HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Connecticut

$103+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oakland to Connecticut with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 septiembre 17, 2025.

Round-trip from

$238
(CheapOair)

One-way from

$103
(Southwest)

Popular in

November

Cheapest in

August

Average price

$403
From Oakland to Connecticut
Search Deals
One-way flight from Oakland to Connecticut
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 septiembre 17, 2025.

This CheapOair deal was found by Cheapflights users on 9/15. 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.
mar. 9/306:30 amOAK - EWR
2 stops13h 36mSpirit Airlines
mié. 10/110:55 amEWR - OAK
2 stops15h 37mSpirit Airlines
Deal found 9/15$238
This Booking.com deal was found by Cheapflights users on 9/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/236:30 amOAK - EWR
2 stops13h 36mSpirit Airlines
mié. 10/110:55 amEWR - OAK
2 stops15h 37mSpirit Airlines
Deal found 9/17$246
This Southwest deal was found by Cheapflights users on 9/15. 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.
sáb. 10/181:10 pmOAK - LGA
1 stop7h 05mSouthwest
mié. 10/2211:40 amLGA - OAK
1 stop10h 10mSouthwest
Deal found 9/15$257
This Southwest deal was found by Cheapflights users on 9/14. 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.
sáb. 11/85:45 amOAK - LGA
1 stop13h 35mSouthwest
mar. 11/116:30 amLGA - OAK
1 stop10h 35mSouthwest
Deal found 9/14$262
This Southwest deal was found by Cheapflights users on 9/16. 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.
mar. 9/3010:30 amOAK - LGA
2 stops9h 20mSouthwest
mar. 10/77:20 amLGA - OAK
2 stops10h 10mSouthwest
Deal found 9/16$266
This Southwest deal was found by Cheapflights users on 9/16. 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.
mar. 10/147:00 amOAK - LGA
2 stops11h 10mSouthwest
mar. 10/287:20 amLGA - OAK
2 stops10h 10mSouthwest
Deal found 9/16$267
This Southwest deal was found by Cheapflights users on 9/15. 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.
mié. 10/156:15 amOAK - LGA
2 stops13h 10mSouthwest
mar. 10/217:20 amLGA - OAK
1 stop10h 35mSouthwest
Deal found 9/15$268
This Southwest deal was found by Cheapflights users on 9/15. 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.
sáb. 10/117:45 amOAK - LGA
1 stop11h 55mSouthwest
mar. 10/149:00 amLGA - OAK
2 stops13h 50mSouthwest
Deal found 9/15$273
This CheapOair deal was found by Cheapflights users on 9/15. 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.
mar. 9/306:30 amOAK - LGA
2 stops13h 08mSpirit Airlines
mié. 10/110:59 amLGA - OAK
2 stops15h 33mSpirit Airlines
Deal found 9/15$275
This Trip.com deal was found by Cheapflights users on 9/17. 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.
mié. 9/246:30 amOAK - JFK
1 stop20h 00mMultiple Airlines
mar. 9/306:59 amJFK - OAK
1 stop19h 33mMultiple Airlines
Deal found 9/17$277
This CheapOair deal was found by Cheapflights users on 9/15. 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.
mié. 9/2410:56 amOAK - EWR
2 stops15h 58mSpirit Airlines
mar. 9/3010:55 amEWR - OAK
2 stops15h 37mSpirit Airlines
Deal found 9/15$283
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
sáb. 10/256:40 amOAK - JFK
1 stop9h 44mAlaska Airlines
mié. 10/297:00 amJFK - OAK
1 stop9h 55mAlaska Airlines
Deal found 9/15$287

