$142 Find Cheap Flights from San Jose to Connecticut - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from San Jose to Connecticut

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Providence
7h 15m2 stops
from $256per person
Hartford
6h 55m2 stops
from $299per person
New York
7h 10m2 stops
from $317per person
Newark
7h 27m2 stops
from $327per person
New Haven
18h 55m4 stops
from $698per person
Booking Insights

KAYAK's insights & trends for San Jose to Connecticut flights

Get data-powered insights and trends into flights from San Jose to Connecticut to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San Jose, California to Connecticut?

Flight prices are below average for this route right now.

Flights to Connecticut from San Jose, California usually cost between $415 and $565 in October.
The lowest price found in the past 5 days was $299 on Delta (Oct 17-Oct 24).

What is the cheapest month to fly from San Jose to Connecticut?

The cheapest month for flights from San Jose to Connecticut is February, when tickets cost $427 (return) on average. On the other hand, the most expensive months are April and January, when the average cost of round-trip tickets is $892 and $690 respectively.

Good to know

Low season

January

Cheapest flight

$142
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Jose to Providence

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from San Jose to Connecticut?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Jose to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Jose to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose to Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Jose to Connecticut?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San Jose to Connecticut with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Jose to Connecticut?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San Jose to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from San Jose to Connecticut

 
Need help choosing which airline to fly with from San Jose to Connecticut? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4192 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Forget beverage, they didn't even have water for half the passangers?

Flight was not full! Had a whole row to myself.

Wifi didn’t work, no service, seats are hard as rocks

it was a short flight, so no refreshments. Could've used some water since I was running from the end of one terminal to the end of another to catch this flight

Easier that prior flight. The airline attendants didn’t really do most of their job as I noted in prior email.

I was impressed with how quickly the baggage transfers were made.

The Airline Attendant found us in flight and moved us to seats in the front of economy due to the short time we would have to make our connecting flight. We really appreciated it.

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

Flight was delayed at airport with large backlog and WiFi was spotty

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Flight was delayed due to needing a replacement flight crew. Delta changed the aircraft type in Detroit. One hour delay. But once in the air, good flight

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

More options for your flight from San Jose to Connecticut

Complete your trip to Connecticut with a hotel stay or car rental