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$106+ 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
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find 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 November 4, 2025.

This Southwest deal was found by Cheapflights users on 11/4. 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 12/58:20 amOAK - LGA
1 stop10h 35mSouthwest
Thu 12/117:15 amLGA - OAK
2 stops17h 15mSouthwest
Deal found 11/4$263
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 11/188:03 pmOAK - JFK
1 stop8h 50mAlaska Airlines
Wed 12/37:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Deal found 11/4$277
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:21 amOAK - JFK
1 stop8h 38mAlaska Airlines
Tue 12/97:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Deal found 11/3$278
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:40 amOAK - JFK
1 stop9h 49mAlaska Airlines
Tue 12/97:00 amJFK - OAK
1 stop9h 32mAlaska Airlines
Deal found 11/1$281
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1012:35 pmOAK - LGA
1 stop7h 20mSouthwest
Tue 12/169:10 amLGA - OAK
1 stop12h 30mSouthwest
Deal found 11/2$286
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:31 pmOAK - JFK
2 stops12h 55mAlaska Airlines
Sun 1/187:00 amJFK - OAK
1 stop12h 23mAlaska Airlines
Deal found 11/3$300
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.
Mon 11/178:03 pmOAK - JFK
1 stop8h 50mAlaska Airlines
Tue 11/1811:30 amJFK - OAK
1 stop10h 53mAlaska Airlines
Deal found 11/2$301
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Mon 11/178:03 pmOAK - JFK
1 stop8h 50mAlaska Airlines
Wed 11/197:00 amJFK - OAK
1 stop9h 55mAlaska Airlines
Deal found 11/4$303
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:40 amOAK - JFK
1 stop9h 49mAlaska Airlines
Sat 1/174:22 pmJFK - OAK
1 stop27h 01mAlaska Airlines
Deal found 11/3$305
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:03 pmOAK - JFK
1 stop8h 50mAlaska Airlines
Tue 11/1811:30 amJFK - OAK
1 stop10h 53mAlaska Airlines
Deal found 11/1$306
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.
Sat 12/65:55 amOAK - JFK
2 stops9h 50mDelta
Tue 12/94:30 pmJFK - OAK
2 stops10h 38mDelta
Deal found 11/3$307
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.
Fri 12/55:55 amOAK - BDL
2 stops12h 16mDelta
Sun 12/75:23 amBDL - OAK
2 stops9h 27mDelta
Deal found 11/2$307

Cheap flight deals from Oakland to Connecticut

Keep the following information in mind while searching for Oakland to Connecticut flight deals. Data was last updated November 4, 2025.

Round-trip from

$263
(Southwest)

One-way from

$106
(Southwest)

Popular in

November

Cheapest in

August

Average price

$615
From Oakland to Connecticut
Search Deals
One-way flight from Oakland to Connecticut
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 4, 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 - LGA

OAKLGA

Oakland

Fri 12/5

8:20 am-9:55 pm

1 stop10h 35m

New York LaGuardia

Thu 12/11

7:15 am-9:30 pm

2 stops17h 15m

$263

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Tue 11/18

8:03 pm-7:53 am

1 stop8h 50m

New York John F Kennedy Intl

Thu 12/4

4:00 pm-11:59 pm

1 stop10h 59m

$277

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Fri 1/16

6:30 am-5:30 pm

1 stop8h 00m

New York LaGuardia

Mon 1/19

6:05 am-1:30 pm

1 stop10h 25m

$282

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Sun 1/25

8:10 am-7:28 pm

1 stop8h 18m

New York John F Kennedy Intl

Sat 1/31

11:30 am-4:23 pm

1 stop31h 53m

$305

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Fri 1/23

8:10 am-7:28 pm

1 stop8h 18m

New York John F Kennedy Intl

Sat 1/31

11:30 am-4:23 pm

1 stop31h 53m

$305

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Sat 1/24

5:55 am-8:11 pm

2 stops11h 16m

Hartford Bradley Intl

Tue 1/27

4:55 pm-11:53 pm

2 stops9h 58m

$307

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 12/5

5:55 am-9:11 pm

2 stops12h 16m

Hartford Bradley Intl

Sun 12/7

5:23 am-11:50 am

2 stops9h 27m

$307

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 12/3

5:55 am-7:05 pm

2 stops10h 10m

New York LaGuardia

Tue 12/9

2:50 pm-12:08 am

2 stops12h 18m

$307

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 12/3

5:55 am-7:05 pm

2 stops10h 10m

New York LaGuardia

Wed 12/10

1:59 pm-12:08 am

2 stops13h 09m

$307

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Thu 11/27

5:55 am-7:42 pm

2 stops10h 47m

New York LaGuardia

Sat 12/6

12:10 pm-10:00 pm

2 stops12h 50m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

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 $190). Flying from Oakland, California to Connecticut in February is currently the most expensive (average of $375). 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 November 4, 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 November 4, 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
4,239 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,239 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 8h 50m. Fly via Southwest, Alaska Airlines, or Delta to get the fastest option. The distance from Oakland, California to Connecticut is about 2568 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $124. Alaska Airlines flights start at $152 while deals on Delta start at $154 one-way.

  • 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 $190). Flying from Oakland, California to Connecticut in February is currently the most expensive (average of $375). 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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$474FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$533FlexibilityNo cancel feeOn-time63%

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