Pennsylvania

$133+ Cheap flights from Oakland, CA (OAK) to Pennsylvania

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PHL
May 11 — May 181
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Cheap flight deals from Oakland to Pennsylvania

Cheapest flights from Oakland to Pennsylvania
Explore the most affordable flight options available from Oakland to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.

This Southwest deal was found by Cheapflights users on 4/8. 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 5/67:40 am
OAK
-
LGA
1 stop8h 45m
Southwest
Wed 5/135:45 pm
LGA
-
OAK
1 stop8h 40m
Southwest
Deal found 4/8$265
This Southwest deal was found by Cheapflights users on 4/7. 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 4/298:50 am
OAK
-
LGA
1 stop8h 55m
Southwest
Fri 5/15:50 pm
LGA
-
OAK
1 stop9h 35m
Southwest
Deal found 4/7$282
This Southwest deal was found by Cheapflights users on 4/7. 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 5/1111:55 pm
OAK
-
LGA
1 stop9h 40m
Southwest
Wed 5/137:15 am
LGA
-
OAK
1 stop9h 35m
Southwest
Deal found 4/7$285
This Southwest deal was found by Cheapflights users on 4/8. 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.
Fri 5/111:15 am
OAK
-
LGA
1 stop8h 35m
Southwest
Tue 5/127:15 am
LGA
-
OAK
2 stops11h 45m
Southwest
Deal found 4/8$287
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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 5/67:19 pm
OAK
-
JFK
1 stop7h 44m
Alaska Airlines
Thu 5/79:35 am
JFK
-
OAK
1 stop11h 40m
Alaska Airlines
Deal found 4/7$291
This CheapOair deal was found by Cheapflights users on 4/6. 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 5/286:02 am
OAK
-
JFK
1 stop21h 15m
Alaska Airlines
Fri 6/54:41 pm
JFK
-
OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/6$292
This Southwest deal was found by Cheapflights users on 4/6. 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 5/2811:55 pm
OAK
-
LGA
1 stop8h 20m
Southwest
Tue 6/23:55 pm
LGA
-
OAK
1 stop10h 30m
Southwest
Deal found 4/6$292
This Southwest deal was found by Cheapflights users on 4/6. 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.
Fri 5/2911:00 am
OAK
-
LGA
1 stop8h 15m
Southwest
Mon 6/15:50 pm
LGA
-
OAK
1 stop9h 35m
Southwest
Deal found 4/6$293
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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 5/510:57 am
OAK
-
JFK
1 stop25h 32m
Alaska Airlines
Tue 5/129:35 am
JFK
-
OAK
1 stop12h 04m
Alaska Airlines
Deal found 4/7$297
This Southwest deal was found by Cheapflights users on 4/6. 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 5/247:00 am
OAK
-
LGA
1 stop12h 20m
Southwest
Tue 6/23:55 pm
LGA
-
OAK
1 stop10h 30m
Southwest
Deal found 4/6$297
This Southwest deal was found by Cheapflights users on 4/7. 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 5/1011:55 pm
OAK
-
LGA
1 stop9h 50m
Southwest
Tue 5/125:45 pm
LGA
-
OAK
1 stop8h 40m
Southwest
Deal found 4/7$298
This Southwest deal was found by Cheapflights users on 4/7. 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 5/1011:55 pm
OAK
-
LGA
1 stop9h 50m
Southwest
Fri 5/155:50 pm
LGA
-
OAK
1 stop9h 35m
Southwest
Deal found 4/7$299

Find flight deals from Oakland to Pennsylvania

Keep the following information in mind while searching for Oakland to Pennsylvania flight deals. Data was last updated April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Southwest)

One-way from

$133
(Southwest)

Popular in

December

Cheapest in

February

Average price

$428
Provider with most accurate pricing for San Francisco-Philadelphia flight deals.
Provider most trusted by Cheapflights users for San Francisco-Philadelphia flights.
From Oakland to Pennsylvania
One-way flight from Oakland to Pennsylvania
Highest demand for flights based on searches. 9% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Pennsylvania 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 April 11, 2026.
Use the filters below to find and compare flights from Oakland to Pennsylvania that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 4/29

8:50 am-8:45 pm

1 stop8h 55m

New York LaGuardia

Fri 5/1

5:50 pm-12:25 am

1 stop9h 35m

$282

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 5/5

11:55 pm-12:35 pm

1 stop9h 40m

New York LaGuardia

Tue 5/12

12:35 pm-9:45 pm

1 stop12h 10m

$302

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sun 5/24

7:00 am-10:20 pm

1 stop12h 20m

New York LaGuardia

Tue 6/2

8:30 am-6:05 pm

2 stops12h 35m

$303

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 6/3

5:45 am-9:25 pm

2 stops12h 40m

New York LaGuardia

Tue 6/9

3:25 pm-11:20 pm

2 stops10h 55m

$313

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 5/6

5:45 am-9:25 pm

2 stops12h 40m

New York LaGuardia

Wed 5/13

10:55 am-8:20 pm

2 stops12h 25m

$313
Quickest round-trip

OaklandPittsburgh

OAK - PIT

OAKPIT

Oakland

Mon 6/1

11:55 pm-10:15 am

1 stop7h 20m

Pittsburgh

Thu 6/4

3:25 pm-7:55 pm

1 stop7h 30m

$333

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Tue 5/5

6:20 am-7:11 pm

1 stop9h 51m

New York John F Kennedy Intl

Mon 5/11

4:46 pm-10:23 pm

1 stop8h 37m

$337

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Sun 5/24

6:02 am-6:17 am

1 stop21h 15m

New York John F Kennedy Intl

Mon 6/1

4:41 pm-11:50 pm

1 stop10h 09m

$337

OaklandPhiladelphia

OAK - PHL

OAKPHL

Oakland

Thu 5/28

5:05 pm-6:10 am

1 stop10h 05m

Philadelphia

Tue 6/2

5:18 pm-11:57 pm

2 stops9h 39m

$347

OaklandPittsburgh

OAK - PIT

OAKPIT

Oakland

Sun 5/31

2:35 pm-1:15 am

1 stop7h 40m

Pittsburgh

Thu 6/4

1:10 pm-7:35 pm

2 stops9h 25m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/6

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oakland to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania 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 Pennsylvania

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

Currently, May is the cheapest month in which you can book a flight from Oakland, California to Pennsylvania (average of $127). Flying from Oakland, California to Pennsylvania in March is currently the most expensive (average of $289). 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.

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

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. 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 Pennsylvania. Reviews last updated April 11, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Oakland to Pennsylvania to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

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.

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

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.

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

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.

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

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.

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

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 Pennsylvania. 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 Pennsylvania?

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

  • How long is the flight from Oakland, California to Pennsylvania?

    Southwest, Alaska Airlines, and Delta can get you from Oakland, California to Pennsylvania in just under 7h 44m. Your travel time can differ by up to 2h 51m. Oakland, California and Pennsylvania are separated by a distance of 2568 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $73. Users have also found prices from $148 and $148 on Alaska Airlines and Delta, respectively.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Pennsylvania 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 Pennsylvania?

    Currently, May is the cheapest month in which you can book a flight from Oakland, California to Pennsylvania (average of $127). Flying from Oakland, California to Pennsylvania in March is currently the most expensive (average of $289). 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 Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Oakland to Pennsylvania

Discover the top 4 airlines that operate flights from Oakland to Pennsylvania. 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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$256FlexibilityNo cancel feeOn-time65%
DeltaCheapest$256Average$393FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$282Average$424FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$389Average$389FlexibilityNo cancel feeOn-time69%

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