How to Score Cheap Flights to Philadelphia: My 7 Go To Booking Hacks

I’ll share my personal Boston → Philadelphia booking story—complete with airline, fare class, seat experience, pricing, and platform details—plus four other recommended flight options, the specific airports involved, cost-saving strategies, and practical tips all in first person. I write this from my laptop at Boston Logan (BOS), preparing for yet another Philly adventure.
✈️ My Flight Story: Boston Logan (BOS) → Philadelphia International (PHL) on Delta Shuttle (Economy Class)
I booked a mid week one way economy ticket on Delta Air Lines Flight DL3451, part of the Delta Shuttle service. I flew basic economy, a streamlined fare with seat selection restrictions but ideal for minimal baggage and short domestic hops.
Booking & Fare
I discovered the fare via Expedia, priced at $89 for one way from BOS to PHL. I opted to buy just a one way ticket because I was flexible on return date—this allowed me to mix and match fares. The fare rules prohibited seat selection until check in and did not include checked luggage.
Airport & Boarding
At Boston Logan International Airport (BOS), I arrived early. For Delta Shuttle passengers, a dedicated gate and priority TSA line made the experience smoother—part of the Shuttle perks. Boarding was quick, and offered complimentary snacks and beverages; I chose the economy snack box and a cup of juice.
In Flight Experience
Seated in economy (row 12), the legroom was about average—enough for my 5’10” frame. The seatbelt sign dimmed after take off, and the flight attendant passed through with water and a premium snack box nicer than I expected. The flight was smooth and quiet: Boston sunset views, followed by Philadelphia landing in under 1 hour 40 minutes (typical for the route).
Cost & Value
Total cost: $89, including taxes. No baggage fees since I only had a personal item. Airline miles (Delta SkyMiles) added value. I felt savvy and unburdened by extras. Delta Shuttle service—economy class heels with business-level boarding efficiency—made me feel valued, even on a budget fare.
Pros & Cons
Pros:
• Delta Shuttle perks: priority security, lounge like waiting area, drinks/snacks
• Direct, fast flight (~1h40m)
• Good value at $89
Cons:
• No seat assignment in advance (basic economy)
• No overhead bin access until boarding
• No checked bag included

💡 7 Go To Booking Hacks
Hack 1: Book Mid Week & in August or September
According to fare data, flights BOS→PHL are cheapest in August/September (often $45–70 one way) and booking on a Thursday or Sunday can save up to 16% over flying on Sunday.
Hack 2: Use Flexible Dates & Price Alerts
Platforms like Kayak and Cheapflights let you monitor price drops—this helped me book the $89 fare via Expedia on a Wednesday through a price alert I set via their app.
Hack 3: Mix Airlines Outbound and Return (Hacker Fare)
Booking one way tickets with different airlines—e.g. outgoing Frontier, return JetBlue—can yield better savings than round trip fares. This “Hacker Fare” tactic sometimes beat round trip bundled pricing by $30–50.
Hack 4: Choose Basic Economy Carefully
Basic economy is cheapest but comes with restrictions: no seat selection, no cancellations, obscure boarding order. If you travel light and don’t mind check in seating assignment, it’s fine—and I saved $60 compared to main economy.
Hack 5: Leverage Loyalty & Discount Perks
MA residents, senior/disability travelers, or AAA members sometimes get additional discounts on Expedia or directly via Frontier promotions—I’ve saved up to $10 round trip using these status discounts.
Hack 6: Book 40 Days in Advance
Data shows ideal booking window is ~40 days before travel—I followed this timeline and secured that $89 fare; booking earlier or later often raised the price sharply.
Hack 7: Consider Southwest for Flexibility
Southwest offers fares starting at $89 one way, includes checked bags and free same day standby. On a non peak Friday I found Southwest offers attractive flexibility with a higher total package value.

✈️ Four More Recommended Flights BOS → PHL
Here are four good flight options, price-competitive, with brief details:

  1. JetBlue Basic Economy – Flight B6 2917, BOS departing 8:15 AM, arriving Philadelphia 9:55 AM. Often priced from $70 one-way in early September. Comfortable seats, free Wi Fi. Good if you want early arrival.
  2. Frontier Airlines Ultra Low Fare – e.g. F9 687, BOS → PHL late afternoon, with fares from $45–60 one way in special deals. Bare bones but extremely affordable; carry on fees apply.
  3. Delta Main Cabin – e.g. DL 6591, mid morning departure; fully refundable economy priced near $120–130 round trip. Includes seat selection and snack service. Ideal if you want extra flexibility.
  4. American Airlines Economy – e.g. AA 3574, afternoon flight; round trip as low as $100–117 in fall promotions. Reliable and often runs promotions for graduates or students.

🛫 Airport Info & Ground Transport
Boston Logan International Airport (BOS)
• Located ~3 miles from downtown Boston; ride-share takes ~10 mins, the MBTA Silver Line bus to South Station ~25 mins.
• Multiple terminals for major carriers; security efficient, particularly for Shuttle flyers using priority lanes.
Philadelphia International Airport (PHL)
• ~7 miles from City Center; accessible via SEPTA Airport Line rail service: stations at all terminals, trains to 30th Street Station (~25 min ride).
• Rental cars available with transit shuttle buses; taxis and ride share widespread. Regional Rail and bus access also available.

