flight from Oakland, California to New Haven?

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Cheapest flights from Oakland to New Haven
Explore the most affordable flight options available from Oakland to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.