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Oakland

$58+ Cheap flights from Connecticut to Oakland, CA (OAK)

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.
BDL — OAK
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Connecticut to Oakland

Keep the following information in mind while searching for Connecticut to Oakland flight deals. Data was last updated July 31, 2025.

Round-trip from

$152
(Mytrip)

One-way from

$76
(CheapOair)
From Connecticut to Oakland
Search Deals
One-way flight from Connecticut to Oakland
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Find flight deals from Connecticut to Oakland

Cheapest flights from Connecticut to Oakland
Explore the most affordable flight options available from Connecticut to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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.
Sat 9/136:59 amEWR - OAK
1 stop9h 35mSpirit Airlines
Wed 9/172:39 pmOAK - EWR
1 stop12h 15mSpirit Airlines
Deal found 7/30$152
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Sat 9/1312:57 pmLGA - OAK
2 stops13h 35mSpirit Airlines
Wed 9/172:39 pmOAK - LGA
2 stops23h 51mSpirit Airlines
Deal found 7/30$159
This Trip.com deal was found by Cheapflights users on 7/28. 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 9/46:59 amJFK - OAK
1 stop19h 33mMultiple Airlines
Mon 9/86:00 amOAK - JFK
1 stop20h 30mMultiple Airlines
Deal found 7/28$227
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/86:10 amBDL - OAK
2 stops20h 22mSpirit Airlines
Thu 9/118:33 amOAK - BDL
2 stops9h 43mSpirit Airlines
Deal found 7/29$229
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/304:51 pmJFK - OAK
1 stop10h 08mHawaiian Airlines
Tue 11/46:30 amOAK - JFK
1 stop9h 59mHawaiian Airlines
Deal found 7/29$287
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 10/304:51 pmJFK - OAK
1 stop10h 08mAlaska Airlines
Mon 11/36:30 amOAK - JFK
1 stop9h 59mAlaska Airlines
Deal found 7/31$296
This Southwest deal was found by Cheapflights users on 7/30. 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 11/66:30 amBDL - OAK
1 stop11h 50mSouthwest
Mon 11/108:45 amOAK - BDL
1 stop6h 50mSouthwest
Deal found 7/30$298
This Delta deal was found by Cheapflights users on 7/31. 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 8/305:35 amBDL - OAK
2 stops9h 20mDelta
Sun 8/316:00 amOAK - BDL
2 stops11h 28mDelta
Deal found 7/31$307
This Delta deal was found by Cheapflights users on 7/28. 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 8/202:50 pmJFK - OAK
2 stops12h 00mDelta
Tue 8/266:00 amOAK - JFK
2 stops11h 29mDelta
Deal found 7/28$307
This Southwest deal was found by Cheapflights users on 7/30. 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 8/213:25 pmPVD - OAK
1 stop10h 45mSouthwest
Mon 8/255:35 amOAK - PVD
1 stop7h 20mSouthwest
Deal found 7/30$307
This Delta deal was found by Cheapflights users on 7/28. 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 8/207:45 amPVD - OAK
2 stops11h 31mDelta
Mon 8/254:58 pmOAK - PVD
2 stops15h 26mDelta
Deal found 7/28$409
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Mon 8/1111:15 amPVD - OAK
3 stops24h 13mMultiple Airlines
Thu 8/145:27 pmOAK - PVD
1 stop13h 45mMultiple Airlines
Deal found 7/31$447

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Oakland 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 July 31, 2025.
Use the filters below to find and compare flights from Connecticut to Oakland that are best for you.

Fly from

Connecticut

Fly to

Oakland

Route

Depart

Return

Price

NewarkOakland

EWR - OAK

EWROAK

Newark

Sat 9/13

6:59 am-1:34 pm

1 stop9h 35m

Oakland

Wed 9/17

2:39 pm-5:54 am

1 stop12h 15m

$152

New YorkOakland

LGA - OAK

LGAOAK

New York LaGuardia

Sat 9/13

12:57 pm-11:32 pm

2 stops13h 35m

Oakland

Wed 9/17

2:39 pm-5:30 pm

2 stops23h 51m

$159

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Thu 9/4

6:59 am-11:32 pm

1 stop19h 33m

Oakland

Mon 9/8

6:00 am-5:30 am

1 stop20h 30m

$227

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Mon 9/8

6:10 am-11:32 pm

2 stops20h 22m

Oakland

Thu 9/11

8:33 am-9:16 pm

2 stops9h 43m

$229

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Thu 10/30

4:51 pm-11:59 pm

1 stop10h 08m

Oakland

Tue 11/4

6:30 am-7:29 pm

1 stop9h 59m

$287

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Thu 10/30

4:51 pm-11:59 pm

1 stop10h 08m

Oakland

Mon 11/3

6:30 am-7:29 pm

1 stop9h 59m

$296

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 11/6

6:30 am-3:20 pm

1 stop11h 50m

Oakland

Mon 11/10

8:45 am-6:35 pm

1 stop6h 50m

$298

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Sat 8/30

5:35 am-11:55 am

2 stops9h 20m

Oakland

Sun 8/31

6:00 am-8:28 pm

2 stops11h 28m

$307

New YorkOakland

JFK - OAK

JFKOAK

New York John F Kennedy Intl

Wed 8/20

2:50 pm-11:50 pm

2 stops12h 00m

Oakland

Tue 8/26

6:00 am-8:29 pm

2 stops11h 29m

$307

ProvidenceOakland

PVD - OAK

PVDOAK

Providence-TFGreen

Thu 8/21

3:25 pm-11:10 pm

1 stop10h 45m

Oakland

Mon 8/25

5:35 am-3:55 pm

1 stop7h 20m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 27 results
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Best time to book a flight from Connecticut to Oakland

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

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

Currently, April is the cheapest month in which you can book a flight from Connecticut to Oakland, California (average of $183). Flying from Connecticut to Oakland, California in November is currently the most expensive (average of $259). 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 CT to OAK?

Find hourly flight availability from Connecticut to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

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

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated July 31, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Connecticut to Oakland have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
334 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

    Oakland (OAK) is the airport you will fly into if you book a flight from Connecticut to Oakland. It is only a 7.0 mi journey from Oakland (OAK) to Oakland’s city center.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $76. Users have also found prices from $126 and $128 on Southwest and Alaska Airlines, respectively.

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

    When deciding which route to take from Connecticut to Oakland, California consider Newark - Oakland, New York LaGuardia - Oakland or New York John F Kennedy Intl - Oakland as they are the most popular.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Connecticut to Oakland, California (average of $183). Flying from Connecticut to Oakland, California in November is currently the most expensive (average of $259). 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 Connecticut to Oakland

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

Discover the top 2 airlines that operate flights from Connecticut to Oakland. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$294Average$397FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$369Average$554FlexibilityNo cancel feeOn-time63%

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