$153 Find Cheap Flights from Oakland to Pennsylvania - Compare and Save

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Cheap Flights from Oakland to Pennsylvania

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Philadelphia
Philadelphia1 stop$396
Pittsburgh
Pittsburgh1 stop$374
Allentown
Allentown2 stops$627
New York
New York1 stop$307
Philadelphia
Philadelphia1 stop$396
Pittsburgh
Pittsburgh1 stop$374
Allentown
Allentown2 stops$627
New York
New York1 stop$307
Booking Insights

Price, demand and travel trends for Oakland to Pennsylvania flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Oakland to Pennsylvania recently?

The cheapest fares from Oakland to Pennsylvania on KAYAK in the last week were to Pittsburgh (PIT) from $374 round-trip and to Philadelphia (PHL) from $396 round-trip.

How do fares into airports in Pennsylvania compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Pennsylvania from Oakland are:

• Pittsburgh (PIT) (avg. price $420)
• Philadelphia (PHL) (avg. price $547)

Are flights from Oakland to Pennsylvania cheaper or more expensive than last year?

Fares from Oakland to Pennsylvania are about 24% lower than they were in November last year, averaging $408 round-trip.

What's the cheapest month to fly from Oakland to Pennsylvania?

October is typically the cheapest month to fly from Oakland to Pennsylvania, with round-trip fares averaging $377. November and May are usually the most expensive, averaging $768 and $551, respectively.

How do fares from Oakland to Pennsylvania vary by day of the week?

On average, Monday is the cheapest day to fly from Oakland to Pennsylvania and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 33% more expensive to fly on a Sunday compared to Monday.

What's the best time of day to fly from Oakland to Pennsylvania?

It's cheapest to fly to Pennsylvania in the evening with average prices of $348. The afternoon is the most expensive time to fly, with average prices of $546.

Key details for Oakland to Pennsylvania flights

Low season

January

Cheapest flight

$153
Beat the crowds with an average 48% drop in travelers.
The most popular month to fly with an average 52% increase in travelers.
One-way flight from Oakland to Philadelphia

Your Oakland to Pennsylvania flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Oakland to Pennsylvania?

    Yes. Fares from Oakland to Pennsylvania are low right now. As a rule of thumb, a round-trip under $389 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Oakland to Pennsylvania?

    Over the past 12 months, round-trip fares from Oakland to Pennsylvania have typically cost between $389 and $593.

  • What are the main airports serving Pennsylvania?

    There are 25 airports in Pennsylvania. 58% of KAYAK users choose Philadelphia (PHL) as their arrival airport, while 42% choose Pittsburgh (PIT).

  • Which airlines fly nonstop from Oakland to Pennsylvania?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Oakland to Pennsylvania. One-stop options include Southwest and Frontier.

  • Which destinations in Pennsylvania can I fly nonstop from Oakland?

    Based on the flight schedule for the next 3 months, there are no nonstop flights from Oakland to Pennsylvania. The most popular destination you can reach with one stop is Philadelphia.

  • Which cabin classes are available from Oakland to Pennsylvania?

    On flights from Oakland to Pennsylvania you can book Economy Class or First Class.

  • What are some popular landmarks around Pennsylvania?

    Pennsylvania is home to many popular sights. KAYAK travelers' favorites include:

    • Philadelphia Convention Center
    • PNC Ballpark
    • Rittenhouse Square
    • Philadelphia Stadium

Your guide to booking Oakland to Pennsylvania flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in October to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Monday to get the cheapest fares. Avoid Sunday flights, which are about 33% more expensive.
  • If you're watching your budget, fly into Pittsburgh (PIT) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Philadelphia, the most popular destination in Pennsylvania. From there, it's easy to continue on to other popular spots such as Pittsburgh, Lancaster and Erie.

Reviews of the top airlines flying from Oakland to Pennsylvania

 
Need help choosing which airline to fly with from Oakland to Pennsylvania? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4220 reviews
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

6.0 GoodChris, Oct 2026
Read more Southwest reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

Flight boarded 2.5 hours late (my second southwest flight of the day with late departure), the gate agent was grumpy and unhelpful. Said she was "tired so we aren't going to follow normal boarding order". No complaints about the actual flight crew.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

The main issue was the quantity of the drink. The hostess gave only half cup full of the soft drink. I was thirsty and was expecting full glass like every other time.

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

The crew was excellent but the entertainment did not work. The 3mm jack for the headphones was faulty and no sound was available for entertainment.

Very aggressive at the boarding area of only allowing one person passed a line/ sign

We were delayed so pilots can rest and had no WiFi the whole trip. First class seats are small compared to other planes

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Delayed. Hot. Passenger next to me was so large I couldn’t move.

2+hrs delay without any reason provided and a cramped flight

Originally, I was booked in economy. I paid several hundred additional dollars to upgrade to first class. Then I paid several more hundred dollars to change my flight to a slightly earlier flight. I asked if the changed flight would also seat me in first class, and I was told that it would. When I boarded the plane, however, I was seated in economy. So, I paid $500-600 more than I paid for my original ticket for an upgrade and a changed flight - received the changed flight (which was nice), but did not receive the upgrade. So, I was not completely satisfied.

More options for your flight from Oakland to Pennsylvania

Complete your trip to Pennsylvania with a hotel stay or car rental