Connecticut

$155+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Jul 25 — Aug 11
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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 June 25, 2026.

This CheapOair deal was found by Cheapflights users on 6/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:20 am
OAK
-
JFK
1 stop21h 16m
Alaska Airlines
Fri 11/134:00 pm
JFK
-
OAK
1 stop10h 27m
Alaska Airlines
Deal found 6/24$309
This Southwest deal was found by Cheapflights users on 6/25. 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 8/1811:55 pm
OAK
-
LGA
1 stop9h 40m
Southwest
Sat 8/229:40 am
LGA
-
OAK
1 stop9h 40m
Southwest
Deal found 6/25$309
This Delta deal was found by Cheapflights users on 6/23. 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.
Sat 10/171:15 pm
OAK
-
JFK
1 stop7h 36m
Delta
Sat 10/316:00 am
JFK
-
OAK
2 stops13h 32m
Delta
Deal found 6/23$314
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 8/185:30 am
OAK
-
LGA
2 stops8h 25m
Southwest
Wed 8/2610:15 am
LGA
-
OAK
1 stop10h 20m
Southwest
Deal found 6/22$314
This Delta deal was found by Cheapflights users on 6/25. 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 9/16:00 am
OAK
-
JFK
2 stops11h 25m
Delta
Wed 9/92:24 pm
JFK
-
OAK
2 stops12h 35m
Delta
Deal found 6/25$319
This Delta deal was found by Cheapflights users on 6/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:15 pm
OAK
-
JFK
1 stop7h 36m
Delta
Wed 11/116:30 am
JFK
-
OAK
1 stop8h 55m
Delta
Deal found 6/22$323
This Southwest deal was found by Cheapflights users on 6/25. 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 8/1211:55 pm
OAK
-
LGA
1 stop8h 30m
Southwest
Fri 8/215:55 pm
LGA
-
OAK
1 stop8h 10m
Southwest
Deal found 6/25$323
This Southwest deal was found by Cheapflights users on 6/22. 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.
Sun 8/911:55 pm
OAK
-
LGA
1 stop8h 30m
Southwest
Tue 8/182:00 pm
LGA
-
OAK
2 stops10h 20m
Southwest
Deal found 6/22$328
This CheapOair deal was found by Cheapflights users on 6/25. 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 11/33:04 pm
OAK
-
JFK
1 stop12h 32m
Alaska Airlines
Tue 11/105:29 pm
JFK
-
OAK
1 stop19h 07m
Alaska Airlines
Deal found 6/25$329
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:49 am
OAK
-
JFK
1 stop13h 07m
Alaska Airlines
Tue 8/2511:55 am
JFK
-
OAK
1 stop9h 17m
Alaska Airlines
Deal found 6/23$333
This Southwest deal was found by Cheapflights users on 6/23. 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.
Thu 10/15:05 am
OAK
-
LGA
2 stops9h 50m
Southwest
Tue 10/66:00 am
LGA
-
OAK
2 stops10h 35m
Southwest
Deal found 6/23$333
This CheapOair deal was found by Cheapflights users on 6/25. 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 10/2610:23 am
OAK
-
JFK
1 stop17h 13m
Alaska Airlines
Thu 10/294:00 pm
JFK
-
OAK
1 stop10h 08m
Alaska Airlines
Deal found 6/25$334

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 June 25, 2026.

Round-trip from

$309
(CheapOair)

One-way from

$155
(CheapOair)

Popular in

May

Cheapest in

January

Average price

$545
From Oakland to Connecticut
One-way flight from Oakland to Connecticut
Highest demand for flights based on searches. 10% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 25, 2026.
Use the filters below to find and compare flights from Oakland to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 8/25

11:55 pm-10:20 am

1 stop7h 25m

New York LaGuardia

Sat 8/29

6:00 am-10:35 am

1 stop7h 35m

$309

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 8/4

11:55 pm-12:35 pm

1 stop9h 40m

New York LaGuardia

Tue 8/11

6:55 am-1:55 pm

1 stop10h 00m

$309

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 9/9

11:10 am-10:35 pm

1 stop8h 25m

New York LaGuardia

Sat 9/12

8:20 am-5:45 pm

2 stops12h 25m

$314

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 8/11

11:55 pm-12:35 pm

1 stop9h 40m

New York LaGuardia

Fri 8/21

6:30 am-12:15 pm

1 stop8h 45m

$323

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Mon 12/7

7:10 pm-6:36 am

1 stop8h 26m

New York John F Kennedy Intl

Tue 12/8

10:00 am-6:28 pm

1 stop11h 28m

$328

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Thu 10/1

5:05 am-5:55 pm

2 stops9h 50m

New York LaGuardia

Tue 10/6

4:10 pm-10:00 pm

1 stop8h 50m

$328

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Thu 8/20

5:45 pm-11:45 am

2 stops15h 00m

New York LaGuardia

Tue 8/25

6:05 am-2:05 pm

1 stop11h 00m

$334

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Mon 8/24

8:25 am-8:20 pm

2 stops8h 55m

New York LaGuardia

Thu 8/27

12:30 pm-7:45 pm

1 stop10h 15m

$342

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sat 12/5

5:55 am-7:44 pm

2 stops10h 49m

New York LaGuardia

Fri 12/11

3:00 pm-11:56 pm

2 stops11h 56m

$344

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Tue 11/10

3:04 pm-4:49 pm

1 stop22h 45m

Newark

Sat 11/14

5:30 pm-11:27 pm

1 stop8h 57m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/21

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

How much does it cost to fly round-trip from Oakland, California to Connecticut?

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 June 25, 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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 7h 25m. Fly via Southwest, Alaska Airlines, 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?

  • 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.

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.

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 June 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$233Average$378FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$486FlexibilityNo cancel feeOn-time63%

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