HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$120+ Cheap flights from Connecticut to Oakland, CA (OAK)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OAK
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Oakland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Connecticut to Oakland

Cheapest flights from Connecticut to Oakland
Explore the most affordable flight options available from Connecticut to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:25 pm
JFK
-
OAK
1 stop9h 24m
Hawaiian Airlines
Tue 3/105:31 pm
OAK
-
JFK
1 stop10h 34m
Hawaiian Airlines
Deal found 2/10$238
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:25 am
LGA
-
OAK
1 stop10h 30m
Southwest
Mon 3/1611:55 pm
OAK
-
LGA
1 stop8h 15m
Southwest
Deal found 2/13$239
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:45 pm
LGA
-
OAK
1 stop8h 40m
Southwest
Sun 4/196:05 am
OAK
-
LGA
1 stop13h 10m
Southwest
Deal found 2/11$244
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:30 am
LGA
-
OAK
2 stops12h 35m
Southwest
Tue 4/289:05 pm
OAK
-
LGA
2 stops14h 20m
Southwest
Deal found 2/12$255
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/64:25 pm
JFK
-
OAK
1 stop10h 29m
Hawaiian Airlines
Tue 3/105:31 pm
OAK
-
JFK
1 stop10h 34m
Hawaiian Airlines
Deal found 2/10$258
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:25 pm
JFK
-
OAK
1 stop9h 24m
Alaska Airlines
Wed 3/115:31 pm
OAK
-
JFK
1 stop10h 34m
Alaska Airlines
Deal found 2/10$259
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:10 am
LGA
-
OAK
1 stop12h 15m
Southwest
Wed 3/111:45 pm
OAK
-
LGA
1 stop6h 40m
Southwest
Deal found 2/11$273
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:00 pm
JFK
-
OAK
1 stop19h 24m
Alaska Airlines
Thu 3/55:03 pm
OAK
-
JFK
1 stop19h 42m
Alaska Airlines
Deal found 2/12$273
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/42:00 pm
LGA
-
OAK
1 stop11h 15m
Southwest
Tue 3/105:50 am
OAK
-
LGA
1 stop9h 05m
Southwest
Deal found 2/11$277
This Alaska Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/64:25 pm
JFK
-
OAK
1 stop10h 29m
Alaska Airlines
Tue 3/105:31 pm
OAK
-
JFK
1 stop10h 34m
Alaska Airlines
Deal found 2/11$279
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:25 pm
JFK
-
OAK
1 stop9h 24m
Alaska Airlines
Sat 2/2810:04 am
OAK
-
JFK
1 stop26h 41m
Alaska Airlines
Deal found 2/12$282
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:36 pm
JFK
-
OAK
1 stop17h 38m
Alaska Airlines
Thu 3/55:03 pm
OAK
-
JFK
1 stop19h 42m
Alaska Airlines
Deal found 2/10$288

Find flight deals from Connecticut to Oakland

Keep the following information in mind while searching for Connecticut to Oakland flight deals. Data was last updated February 13, 2026.

Round-trip from

$238
(Kiwi.com)

One-way from

$120
(Southwest)

Popular in

December

Cheapest in

October

Average price

$387
From Connecticut to Oakland
Search Deals
One-way flight from Connecticut to Oakland
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Connecticut to Oakland that are best for you.

