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$115+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OAK
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/3. 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.
Fri 12/56:30 amLGA - OAK
1 stop10h 35mSouthwest
Mon 12/812:35 pmOAK - LGA
1 stop7h 20mSouthwest
Deal found 11/3$247
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/107:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Mon 12/152:31 pmOAK - JFK
1 stop13h 52mAlaska Airlines
Deal found 11/2$247
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:00 pmJFK - OAK
1 stop10h 59mAlaska Airlines
Thu 12/1111:21 amOAK - JFK
1 stop8h 38mAlaska Airlines
Deal found 11/2$261
This flugladen.de deal was found by Cheapflights users on 11/3. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:00 pmJFK - OAK
1 stop10h 59mHawaiian Airlines
Sat 12/136:40 amOAK - JFK
1 stop9h 49mHawaiian Airlines
Deal found 11/3$269
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Tue 12/1611:21 amOAK - JFK
1 stop8h 38mAlaska Airlines
Deal found 10/31$279
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 12/54:00 pmJFK - OAK
1 stop10h 59mAlaska Airlines
Sat 12/139:45 amOAK - JFK
1 stop26h 50mAlaska Airlines
Deal found 11/2$281
This KAYAK deal was found by Cheapflights users on 11/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:00 amJFK - OAK
1 stop9h 55mAlaska Airlines
Wed 11/198:03 pmOAK - JFK
1 stop8h 50mAlaska Airlines
Deal found 11/3$286
This Southwest deal was found by Cheapflights users on 11/3. 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.
Thu 12/47:15 amLGA - OAK
1 stop10h 25mSouthwest
Thu 12/1112:35 pmOAK - LGA
1 stop7h 20mSouthwest
Deal found 11/3$307
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:53 pmJFK - OAK
2 stops12h 15mDelta
Sat 12/135:55 amOAK - JFK
2 stops11h 27mDelta
Deal found 11/3$307
This KAYAK deal was found by Cheapflights users on 11/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Fri 12/126:40 amOAK - JFK
1 stop9h 49mAlaska Airlines
Deal found 11/1$311
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 11/207:00 amJFK - OAK
1 stop9h 55mAlaska Airlines
Sat 12/611:21 amOAK - JFK
1 stop8h 38mAlaska Airlines
Deal found 11/2$314
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/201:55 pmLGA - OAK
2 stops13h 08mDelta
Sun 12/75:55 amOAK - LGA
2 stops10h 53mDelta
Deal found 11/2$316

Cheap flight deals from Connecticut to Oakland

Keep the following information in mind while searching for Connecticut to Oakland flight deals. Data was last updated November 3, 2025.

Round-trip from

$247
(Southwest)

One-way from

$115
(iWofly)

Popular in

December

Cheapest in

September

Average price

$414
From Connecticut to Oakland
Search Deals
One-way flight from Connecticut to Oakland
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 3, 2025.
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

Fri 12/5

11:15 am-9:30 pm

2 stops13h 15m

Oakland

Mon 12/8

12:35 pm-10:55 pm

1 stop7h 20m

$252

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Tue 3/10

11:30 am-5:43 pm

1 stop9h 13m

Oakland

Wed 3/11

6:30 am-7:29 pm

1 stop9h 59m

$257

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Thu 11/20

4:51 pm-11:59 pm

1 stop10h 08m

Oakland

Sat 12/6

11:21 am-10:59 pm

1 stop8h 38m

$314

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Tue 3/31

4:00 pm-11:39 pm

1 stop10h 39m

Oakland

Mon 4/6

7:54 pm-7:14 am

1 stop8h 20m

$318

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Wed 12/10

7:00 am-8:46 am

2 stops28h 46m

Oakland

Mon 12/15

2:31 pm-7:23 am

1 stop13h 52m

$320

NewarkOakland

EWR - OAK

EWROAK

Newark

Fri 2/6

4:36 pm-4:28 pm

1 stop26h 52m

Oakland

Sun 2/8

8:10 am-6:24 pm

1 stop31h 14m

$322

NewarkOakland

EWR - OAK

EWROAK

Newark

Fri 2/6

4:36 pm-10:28 am

1 stop20h 52m

Oakland

Mon 2/9

5:17 pm-6:24 pm

1 stop22h 07m

$322

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Sat 1/10

11:30 am-9:46 am

2 stops25h 16m

Oakland

Sat 1/17

8:10 am-7:28 pm

1 stop8h 18m

$325

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Mon 11/24

9:50 am-3:20 pm

1 stop8h 30m

Oakland

Wed 12/3

11:00 am-10:20 pm

1 stop8h 20m

$327

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Mon 11/24

4:29 pm-11:59 pm

1 stop10h 30m

Oakland

Mon 12/8

2:31 pm-7:23 am

1 stop13h 52m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 60 results
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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 December is currently the most expensive (average of $325). 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.

What is the cheapest time of day to fly from CT to OAK?

Find hourly flight availability from Connecticut to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 37% on flights from Connecticut to Oakland, California by exploring options for tickets in the afternoon.

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 9h 13m. Southwest provides one of the quickest options available for as low as $257. The distance between Connecticut and Oakland, California is about 2568 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Connecticut to Oakland, California one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $124. Users have also found prices from $124 and $154 on Alaska Airlines and Delta, respectively.

  • 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 December is currently the most expensive (average of $325). 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

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Alternative routes for Connecticut to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$360Average$551FlexibilityNo cancel feeOn-time63%

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