✍️ My Personal Takeaway
Flying low-cost doesn’t mean sacrificing comfort. My Delta basic economy experience on the Shuttle was efficient and surprisingly pleasant—quick security, free snack box, clean cabin, and lounge-like boarding. It affirmed that economy class can still deliver decently if planned smartly.
The JetBlue flight I later took included Wi Fi—great for finishing itineraries mid-air. Frontier’s minimal fare was nerve wracking but ideal for day trips carrying only a backpack. AA and Delta’s refundable and more flexible options have their place too, particularly if plans might change.
If you’re flexible with dates, pack light, check mid week and early fall travel windows, set fare alerts, and consider mixing airlines one way, you can often fly BOS→PHL round trip for under $120. That’s great value for a comfortable, fast (~1hr 35m) journey between two historic American cities.

✅ Final Tips
• Always use price tracking tools (Kayak, Cheapflights, Expedia), and enable flexible date search.
• Book on Thursday or Sunday for best fares; travel Tuesday–Thursday if possible.
• Check alternate airports sometimes (e.g. PNE in PA) if driving—occasionally fares differ slightly.
• Bring only a personal item to avoid extra fees on basic economy.
• Arrive BOS early if you choose Delta Shuttle or JetBlue to benefit from expedited lanes.
• On arrival at PHL, use the SEPTA rail line for reliable, city center access.

❤️ Why It Matters
For many travelers, flights are simply a means to an end—a noisy, cramped few hours of transportation you tolerate just to get somewhere. But after more than a decade of exploring the world professionally, I’ve come to view flying as part of the experience itself, and finding affordable ways to travel—without feeling like you’re compromising your comfort or dignity—is an empowering skill. Especially when you’re flying to a city as rich in character and history as Philadelphia.
Boston and Philadelphia are two of America’s cornerstone cities—where revolutions began, documents were signed, and ideas were born. Getting between them shouldn’t feel like a burden or a budget-buster. I’ve now made the trip more than fifteen times in the past few years, and every flight feels like a little ritual: arriving at Logan early with a coffee in hand, watching the sun come up over the tarmac, seeing the Charles River shrink away below the wing, and then descending into the skyline of a city where cobblestones meet murals and hoagies meet haute cuisine.
That first time I scored a sub-$90 Delta Shuttle fare, I was genuinely surprised at how much value I got—boarding was breezy, the snacks were thoughtful, and I arrived in Philly relaxed and on time, ready to explore Fishtown’s cafes or stroll along the Schuylkill River Trail. I wasn’t jetlagged, I wasn’t frustrated, and I hadn’t overpaid. In fact, that trip turned out to be one of my most productive: I booked my hotel at Sonder in Rittenhouse Square on a last-minute deal, walked the Italian Market in the morning, and saw a local jazz quartet play under string lights in South Street by night. All because the flight didn’t exhaust me—or my wallet.
Over time, I’ve learned that getting the flight right—booking smart, being flexible, knowing the tools—isn’t just about money. It sets the tone for your trip. You land with more energy, more optimism, more bandwidth to savor the places you visit. It also frees you from travel anxiety, because you know you didn’t overpay or miss better options.
And here’s the beautiful thing: These hacks and tricks aren’t reserved for elite travelers. Anyone can do this. You don’t need airline status or a platinum Amex card—just a bit of planning, a flexible mindset, and a willingness to experiment. Set price alerts. Check mid-week departures. Embrace one-way flights. Use incognito mode when searching. Mix and match carriers. Be open to early morning or late-night departures. The savings—and the adventure—await.
One of my favorite things to do now when I’m helping clients or friends book flights is to teach them how to look for hidden opportunities in plain sight. There’s joy in outsmarting the system, in finding that secret $59 fare when everyone else is paying $150. And when you get that confirmation email with the words “You just saved $82 on this flight,” trust me—it feels like winning a small travel lottery.
So why does it matter? Because travel is freedom. And the less you spend on getting there, the more you have to spend on what really matters—experiences. A museum ticket. A plate of spicy chicken from Reading Terminal Market. An Uber to the Rocky Steps. Or even just a better hotel bed.
In the end, flying cheap isn’t just about saving money. It’s about reclaiming the travel experience—making it smarter, more joyful, and accessible. That first smooth, affordable hop from Boston to Philadelphia opened a door for me—not just geographically, but mentally. It reminded me that travel doesn’t have to be stressful or expensive to be enriching.
So the next time you’re planning a trip, especially between two iconic American cities like Boston and Philadelphia, don’t just book the first flight you see. Use the tricks. Hunt the deals. Fly smart. And then land ready—to eat, to wander, to connect, and to discover something unforgettable.
Because that, my friend, is what travel is really about.

Leave a Reply

Your email address will not be published. Required fields are marked *