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$119+ Cheap flights from Oakland, CA (OAK) to Connecticut

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Jan 24 — Jan 311
Sat 1/24
Sat 1/31
1 adult, Economy
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Cheap flight deals from Oakland to Connecticut

Cheapest flights from Oakland to Connecticut
Explore the most affordable flight options available from Oakland to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 25, 2025.

This Delta deal was found by Cheapflights users on 12/24. 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.
Mon 12/295:53 amOAK - LGA
2 stops10h 01mDelta
Fri 1/91:59 pmLGA - OAK
2 stops11h 54mDelta
Deal found 12/24$392
This Delta deal was found by Cheapflights users on 12/23. 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 12/255:53 amOAK - JFK
1 stop7h 33mDelta
Mon 1/126:10 amJFK - OAK
1 stop8h 47mDelta
Deal found 12/23$402
This Delta deal was found by Cheapflights users on 12/24. 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.
Wed 12/315:53 amOAK - LGA
2 stops10h 04mDelta
Fri 1/91:59 pmLGA - OAK
2 stops11h 54mDelta
Deal found 12/24$408
This Alaska Airlines deal was found by Cheapflights users on 12/24. 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 12/316:10 amOAK - JFK
1 stop10h 14mAlaska Airlines
Wed 1/77:00 amJFK - OAK
1 stop12h 23mAlaska Airlines
Deal found 12/24$412
This Delta deal was found by Cheapflights users on 12/23. 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 12/2512:34 pmOAK - JFK
1 stop8h 23mDelta
Thu 1/84:15 pmJFK - OAK
1 stop9h 38mDelta
Deal found 12/23$433
This Alaska Airlines deal was found by Cheapflights users on 12/24. 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 12/316:10 amOAK - JFK
1 stop10h 14mAlaska Airlines
Thu 1/811:30 amJFK - OAK
1 stop12h 10mAlaska Airlines
Deal found 12/24$437
This Delta deal was found by Cheapflights users on 12/23. 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 12/2612:34 pmOAK - JFK
1 stop8h 23mDelta
Tue 1/136:10 amJFK - OAK
1 stop8h 47mDelta
Deal found 12/23$448
This Delta deal was found by Cheapflights users on 12/23. 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.
Tue 12/305:53 amOAK - JFK
1 stop7h 33mDelta
Thu 1/84:15 pmJFK - OAK
1 stop9h 38mDelta
Deal found 12/23$469
This Delta deal was found by Cheapflights users on 12/23. 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.
Wed 12/2412:34 pmOAK - JFK
1 stop8h 23mDelta
Mon 1/126:10 amJFK - OAK
1 stop8h 47mDelta
Deal found 12/23$478
This Delta deal was found by Cheapflights users on 12/23. 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 12/2612:34 pmOAK - JFK
1 stop8h 23mDelta
Thu 1/84:15 pmJFK - OAK
1 stop9h 38mDelta
Deal found 12/23$479
This Delta deal was found by Cheapflights users on 12/23. 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 12/2512:34 pmOAK - JFK
1 stop8h 23mDelta
Wed 1/74:15 pmJFK - OAK
1 stop9h 38mDelta
Deal found 12/23$483
This Southwest deal was found by Cheapflights users on 12/23. 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 12/2412:35 pmOAK - LGA
1 stop7h 20mSouthwest
Sat 1/104:50 pmLGA - OAK
1 stop8h 45mSouthwest
Deal found 12/23$488

Find flight deals from Oakland to Connecticut

Keep the following information in mind while searching for Oakland to Connecticut flight deals. Data was last updated December 25, 2025.

Round-trip from

$258
(Alaska Airlines)

One-way from

$119
(Southwest)

Popular in

November

Cheapest in

August

Average price

$548
From Oakland to Connecticut
Search Deals
One-way flight from Oakland to Connecticut
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Connecticut 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 December 25, 2025.
Use the filters below to find and compare flights from Oakland to Connecticut that are best for you.

Fly from

Oakland

Fly to

Connecticut

Route

Depart

Return

Price

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Tue 1/20

10:30 am-3:18 pm

1 stop25h 48m

New York John F Kennedy Intl

Mon 1/26

5:17 pm-9:46 am

1 stop19h 29m

$258

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Wed 1/28

11:08 am-10:52 pm

1 stop8h 44m

New York John F Kennedy Intl

Mon 2/2

7:00 am-4:23 pm

1 stop12h 23m

$267

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Wed 1/28

11:08 am-10:52 pm

1 stop8h 44m

New York John F Kennedy Intl

Sat 1/31

4:22 pm-10:28 am

1 stop21h 06m

$267

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Mon 2/2

6:15 am-4:10 pm

1 stop6h 55m

New York LaGuardia

Tue 2/10

6:00 am-2:05 pm

1 stop11h 05m

$272

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 1/21

9:40 am-10:40 pm

1 stop10h 00m

New York LaGuardia

Wed 2/4

11:25 am-5:25 pm

1 stop9h 00m

$272

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Wed 1/28

8:10 am-6:24 pm

1 stop31h 14m

Newark

Sat 1/31

6:08 pm-10:28 am

1 stop19h 20m

$273

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Wed 2/25

6:15 am-7:10 pm

1 stop9h 55m

New York John F Kennedy Intl

Tue 3/3

4:25 pm-10:49 pm

1 stop9h 24m

$277

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Fri 1/9

12:30 pm-10:40 pm

1 stop7h 10m

New York LaGuardia

Sun 1/11

6:05 am-8:45 pm

2 stops17h 40m

$278

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Thu 2/26

6:15 am-7:10 pm

1 stop9h 55m

New York John F Kennedy Intl

Tue 3/3

4:25 pm-10:49 pm

1 stop9h 24m

$278

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Fri 2/27

6:15 am-7:10 pm

1 stop9h 55m

New York John F Kennedy Intl

Wed 3/4

4:25 pm-10:49 pm

1 stop9h 24m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 60 results
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Best time to book a flight from Oakland to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Oakland 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 Oakland to Connecticut

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

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Connecticut (average of $187). Flying from Oakland, California to Connecticut in February is currently the most expensive (average of $354). 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 OAK to CT?

Find hourly flight availability from Oakland to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 25, 2025.

It’s typically best to fly out from Oakland, California to Connecticut at noon. Doing so could potentially save you 61% on the flight price compared to flying in the afternoon, which is usually more expensive.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated December 25, 2025.
Read through reviews of airlines operating flights from Oakland to Connecticut, such as Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,258 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,013 reviews
Southwest
8.0
Very good
4,258 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Connecticut. 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 from for flights from Oakland to Connecticut?

    For a flight from Oakland to Connecticut, you will be flying from Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

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

    There are many flights that can get you from Oakland, California to Connecticut in 6h 55m. Fly via Alaska Airlines, Southwest, or Delta to get the fastest option. The distance from Oakland, California to Connecticut is about 2561 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose Oakland - Newark, Oakland - New York John F Kennedy Intl or Oakland - New York LaGuardia when deciding on the best route from Oakland, California to Connecticut.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Connecticut 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 Oakland, California to Connecticut?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Connecticut (average of $187). Flying from Oakland, California to Connecticut in February is currently the most expensive (average of $354). 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 Oakland to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oakland to Connecticut

Discover the top 2 airlines that operate flights from Oakland to Connecticut. 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 December 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$444FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$512FlexibilityNo cancel feeOn-time63%

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