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Connecticut

$120+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
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 February 23, 2026.

This Southwest deal was found by Cheapflights users on 2/20. 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 4/2011:55 pm
OAK
-
LGA
1 stop8h 25m
Southwest
Fri 4/246:00 am
LGA
-
OAK
1 stop9h 40m
Southwest
Deal found 2/20$239
This Southwest deal was found by Cheapflights users on 2/19. 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 4/98:55 pm
OAK
-
LGA
1 stop11h 55m
Southwest
Tue 4/147:15 am
LGA
-
OAK
1 stop9h 35m
Southwest
Deal found 2/19$244
This Southwest deal was found by Cheapflights users on 2/19. 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 3/249:00 am
OAK
-
LGA
2 stops10h 30m
Southwest
Wed 3/257:15 am
LGA
-
OAK
2 stops11h 20m
Southwest
Deal found 2/19$249
This Southwest deal was found by Cheapflights users on 2/21. 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 4/79:05 pm
OAK
-
LGA
2 stops14h 20m
Southwest
Tue 4/143:05 pm
LGA
-
OAK
2 stops10h 30m
Southwest
Deal found 2/21$255
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Tue 4/146:40 pm
OAK
-
JFK
1 stop9h 32m
Alaska Airlines
Wed 4/227:00 am
JFK
-
OAK
1 stop9h 15m
Alaska Airlines
Deal found 2/19$258
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 3/115:31 pm
OAK
-
JFK
1 stop10h 34m
Alaska Airlines
Tue 3/174:25 pm
JFK
-
OAK
1 stop9h 24m
Alaska Airlines
Deal found 2/20$268
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Tue 4/286:20 am
OAK
-
JFK
1 stop9h 51m
Alaska Airlines
Wed 5/67:00 am
JFK
-
OAK
1 stop9h 15m
Alaska Airlines
Deal found 2/20$277
This Southwest deal was found by Cheapflights users on 2/22. 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 4/85:50 am
OAK
-
LGA
1 stop6h 55m
Southwest
Wed 4/153:55 pm
LGA
-
OAK
1 stop10h 30m
Southwest
Deal found 2/22$277
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Tue 4/146:40 pm
OAK
-
JFK
1 stop9h 32m
Alaska Airlines
Fri 4/175:28 pm
JFK
-
OAK
1 stop18h 35m
Alaska Airlines
Deal found 2/20$278
This Alaska Airlines deal was found by Cheapflights users on 2/22. 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 4/146:40 pm
OAK
-
JFK
1 stop9h 32m
Alaska Airlines
Wed 5/67:00 am
JFK
-
OAK
1 stop9h 15m
Alaska Airlines
Deal found 2/22$279
This Southwest deal was found by Cheapflights users on 2/22. 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 4/85:50 am
OAK
-
LGA
1 stop6h 55m
Southwest
Mon 4/133:40 pm
LGA
-
OAK
1 stop11h 45m
Southwest
Deal found 2/22$282
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Tue 3/105:31 pm
OAK
-
JFK
1 stop10h 34m
Alaska Airlines
Fri 3/134:25 pm
JFK
-
OAK
1 stop10h 33m
Alaska Airlines
Deal found 2/20$288

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 February 23, 2026.

Round-trip from

$239
(Southwest)

One-way from

$120
(Southwest)

Popular in

November

Cheapest in

January

Average price

$441
From Oakland to Connecticut
Search Deals
One-way flight from Oakland to Connecticut
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 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 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 February 23, 2026.
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

Mon 4/20

11:55 pm-11:20 am

1 stop8h 25m

New York LaGuardia

Fri 4/24

6:00 am-12:40 pm

1 stop9h 40m

$239

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 3/24

9:40 am-11:15 pm

1 stop10h 35m

New York LaGuardia

Wed 3/25

11:00 am-6:55 pm

1 stop10h 55m

$239

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sat 4/25

5:40 am-4:15 pm

1 stop7h 35m

New York LaGuardia

Mon 4/27

3:40 pm-10:40 pm

2 stops10h 00m

$308

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sat 3/7

5:40 am-10:25 pm

1 stop13h 45m

New York LaGuardia

Tue 3/10

3:30 pm-11:20 pm

2 stops10h 50m

$318

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sat 5/2

5:10 pm-11:50 am

2 stops15h 40m

New York LaGuardia

Wed 5/6

7:15 am-4:00 pm

2 stops11h 45m

$319

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Fri 4/24

6:20 am-11:29 pm

1 stop14h 09m

Newark

Tue 4/28

3:30 pm-10:32 pm

1 stop10h 02m

$329

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Wed 4/22

6:46 am-11:29 pm

2 stops13h 43m

Newark

Tue 4/28

7:59 am-8:53 am

2 stops27h 54m

$339

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 3/17

5:50 am-3:55 pm

1 stop7h 05m

Hartford Bradley Intl

Tue 3/24

6:10 pm-11:40 pm

1 stop8h 30m

$345

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sat 4/11

7:35 pm-11:50 am

1 stop13h 15m

New York LaGuardia

Tue 4/14

6:00 am-12:35 pm

1 stop9h 35m

$346

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 4/7

7:40 am-7:25 pm

1 stop8h 45m

New York LaGuardia

Fri 4/10

6:55 am-6:20 pm

1 stop14h 25m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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 April is currently the most expensive (average of $299). 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.

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 February 23, 2026.
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
4,300 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
4,300 reviews
Southwest
8.0
Very good
4,300 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,236 reviews
Southwest
8.0
Very good
4,300 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

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 8h 24m. Fly via Southwest, Alaska Airlines, or Delta to get the fastest option. The distance from Oakland, California to Connecticut is about 2547 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 April is currently the most expensive (average of $299). 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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$233Average$378FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$498FlexibilityNo cancel feeOn-time63%

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