I’ve Flown Seattle to New York 23 Times: Here’s What I’ve Learned About Finding Cheap Flights
So here’s the thing about Seattle to New York flights – I’ve probably obsessed over this route more than any sane person should. My sister moved to Brooklyn in 2018, and between visiting her, freelance work meetings, and that one time I convinced myself I could “do” Fashion Week on a budget (spoiler: I couldn’t, but that’s another story), I’ve flown this route 23 times. Twenty-three.
The first time I booked it, I paid $487 round trip and thought that was just… normal? Like, that’s what cross-country flights cost, right? Wrong. So wrong. My cheapest flight ever was $127 round trip during a JetBlue flash sale in January 2022, and I’ve consistently paid under $200 for the past two years once I figured out the system.
Look, I’m not going to pretend this route is as easy to hack as some shorter flights. Seattle to New York is a major corridor with decent competition, but it’s also one of those routes where prices can swing wildly based on absolutely everything – time of year, day of week, which airport you’re willing to fly into, and apparently the airline pricing algorithm’s mood that day.
The Airport Choice That Actually Matters
Let’s talk about something most guides gloss over: which New York airport you fly into makes a huge difference, both in price and sanity level. You’ve got three options – JFK, Newark, and LaGuardia – and they’re not created equal.
JFK is usually the cheapest option from Seattle. JetBlue dominates this route, and they’ve got multiple daily flights that regularly hit the $89-129 one-way range if you’re booking at the right time. I flew into JFK in March last year for $102 one way, and the flight was perfectly fine. The downside? Getting from JFK into Manhattan is kind of a production. The AirTrain plus subway takes about an hour, costs $11, and honestly by the time you’re hauling your bag up those subway stairs in Brooklyn, you’re questioning all your life choices.
Newark is my personal favorite, even though flights are usually $20-40 more expensive. The train into Penn Station is direct, takes 30 minutes, and costs $15.25. United and Alaska both fly this route, and I’ve found some solid deals – paid $156 round trip last September. Plus, Newark is just… easier to navigate than JFK. Smaller, less chaotic, and I’ve never missed a connection there, which is more than I can say for JFK.
LaGuardia is the wild card. Delta owns this route, and their prices are consistently the highest. I’ve only flown into LaGuardia twice because I literally couldn’t justify paying $100+ more just to be geographically closer to Manhattan. That said, if you’ve got Delta status or SkyMiles burning a hole in your pocket, the convenience factor is real – you’re only 8 miles from Midtown.
The Seasonal Price Swings Nobody Warns You About
I learned about seasonal pricing the hard way when I tried to surprise my sister for her birthday in October 2019. Paid $512 round trip because I didn’t realize October is peak “let’s visit New York for fall foliage and perfect weather” season. Meanwhile, I’d flown in February that same year for $178.
January through mid-March is absolutely the best time to find cheap flights. Everyone’s broke from the holidays, New York is freezing, and airlines are desperate to fill seats. I’ve consistently found round trips under $200 during this window. My $127 round trip was in late January, and I saw $89 one-way fares multiple times throughout February last year.
Summer is tricky. June can be okay if you book early – like, May or even April – but July and especially August get expensive fast. I paid $376 round trip in August 2021 because I waited too long to book. However, late August into early September has this weird sweet spot where prices drop again. Booked a Labor Day weekend trip last year for $198 round trip by searching in mid-July.
The absolute worst times? Thanksgiving week (obviously), the week between Christmas and New Year’s, and weirdly, mid-October. I don’t know what it is about October, but prices consistently spike. Fashion Week in September also drives up prices if your dates overlap, though that mostly affects JFK.
Fall is generally expensive until you hit November, when there’s this brief window before Thanksgiving where prices drop. I’ve found decent deals in early November – like $160-180 round trip – if you can travel before the holiday rush starts.
The Airline Breakdown: Who’s Actually Cheap
JetBlue is my go-to for this route, and I’m not just saying that because I have their credit card (though the free checked bag is nice). They fly Seattle to JFK multiple times daily, and their Mint class on the red-eye is actually affordable sometimes if you book way ahead – I got a Mint fare for $399 round trip once, which included lie-flat seats, meals, and free drinks. For a red-eye? Totally worth it.
Their standard economy fares regularly hit $89-129 one way during sales. Sign up for their email list because they do flash sales probably once a month, and Seattle-New York is almost always included. I’ve booked at least five trips during JetBlue sales. The catch is their basic Blue fare doesn’t include a carry-on anymore, which is annoying, but if you’re packing light, whatever.
Alaska is solid for Newark flights. Their pricing isn’t quite as aggressive as JetBlue’s, but they’re reliable and their Mileage Plan actually works for this route. I’ve earned two free flights to New York just from regular travel and their credit card spend. Their sweet spot seems to be around $140-160 one way, and they occasionally dip to $99 during sales.
Delta is the premium option for LaGuardia, and you pay for that proximity. Their lowest fares I’ve seen are around $180 one way, which is basically what everyone else charges for their good fares. I love Delta for other routes, but for Seattle-New York? Unless I’m using miles or someone else is paying, I skip them.
