$160 Find Cheap Flights from Oakland to Connecticut - Compare and Save

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 9/1. 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

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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, Oct 27 - Fri, Oct 30
Delta Logo
5:02 pm - 6:00 amOAK  Oakland-JFK New York John F Kennedy Intl
9h 58m1 stop Salt Lake City
Delta Logo
6:00 am - 12:01 pmJFK  New York John F Kennedy Intl-OAK Oakland
9h 01m1 stop Salt Lake City
$329Delta
Mon, Nov 16 - Tue, Nov 17
Alaska Airlines Logo
5:13 pm - 6:36 amOAK  Oakland-JFK New York John F Kennedy Intl
10h 23m1 stop San Diego
Alaska Airlines Logo
10:00 am - 6:12 pmJFK  New York John F Kennedy Intl-OAK Oakland
11h 12m1 stop San Diego
$333Alaska Airlines
Tue, Sep 8 - Fri, Sep 11
Southwest Logo
6:40 pm - 11:50 amOAK  Oakland-LGA New York LaGuardia
14h 10m1 stop Denver Intl
Southwest Logo
12:30 pm - 7:45 pmLGA  New York LaGuardia-OAK Oakland
10h 15m1 stop Dallas Love Field
$334Southwest
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
11:55 pm - 12:35 pmOAK  Oakland-LGA New York LaGuardia
9h 40m1 stop Chicago Midway
Southwest Logo
7:00 am - 7:15 pmLGA  New York LaGuardia-OAK Oakland
15h 15m1 stop Dallas Love Field
$334Southwest
Tue, Oct 27 - Fri, Oct 30
Delta Logo
5:02 pm - 10:20 amOAK  Oakland-JFK New York John F Kennedy Intl
14h 18m2 stops Salt Lake City Atlanta Hartsfield-Jackson
Delta Logo
6:30 pm - 11:56 pmJFK  New York John F Kennedy Intl-OAK Oakland
8h 26m1 stop Salt Lake City
$334Delta
Fri, Sep 11 - Sat, Sep 26
Alaska Airlines Logo
6:48 am - 10:59 pmOAK  Oakland-JFK New York John F Kennedy Intl
13h 11m1 stop San Diego
Alaska Airlines Logo
8:27 pm - 9:27 amJFK  New York John F Kennedy Intl-OAK Oakland
16h 00m1 stop Seattle/Tacoma Intl
$338Alaska Airlines
Fri, Sep 11 - Wed, Sep 23
Alaska Airlines Logo
6:48 am - 10:59 pmOAK  Oakland-JFK New York John F Kennedy Intl
13h 11m1 stop San Diego
Alaska Airlines Logo
9:55 am - 4:30 pmJFK  New York John F Kennedy Intl-OAK Oakland
9h 35m1 stop Portland
$338Alaska Airlines
Tue, Nov 3 - Tue, Nov 10
Delta Logo
12:41 pm - 11:40 pmOAK  Oakland-JFK New York John F Kennedy Intl
7h 59m1 stop Salt Lake City
Delta Logo
6:48 pm - 11:55 pmJFK  New York John F Kennedy Intl-OAK Oakland
8h 07m1 stop Salt Lake City
$339Delta
Mon, Sep 7 - Sat, Sep 12
Multiple Airlines Logo
8:37 pm - 6:20 amOAK  Oakland-BDL Hartford Bradley Intl
30h 43m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:05 am - 9:22 amBDL  Hartford Bradley Intl-OAK Oakland
30h 17m2 stops Jacksonville Las Vegas Harry Reid Intl
$402Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
Frontier Logo
10:17 am - 1:01 amOAK  Oakland-EWR Newark
35h 44m2 stops Las Vegas Harry Reid Intl Orlando
Frontier Logo
5:55 am - 5:56 pmEWR  Newark-OAK Oakland
39h 01m2 stops Orlando Las Vegas Harry Reid Intl
$431Frontier
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 January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $885 and $619 respectively.

Good to know

Low season

January

Cheapest flight

$160
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from Oakland to Hartford

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 4216 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
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 2025
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.

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.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

There was a problem that delayed boarding for more than 20 min. and once everyone was on board, the plane did not take off for another 30 min. which then made our arrival in Phoenix 1 hour late.

Our two flights from GRR to MDW and MDW to OAK were both delayed due to weather. Be sure to build in a sufficient buffer in the transfer time to account for this type of problem. SW recommends connections as short as 40 min. Don't do this. We had to change concourses in MDW, a pretty long walk, to make our connection. Rule of thumb I use when traveling on flights with multiple legs is for connections of 80 min or more, unless there is no plane change, in which case it doesn't matter.

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

Flight team was great and we even arrived ahead of plan!

First The flight got delayed because one of the crew members was late and we couldn’t board until she arrived. Then we all boarded and got held in the tarmac for another 30 min.

Crew was absolutely fantastic and we’re so welcoming and friendly ❤️

It was as good as it could be. Flying is not a pleasant experience these days.

Very good flight. Crew was great. No issues and we even arrived early.

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

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

Information on your arrival and departure airports