$58 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 9/9. 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

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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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Cheap Flights from Oakland to Connecticut

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New York2 stops$129
New York
New York2 stops$129

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

Tue, Sep 9 - Sat, Sep 13
Spirit Airlines Logo
2:39 pm - 3:59 pmOAK-LGA
22h 20m2 stops
Spirit Airlines Logo
12:57 pm - 11:32 pmLGA-OAK
13h 35m2 stops
$129Spirit Airlines
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Tue, Sep 9 - Sat, Sep 13
Spirit Airlines Logo
6:30 am - 3:59 pmOAK-LGA
30h 29m3 stops
Spirit Airlines Logo
12:57 pm - 11:32 pmLGA-OAK
13h 35m2 stops
$177Spirit Airlines
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Tue, Sep 9 - Thu, Sep 11
Southwest Logo
5:35 am - 3:40 pmOAK-LGA
7h 05m1 stop
Southwest Logo
2:45 pm - 8:40 pmLGA-OAK
8h 55m1 stop
$189Southwest
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Mon, Oct 27 - Thu, Oct 30
Southwest Logo
5:50 am - 6:10 pmOAK-LGA
9h 20m1 stop
Southwest Logo
6:40 am - 12:40 pmLGA-OAK
9h 00m1 stop
$195Southwest
Find Deal
Thu, Sep 4 - Wed, Sep 10
 Logo
6:30 am - 6:09 amOAK-JFK
20h 39m2 stops
 Logo
10:00 am - 11:32 pmJFK-OAK
16h 32m2 stops
Wed, Sep 17 - Tue, Sep 23
 Logo
2:39 pm - 5:30 amOAK-JFK
11h 51m1 stop
 Logo
6:59 am - 11:32 pmJFK-OAK
19h 33m1 stop
Sat, Nov 1 - Tue, Nov 4
Alaska Airlines Logo
6:30 am - 7:29 pmOAK-JFK
9h 59m1 stop
Alaska Airlines Logo
7:00 am - 1:55 pmJFK-OAK
9h 55m1 stop
$277Alaska Airlines
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Sat, Nov 8 - Tue, Nov 11
Alaska Airlines Logo
6:30 am - 7:29 pmOAK-JFK
9h 59m1 stop
Alaska Airlines Logo
7:00 am - 11:59 pmJFK-OAK
19h 59m1 stop
$279Alaska Airlines
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Tue, Nov 11 - Sat, Nov 15
Delta Logo
5:55 am - 8:43 pmOAK-JFK
11h 48m2 stops
Delta Logo
12:59 pm - 10:53 pmJFK-OAK
12h 54m2 stops
$307Delta
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Wed, Sep 3 - Wed, Sep 10
Delta Logo
4:58 pm - 10:00 amOAK-JFK
14h 02m2 stops
Delta Logo
7:45 am - 4:16 pmJFK-OAK
11h 31m2 stops
$327Delta
Find Deal
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 November, when tickets cost $389 (return) on average. On the other hand, the most expensive months are May and December, when the average cost of round-trip tickets is $796 and $718 respectively.


Good to know

Low seasonJanuary
Cheapest flight$58
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 19% 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 4246 reviews
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

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.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

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!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

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.

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.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Delta flight was on time, seats were comfortable, and crew was nice.

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

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