United flies to Newark and occasionally has competitive pricing, especially if you have status with them. I’ve booked with them maybe four times, usually when Alaska didn’t have good timing. Their basic economy is pretty bare-bones, but for a 5-hour flight, I can deal.
The Overnight Flight Strategy
Let me talk about red-eyes for a second, because this is where you can save serious money if you don’t mind feeling like a zombie the next day. The late-night departures – usually leaving Seattle between 10 PM and midnight – are consistently $30-70 cheaper than daytime flights.
I’ve taken the red-eye probably eight times now. It’s not glamorous. You arrive at JFK around 6-7 AM Eastern time, which means you’ve lost a night of sleep but gained a full day in New York. My strategy is always booking the red-eye outbound and a normal afternoon or evening flight returning. That way I only suffer through one night of terrible sleep.
The JetBlue red-eye is actually decent because even their regular economy seats have a bit more legroom than other carriers. I paid $97 for a red-eye in February that would’ve been $156 if I’d flown during the day. The trick is taking melatonin, wearing an eye mask, and accepting that you’ll feel slightly hungover when you land. But hey, coffee exists.
One thing though – don’t book a super early morning arrival if you need to be functional for something important that day. I made that mistake before a freelance client meeting in 2020. Landed at 6 AM, meeting was at 10 AM, and I was so out of it I forgot half my pitch. Not ideal.
Booking Windows and Price Tracking
The standard advice is to book 6-8 weeks out, but for Seattle to New York, I’ve found the real sweet spot is more like 7-10 weeks ahead. Prices start high at the 4-month mark, drop around 8-10 weeks out, then gradually climb again as you get closer to departure.
That said, I’ve also scored amazing last-minute deals. Got a $118 one-way flight booking just six days out last November because airlines were trying to fill seats before Thanksgiving week. But that’s definitely the exception, not the rule. Most of the time, waiting until the last minute means paying $300+ one way.
Google Flights is essential for this route. I set up price tracking with flexible dates, and I’ve probably saved over $1,000 just from getting alerts about price drops. The calendar view is clutch because sometimes flying out on a Wednesday instead of Thursday saves you $80, and you can see that instantly.
I also use Hopper, though honestly their predictions for this route are hit or miss. Where they’re useful is setting a “watch this trip” alert and getting notified when prices hit your target. I set mine at $150 round trip and get maybe two notifications a month that hit that threshold.
Going (formerly Scott’s Cheap Flights) has alerted me to maybe five really good Seattle-New York deals over the past two years. Their premium membership is $49/year, and if you’re flying cross-country even once a year, it pays for itself. They found that $127 round trip JetBlue fare I mentioned earlier.
The Points and Miles Game
Real talk: this route is expensive enough that using miles actually makes sense sometimes. I usually try to save my points for international flights, but I’ve redeemed Alaska miles for Seattle-New York twice when cash prices were crazy.
Alaska Mileage Plan is probably your best bet for this route. They partner with JetBlue, so you can book JetBlue flights using Alaska miles, and the redemption rate is reasonable – usually 12,500-17,500 miles one way for economy. I redeemed 30,000 miles for a round trip during Christmas 2022 when cash fares were over $600.
JetBlue’s TrueBlue program is straightforward, though their miles are worth less than Alaska’s. I’ve earned enough points from Seattle-New York flights alone to get a free one-way trip, which is pretty decent. Their credit card gives you 6 points per dollar on JetBlue purchases, so it adds up.
Delta SkyMiles are weird for this route because their pricing is dynamic and often doesn’t make sense. I’ve seen award flights requiring 35,000 miles one way when the cash price was $250. Meanwhile, I’ve also seen 15,000-mile awards when cash was $400, so it’s all over the place.
What I Do Every Single Time Now
My current system is pretty dialed in. About 8-10 weeks before I want to travel, I start checking prices across all airlines. I look at JFK primarily because JetBlue’s pricing is best, but I also check Newark with Alaska and United.
If I see round trips under $200, I seriously consider booking immediately. Under $180? I book without hesitation. I also keep an eye out for JetBlue sales, which happen somewhat predictably – they usually run a sale the first Tuesday of every month, and a bigger sale around major holidays.
For timing, I prefer red-eyes going east (saves money, gains a day) and afternoon/evening flights coming back (less exhausting). Tuesday, Wednesday, and Saturday are consistently the cheapest days to fly. Thursday and Sunday are the worst – sometimes $100+ more than flying a day earlier or later.
I also build in flexibility when possible. If I can shift my trip by a few days to save $100, I’ll do it. But I’ve also learned when to just pay up – if I need specific dates for my sister’s birthday or a work commitment, trying to save $50 isn’t worth the stress.
The big lesson I’ve learned after 23 flights is this: you can regularly fly Seattle to New York for under $200 round trip if you’re strategic about timing, flexible with dates, and willing to track prices consistently. Will you always find $127 miracle fares? No. But paying $400+ should be the exception, not the norm.
And honestly, after flying this route so many times, I’ve kind of become that annoying person who tells everyone their flight prices. My sister’s friends now text me asking for advice. I’ve created a monster, basically.
But if you take anything from this rambling guide, let it be this: sign up for JetBlue fare alerts, use Google Flights price tracking, and don’t assume the first price you see is the best you’ll find. This route is totally doable on a budget once you know where to look.
