$104 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 12/8. 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

Thu, Feb 19 - Thu, Feb 26
Southwest Logo
6:30 am - 5:30 pmOAK-LGA
8h 00m1 stop
Southwest Logo
6:50 am - 2:10 pmLGA-OAK
10h 20m1 stop
$264Southwest
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Wed, Nov 19 - Fri, Dec 5
Southwest Logo
5:45 am - 5:55 pmOAK-LGA
9h 10m1 stop
Southwest Logo
7:15 am - 9:30 pmLGA-OAK
17h 15m2 stops
$268Southwest
Find Deal
Thu, Feb 19 - Thu, Feb 26
Southwest Logo
6:30 am - 5:30 pmOAK-LGA
8h 00m1 stop
Southwest Logo
3:30 pm - 12:10 amLGA-OAK
11h 40m2 stops
$269Southwest
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Wed, Feb 11 - Mon, Feb 23
Alaska Airlines Logo
11:08 am - 10:52 pmOAK-JFK
8h 44m1 stop
Alaska Airlines Logo
4:00 pm - 11:38 pmJFK-OAK
10h 38m1 stop
$272Alaska Airlines
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Fri, Dec 12 - Mon, Dec 15
Southwest Logo
8:00 am - 11:25 pmOAK-LGA
12h 25m2 stops
Southwest Logo
6:30 am - 2:05 pmLGA-OAK
10h 35m1 stop
$272Southwest
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Sat, Dec 6 - Wed, Dec 10
Alaska Airlines Logo
11:21 am - 10:59 pmOAK-JFK
8h 38m1 stop
Alaska Airlines Logo
7:00 am - 1:32 pmJFK-OAK
9h 32m1 stop
$277Alaska Airlines
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Sat, Jan 10 - Wed, Jan 14
Alaska Airlines Logo
11:08 am - 3:23 pmOAK-JFK
25h 15m1 stop
Alaska Airlines Logo
7:00 am - 4:23 pmJFK-OAK
12h 23m1 stop
$282Alaska Airlines
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Mon, Dec 8 - Thu, Dec 11
Delta Logo
4:50 pm - 9:50 amOAK-JFK
14h 00m2 stops
Delta Logo
2:53 pm - 12:08 amJFK-OAK
12h 15m2 stops
$307Delta
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Thu, Nov 27 - Thu, Dec 4
Delta Logo
5:55 am - 7:42 pmOAK-LGA
10h 47m2 stops
Delta Logo
1:56 pm - 12:08 amLGA-OAK
13h 12m2 stops
$307Delta
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Wed, Nov 19 - Fri, Dec 5
Delta Logo
5:55 am - 8:29 pmOAK-JFK
11h 34m2 stops
Delta Logo
4:30 pm - 12:08 amJFK-OAK
10h 38m2 stops
$312Delta
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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.

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 August, when tickets cost $406 (return) on average. On the other hand, the most expensive months are May and October, when the average cost of round-trip tickets is $796 and $657 respectively.

Good to know

Low seasonSeptember
Cheapest flight$104
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 14% 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.
8.0
SouthwestOverall score based on 4241 reviews
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

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

Information on your arrival and departure airports