$144 Find Cheap Flights from Oakland to Connecticut

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Connecticut departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Connecticut

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Connecticut, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Connecticut, as well as popular online travel agencies
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Flight Deals

Book Cheap Oakland to Connecticut Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Connecticut that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Connecticut

Wed, May 27 - Wed, Jun 3
Alaska Airlines Logo
6:02 am - 6:17 am
OAK
-
JFK
21h 15m
1 stop
Alaska Airlines Logo
4:41 pm - 11:50 pm
JFK
-
OAK
10h 09m
1 stop
$287Alaska Airlines
Tue, Jun 2 - Wed, Jun 10
Southwest Logo
8:50 am - 8:45 pm
OAK
-
LGA
8h 55m
1 stop
Southwest Logo
3:55 pm - 11:30 pm
LGA
-
OAK
10h 35m
1 stop
$287Southwest
Sat, Jun 6 - Wed, Jun 10
Southwest Logo
5:40 am - 8:30 pm
OAK
-
LGA
11h 50m
2 stops
Southwest Logo
3:55 pm - 11:30 pm
LGA
-
OAK
10h 35m
1 stop
$292Southwest
Mon, Aug 10 - Thu, Aug 13
Southwest Logo
5:20 am - 5:55 pm
OAK
-
LGA
9h 35m
1 stop
Southwest Logo
6:30 am - 12:15 pm
LGA
-
OAK
8h 45m
1 stop
$293Southwest
Wed, May 27 - Tue, Jun 2
Alaska Airlines Logo
6:02 am - 6:17 am
OAK
-
JFK
21h 15m
1 stop
Alaska Airlines Logo
8:15 pm - 9:55 am
JFK
-
OAK
16h 40m
1 stop
$293Alaska Airlines
Tue, Jun 2 - Tue, Jun 9
Delta Logo
5:05 pm - 6:27 am
OAK
-
JFK
10h 22m
1 stop
Delta Logo
6:20 pm - 11:54 pm
JFK
-
OAK
8h 34m
1 stop
$297Delta
Sat, Jun 6 - Thu, Jun 11
Southwest Logo
5:40 am - 8:30 pm
OAK
-
LGA
11h 50m
2 stops
Southwest Logo
3:40 pm - 11:25 pm
LGA
-
OAK
10h 45m
2 stops
$297Southwest
Sat, Jun 6 - Tue, Jun 16
Southwest Logo
5:40 am - 10:25 pm
OAK
-
LGA
13h 45m
1 stop
Southwest Logo
6:55 am - 4:30 pm
LGA
-
OAK
12h 35m
1 stop
$298Southwest
Tue, Jun 2 - Tue, Jun 9
Delta Logo
5:05 pm - 6:27 am
OAK
-
JFK
10h 22m
1 stop
Delta Logo
2:20 pm - 11:54 pm
JFK
-
OAK
12h 34m
2 stops
$302Delta
Tue, Jun 2 - Fri, Jun 5
Delta Logo
5:05 pm - 6:27 am
OAK
-
JFK
10h 22m
1 stop
Delta Logo
1:11 pm - 11:57 pm
JFK
-
OAK
13h 46m
2 stops
$304Delta
Booking Insights

KAYAK's insights & trends for Oakland to Connecticut flights

Get data-powered insights and trends into flights from Oakland 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 Oakland, California to Connecticut?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Connecticut departing in June.

What is the cheapest month to fly from Oakland to Connecticut?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Connecticut, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Connecticut is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $619 and $583 respectively.

Good to know

Low seasonJanuary
Cheapest flight$144
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 22% lower on average.
Flight from Oakland to New York LaGuardia Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Oakland 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 Oakland to Connecticut.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Connecticut. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland 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.
7.9
SouthwestOverall score based on 4305 reviews
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

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

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Everything you need to know for your flight from Oakland to Connecticut

Information on your arrival and departure airports