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Southwest officially enters red-eye era with 5 overnight flights; more to come

Feb. 14, 2025
7 min read
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Late each night, scores of flights take off from U.S. West Coast airports, landing on the East Coast early the following morning. Many more jets make late-night departures to fly overnight from Hawaii and Alaska to the U.S. mainland, and from the U.S. to far-flung cities overseas — including the vast majority of planes headed to Europe.

In fact, “red-eye flights” — aptly named for the fatigue they inspire — are a ubiquitous part of the daily flying schedule for most of the large U.S. airlines.

A glaring exception: Southwest Airlines, the nation’s fourth-largest carrier, which, for its first five-plus decades of flying, didn’t operate overnight flights.

That is, until Thursday night.

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Southwest's first red-eyes

Inside Terminal 1 at Harry Reid International Airport (LAS) in Las Vegas, balloons, decorations and blaring music livened the late-night atmosphere. It was the sort of celebration you’d expect for an inaugural flight, when an airline launches service to an exciting new destination.

In this case, though, the pomp and circumstance preceded two oft-flown transcontinental routes — and two late-night departures that would be routine at any of Southwest’s top competitors.

But for the Dallas-based carrier, Thursday night’s red-eyes to Baltimore/Washington International Thurgood Marshall Airport (BWI) and Orlando International Airport (MCO) — along with three more departing from other western U.S. airports that same night — marked a significant milestone, and the launch of a new strategy the airline hopes will help boost its bottom line.

A new strategy

After years of speculation, Southwest executives first announced the carrier’s red-eye plans last summer as part of a larger push to turn around recent years’ lackluster financial results — a shift that also revealed the carrier’s plans to ditch its longstanding open-seating policy.

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Southwest’s goal: grow its flying (and earnings) by making better use of the jets it already has in its fleet. After all, planes don’t make money sitting on the ground — a big reason the other airlines have long kept planes in the air through the night.

Making Southwest red-eyes feasible required a significant overhaul of its long-criticized tech infrastructure over the last couple of years.

SEAN CUDAHY/THE POINTS GUY

But on Thursday night, its first five overnight routes launched — starting in Vegas.

A late-night party

Passengers, by and large, showed up without even realizing there was historical significance to Thursday night's flights.

“I was actually very surprised that they didn’t do any red-eyes ever,” George Porter, a passenger on the LAS-BWI route, told TPG.

“Gave us a little motivation,” Nicole Owens added ahead of what was likely to be a short night’s sleep on her way home to Maryland.

SEAN CUDAHY/THE POINTS GUY

In true Vegas spirit, Southwest customers with a seat on the BWI and Orlando red-eyes lined up to spin a wheel, with prizes consisting of various airline-branded giveaways like luggage tags and water bottles.

The carrier also gave out eye masks — a staple of other carriers’ amenity kits, but a novelty for an airline that’s never flown overnight.

SEAN CUDAHY/THE POINTS GUY

In the background: fitting tunes, from Lionel Richie’s “All Night Long (All Night)” to Dua Lipa’s more contemporary “Dance the Night.”

A growing red-eye schedule

It wasn’t just Vegas crewmembers and passengers burning the midnight oil; Southwest also launched transcontinental red-eyes Thursday from Los Angeles International Airport (LAX) and Phoenix Sky Harbor International Airport (PHX) to BWI.

It also flew overnight from LAX to Nashville International Airport (BNA).

More are coming: By summer, the carrier expects to have 33 nightly flights — including several departing Hawaii airports in Honolulu, Kona and Maui, which the carrier believes will be a boon both for its operations and for passengers planning a trip to the Aloha State.

“Now, folks in Hawaii can stay there longer, take a late-night flight, connect, and make it home in a day,” Steve Christl, Southwest's vice president of operations and design, said in Vegas on Thursday night. “It’s good for them. It’s great for Southwest.”

All aboard the first overnight flight

SEAN CUDAHY/THE POINTS GUY

In a sign of that excitement, the carrier rolled out a mini red carpet for passengers who boarded the Boeing 737-800 to search for their first-come, first-served seats.

“It’s open seating here at Southwest: You may sit anywhere you’d like,” a flight attendant said in an announcement that now carries added nostalgia, with the airline’s hallmark seating policy in its final stretch.

Read more: Southwest quietly unveils A-List perks for new assigned-seating setup

SEAN CUDAHY/THE POINTS GUY

Flight 1652 pushed back at 10:19 p.m., 19 minutes late following a day of unusually significant weather disruptions in Vegas.