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 septiembre 17, 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

dom. 11/2

8:55 pm-9:00 am

2 stops9h 05m

New York LaGuardia

vie. 11/7

5:55 pm-12:10 am

1 stop9h 15m

$262

OaklandNew York

OAK - LGA

OAKLGA

Oakland

vie. 11/14

5:25 am-5:50 pm

1 stop9h 25m

New York LaGuardia

mar. 11/18

11:15 am-9:30 pm

2 stops13h 15m

$262

OaklandNew York

OAK - LGA

OAKLGA

Oakland

mar. 10/14

5:20 am-5:10 pm

1 stop8h 50m

New York LaGuardia

mar. 10/28

11:10 am-7:45 pm

2 stops11h 35m

$262

OaklandNew York

OAK - LGA

OAKLGA

Oakland

sáb. 11/1

9:05 am-8:55 pm

1 stop8h 50m

New York LaGuardia

vie. 11/7

2:00 pm-11:15 pm

2 stops12h 15m

$262

OaklandNew York

OAK - LGA

OAKLGA

Oakland

sáb. 10/11

7:45 am-10:40 pm

1 stop11h 55m

New York LaGuardia

mar. 10/14

9:00 am-7:50 pm

2 stops13h 50m

$273

OaklandNew York

OAK - LGA

OAKLGA

Oakland

mié. 10/15

6:15 am-10:25 pm

2 stops13h 10m

New York LaGuardia

mar. 10/21

11:40 am-7:50 pm

2 stops11h 10m

$273

OaklandNew York

OAK - LGA

OAKLGA

Oakland

mié. 2/4

8:30 pm-9:10 am

2 stops9h 40m

New York LaGuardia

lun. 2/9

9:45 am-6:30 pm

2 stops11h 45m

$298

OaklandHartford

OAK - BDL

OAKBDL

Oakland

mié. 10/22

5:50 am-4:15 pm

1 stop7h 25m

Hartford Bradley Intl

mar. 10/28

4:15 pm-11:00 pm

2 stops9h 45m

$306

OaklandHartford

OAK - BDL

OAKBDL

Oakland

mar. 11/11

4:51 pm-11:15 am

2 stops15h 24m

Hartford Bradley Intl

sáb. 11/15

9:55 am-9:39 pm

2 stops14h 44m

$307

OaklandNew York

OAK - LGA

OAKLGA

Oakland

sáb. 10/25

5:55 am-9:55 pm

2 stops13h 00m

New York LaGuardia

mar. 10/28

3:59 pm-11:53 pm

2 stops10h 54m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 60 results
1
2
3
...
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

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 septiembre 17, 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 septiembre 17, 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
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

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 9h 05m. Fly via Southwest, Delta, or Alaska Airlines 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 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 $103. Alaska Airlines flights start at $129 while deals on Spirit Airlines start at $133 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, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oakland to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Seattle flights
Los Angeles to Newark flights
Los Angeles to LaGuardia flights
Los Angeles to San Francisco flights
San Francisco to Las Vegas flights
Los Angeles to Honolulu flights
San Francisco to Newark flights
Ontario to Seattle flights
Los Angeles to O'Hare Intl flights
San Francisco to Los Angeles flights
Los Angeles to Las Vegas flights
Los Angeles to Dallas/Fort Worth flights
Ontario to John F Kennedy Intl flights
San Francisco to Seattle flights
San Francisco to LaGuardia flights
Santa Ana to Las Vegas flights
San Francisco to Dallas/Fort Worth flights
San Francisco to O'Hare Intl flights
Burbank to Las Vegas flights
Ontario to San Francisco flights
Los Angeles to Boston flights
San Francisco to Ontario flights
San Francisco to Santa Ana flights
San Francisco to Honolulu flights
San Jose to Los Angeles flights
Los Angeles to Reagan-National flights
Los Angeles to Orlando flights
Santa Ana to Newark flights
San Jose to Las Vegas flights
Los Angeles to Miami flights
Burbank to Newark flights
Los Angeles to San Jose flights
Ontario to Newark flights
San Jose to Seattle flights
Los Angeles to Denver flights
Santa Ana to Seattle flights
Ontario to Dallas/Fort Worth flights
Ontario to O'Hare Intl flights
Ontario to Las Vegas flights
Oakland to Las Vegas flights
San Francisco to Sky Harbor Intl flights
San Diego to John F Kennedy Intl flights
San Francisco to Boston flights
Santa Ana to LaGuardia flights
Los Angeles to Dulles Intl flights
Los Angeles to Portland flights
Santa Ana to Dallas/Fort Worth flights
Santa Ana to San Francisco flights

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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$474FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$551FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.