Connecticut

$66+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Aug 18 — Aug 251
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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 August 13, 2025.

Round-trip from

$188
(Priceline)

One-way from

$66
(CheapOair)

Popular in

November

Cheapest in

July

Average price

$418
From Oakland to Connecticut
One-way flight from Oakland to Connecticut
Highest demand for flights based on searches. 7% potential increase in price ($41 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 August 2025

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 August 13, 2025.

This Priceline deal was found by Cheapflights users on 8/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/132:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Wed 9/175:15 amEWR - OAK
2 stops11h 19mSpirit Airlines
Deal found 8/12$188
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/102:39 pmOAK - EWR
2 stops20h 12mSpirit Airlines
Wed 9/177:00 amEWR - OAK
1 stop9h 34mSpirit Airlines
Deal found 8/12$199
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 9/132:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Sat 9/206:59 amEWR - OAK
1 stop9h 35mSpirit Airlines
Deal found 8/10$200
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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.
Tue 9/92:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Wed 9/177:00 amEWR - OAK
1 stop9h 34mSpirit Airlines
Deal found 8/11$201
This Mytrip deal was found by Cheapflights users on 8/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/92:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Tue 9/165:15 amEWR - OAK
2 stops21h 17mSpirit Airlines
Deal found 8/10$206
This CheapOair deal was found by Cheapflights users on 8/10. 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.
Thu 9/42:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Wed 9/105:15 amEWR - OAK
2 stops11h 19mSpirit Airlines
Deal found 8/10$210
This CheapOair deal was found by Cheapflights users on 8/10. 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.
Fri 9/56:30 amOAK - EWR
2 stops24h 28mSpirit Airlines
Wed 9/105:15 amEWR - OAK
2 stops11h 19mSpirit Airlines
Deal found 8/10$211
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/310:44 amOAK - EWR
3 stops20h 14mSpirit Airlines
Tue 9/95:15 amEWR - OAK
2 stops11h 19mSpirit Airlines
Deal found 8/11$215
This Trip.com deal was found by Cheapflights users on 8/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/302:39 pmOAK - JFK
1 stop11h 51mMultiple Airlines
Sat 10/46:59 amJFK - OAK
1 stop9h 35mMultiple Airlines
Deal found 8/11$217
This CheapOair deal was found by Cheapflights users on 8/12. 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.
Wed 9/242:39 pmOAK - LGA
2 stops23h 51mSpirit Airlines
Tue 9/305:45 amLGA - OAK
2 stops20h 47mSpirit Airlines
Deal found 8/12$218
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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.
Thu 9/42:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Tue 9/97:00 amEWR - OAK
1 stop9h 34mSpirit Airlines
Deal found 8/11$218
This Trip.com deal was found by Cheapflights users on 8/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:39 pmOAK - JFK
1 stop11h 51mMultiple Airlines
Mon 10/66:59 amJFK - OAK
1 stop9h 35mMultiple Airlines
Deal found 8/11$219

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 August 13, 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

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Wed 9/10

2:39 pm-1:51 pm

2 stops20h 12m

Newark

Wed 9/17

7:00 am-1:34 pm

1 stop9h 34m

$198

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Mon 9/8

2:39 pm-5:54 am

1 stop12h 15m

Newark

Wed 9/10

5:15 am-1:34 pm

2 stops11h 19m

$210

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Thu 9/11

2:39 pm-5:54 am

1 stop12h 15m

Newark

Wed 9/17

5:15 am-1:34 pm

2 stops11h 19m

$210

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Thu 9/4

2:39 pm-5:54 am

1 stop12h 15m

Newark

Wed 9/10

5:15 am-1:34 pm

2 stops11h 19m

$210

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Mon 9/8

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Tue 9/16

5:45 am-11:32 pm

2 stops20h 47m

$218

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Mon 9/22

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Wed 9/24

5:45 am-11:32 pm

2 stops20h 47m

$218

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 9/23

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Tue 9/30

5:45 am-11:32 pm

2 stops20h 47m

$218

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 9/24

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Tue 9/30

5:45 am-11:32 pm

2 stops20h 47m

$218

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Mon 9/8

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Wed 9/10

5:45 am-11:32 pm

2 stops20h 47m

$218

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 9/9

2:39 pm-5:30 pm

2 stops23h 51m

New York LaGuardia

Tue 9/16

5:45 am-11:32 pm

2 stops20h 47m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

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, November is the cheapest month in which you can book a flight from Oakland, California to Connecticut (average of $287). Flying from Oakland, California to Connecticut in December is currently the most expensive (average of $351). 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 August 13, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Connecticut as you normally would.

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 August 13, 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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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.

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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.
8.0
Very good

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

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.

  • 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.

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

    Currently, November is the cheapest month in which you can book a flight from Oakland, California to Connecticut (average of $287). Flying from Oakland, California to Connecticut in December is currently the most expensive (average of $351). 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.

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 August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$474FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$376Average$516FlexibilityNo cancel feeOn-time63%

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