Fly from

Connecticut

Fly to

Oakland

Route

Depart

Return

Price

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Wed 4/15

3:55 pm-11:25 pm

1 stop10h 30m

Oakland

Fri 4/17

5:55 am-5:55 pm

1 stop9h 00m

$239

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Sat 3/7

6:25 am-1:55 pm

1 stop10h 30m

Oakland

Mon 3/16

11:55 pm-11:10 am

1 stop8h 15m

$239

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Tue 3/24

4:30 pm-11:40 pm

1 stop10h 10m

Oakland

Mon 3/30

6:15 am-10:55 pm

1 stop13h 40m

$244

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Tue 4/14

8:30 am-6:05 pm

2 stops12h 35m

Oakland

Sun 4/19

6:05 am-10:15 pm

1 stop13h 10m

$250

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Fri 4/17

4:30 pm-10:35 pm

1 stop9h 05m

Oakland

Wed 4/22

9:25 am-8:30 pm

1 stop8h 05m

$277

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Wed 3/4

2:00 pm-10:15 pm

1 stop11h 15m

Oakland

Tue 3/10

5:50 am-5:55 pm

1 stop9h 05m

$277

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Fri 3/6

5:00 pm-9:24 am

1 stop19h 24m

Oakland

Wed 3/11

5:31 pm-7:05 am

1 stop10h 34m

$279

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Wed 4/15

5:45 pm-11:25 pm

1 stop8h 40m

Oakland

Sun 4/19

6:05 am-10:15 pm

1 stop13h 10m

$282

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Fri 3/6

4:30 pm-12:10 am

1 stop10h 40m

Oakland

Tue 3/10

8:05 am-9:00 pm

2 stops9h 55m

$282

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Thu 2/26

4:25 pm-10:49 pm

1 stop9h 24m

Oakland

Thu 3/5

5:03 pm-3:45 pm

1 stop19h 42m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Connecticut to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Connecticut to Oakland, California?

Currently, June is the cheapest month in which you can book a flight from Connecticut to Oakland, California (average of $182). Flying from Connecticut to Oakland, California in May is currently the most expensive (average of $276). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oakland from Connecticut?

    Oakland (OAK) is the airport you will fly into if you book a flight from Connecticut to Oakland. It is only a 7.0 mi journey from Oakland (OAK) to Oakland’s city center.

  • How long is the flight from Connecticut to Oakland, California?

    A quick flight from Connecticut to Oakland, California can take about 7h 43m. Southwest provides one of the quickest options available for as low as $339. The distance between Connecticut and Oakland, California is about 2547 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Connecticut to Oakland, California?

    When deciding which route to take from Connecticut to Oakland, California consider New York John F Kennedy Intl - Oakland, Newark - Oakland or New York LaGuardia - Oakland as they are the most popular.

  • Can I find deals for flights from Connecticut to Oakland that include hotel bookings?

    Yes. In addition to deals on Connecticut to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Oakland.

  • Can I find deals for business class flights from Connecticut to Oakland?

    Yes. Cheapflights offers flight deals from Connecticut to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Oakland, California?

    Currently, June is the cheapest month in which you can book a flight from Connecticut to Oakland, California (average of $182). Flying from Connecticut to Oakland, California in May is currently the most expensive (average of $276). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Seattle to Los Angeles flights
Newark to Las Vegas flights
Seattle to Las Vegas flights
O'Hare Intl to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
San Francisco to Las Vegas flights
San Francisco to Los Angeles flights
John F Kennedy Intl to San Francisco flights
Newark to Los Angeles flights
Los Angeles to San Francisco flights
Dulles Intl to Las Vegas flights
O'Hare Intl to Los Angeles flights
Newark to San Francisco flights
LaGuardia to Los Angeles flights
Denver to Las Vegas flights
San Jose to Los Angeles flights
Los Angeles to Las Vegas flights
San Francisco to Santa Ana flights
Atlanta to Las Vegas flights
Dallas/Fort Worth to Los Angeles flights
Minneapolis to Las Vegas flights
Seattle to Ontario flights
Baltimore to Los Angeles flights
LaGuardia to Las Vegas flights
Boston to Las Vegas flights
Reagan-National to Los Angeles flights
Dallas/Fort Worth to San Francisco flights
Burbank to Las Vegas flights
San Francisco to Ontario flights
Dulles Intl to Los Angeles flights
Baltimore to Las Vegas flights
Atlanta to Los Angeles flights
Reagan-National to Las Vegas flights
Austin to Las Vegas flights
Boston to Los Angeles flights
Seattle to San Francisco flights
O'Hare Intl to San Francisco flights
Dallas/Fort Worth to Ontario flights
Santa Ana to San Francisco flights
Santa Ana to Las Vegas flights
San Francisco to San Diego flights
Seattle to San Diego flights
Detroit to Las Vegas flights
Midway to Las Vegas flights
Ontario to San Francisco flights
San Francisco to Burbank flights
Portland to Las Vegas flights
Hobby to Las Vegas flights

Top airline flying from Connecticut to Oakland

Discover the top airline that operate flights from Connecticut to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$354Average$599FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.