SEAN CUDAHY/THE POINTS GUY

Mother Nature was equally pesky during what proved to be a highly turbulent three-hour, 50-minute flight that touched down at BWI at 5:19 a.m., arriving at the gate five minutes ahead of schedule.

Deplaning into a new dawn for Southwest

At BWI, the Southwest ground staff offered a boisterous welcome and light breakfast during the still-predawn hours of Friday morning.

SEAN CUDAHY/THE POINTS GUY

Meanwhile, additional celebratory decor on the airport concourse marked another milestone this week — the launch of Southwest’s new partnership with Icelandair.

Southwest’s already robust Maryland base will see more of these early-morning landings from red-eye flights than any other airport as the carrier grows its overnight schedule over the next few months.

SEAN CUDAHY/THE POINTS GUY

And it’s likely more Southwest airports could join its nighttime network in 2026, multiple executives have told me.

“As we continue to see what the demand is there, and the capabilities within Southwest, we’ll look at allocating more toward red-eye flying,” Christl said Thursday.

So, hang on to that eye mask, lock in that late checkout at your hotel — and have your next morning’s coffee order ready to go.

Related reading:

Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

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  • Recommended Credit

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Why We Chose It

There’s a lot to love about the Amex Gold. It’s a fan favorite thanks to its fantastic bonus-earning rates at restaurants worldwide and at U.S. supermarkets. If you’re hitting the skies soon, you’ll also earn bonus Membership Rewards points on travel. Paired with up to $120 in Uber Cash annually (for U.S. Uber rides or Uber Eats orders, card must be added to Uber app and you can redeem with any Amex card), up to $120 in annual dining statement credits to be used with eligible partners, an up to $84 Dunkin’ credit each year at U.S. Dunkin Donuts and an up to $100 Resy credit annually, there’s no reason that foodies shouldn’t add the Amex Gold to their wallet. These benefits alone are worth more than $400, which offsets the $325 annual fee on the Amex Gold card. Enrollment is required for select benefits. (Partner offer)

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  • 3 points per dollar spent on flights booked directly with the airline or with amextravel.com
  • Packed with credits foodies will enjoy
  • Solid welcome bonus

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  • Not as useful for those living outside the U.S.
  • Some may have trouble using Uber and other dining credits
  • You may be eligible for as high as 100,000 Membership Rewards® Points after you spend $6,000 in eligible purchases on your new Card in your first 6 months of Card Membership. Welcome offers vary and you may not be eligible for an offer. Apply to know if you’re approved and find out your exact welcome offer amount – all with no credit score impact. If you’re approved and choose to accept the Card, your score may be impacted.
  • Earn 4X Membership Rewards® points per dollar spent on purchases at restaurants worldwide, on up to $50,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 4X Membership Rewards® points per dollar spent at US supermarkets, on up to $25,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 3X Membership Rewards® points per dollar spent on flights booked directly with airlines or on AmexTravel.com.
  • Earn 2X Membership Rewards® points per dollar spent on prepaid hotels and other eligible purchases booked on AmexTravel.com.
  • Earn 1X Membership Rewards® point per dollar spent on all other eligible purchases.
  • $120 Uber Cash on Gold: Add your Gold Card to your Uber account and get $10 in Uber Cash each month to use on orders and rides in the U.S. when you select an American Express Card for your transaction. That’s up to $120 Uber Cash annually. Plus, after using your Uber Cash, use your Card to earn 4X Membership Rewards® points for Uber Eats purchases made with restaurants or U.S. supermarkets. Point caps and terms apply.
  • $84 Dunkin' Credit: With the $84 Dunkin' Credit, you can earn up to $7 in monthly statement credits after you enroll and pay with the American Express® Gold Card at U.S. Dunkin' locations. Enrollment is required to receive this benefit.
  • $100 Resy Credit: Get up to $100 in statement credits each calendar year after you pay with the American Express® Gold Card to dine at U.S. Resy restaurants or make other eligible Resy purchases. That's up to $50 in statement credits semi-annually. Enrollment required.
  • $120 Dining Credit: Satisfy your cravings, sweet or savory, with the $120 Dining Credit. Earn up to $10 in statement credits monthly when you pay with the American Express® Gold Card at Grubhub, The Cheesecake Factory, Goldbelly, Wine.com, and Five Guys. Enrollment required.
  • Explore over 1,000 upscale hotels worldwide with The Hotel Collection and receive a $100 credit towards eligible charges* with every booking of two nights or more through AmexTravel.com. *Eligible charges vary by property.
  • No Foreign Transaction Fees.
  • Annual Fee is $325.
  • Terms Apply.