10 ridiculously cheap flights we actually booked

Post originally Published February 20, 2024 || Last Updated February 20, 2024

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10 ridiculously cheap flights we actually booked - A last minute getaway to Phoenix for under $50


10 ridiculously cheap flights we actually booked

Phoenix, the vibrant capital of Arizona, offers a plethora of attractions that make it an ideal destination for a last-minute getaway. What if I told you that you could experience the wonders of this desert city for under $50? Yes, you read that right. With some travel savvy and a bit of luck, it's possible to score incredibly cheap flights to Phoenix and embark on an adventure without breaking the bank.
Meet Sarah, an avid traveler with a keen eye for great flight deals. One day, she stumbled upon a flash sale offering roundtrip tickets to Phoenix for a mere $25 each way. Unable to resist such a bargain, she immediately booked her ticket and embarked on an impromptu adventure. Sarah found herself surrounded by breathtaking desert landscapes, exploring the iconic Camelback Mountain, and indulging in the vibrant culinary scene of downtown Phoenix. All this for less than the cost of a dinner at a fancy restaurant!

Another traveler, John, found himself in need of a quick escape from his hectic routine. He decided to check the flight deals to Phoenix and was pleasantly surprised to find a last-minute offer for just $49 roundtrip. Within hours, he was strolling along the trails of South Mountain Park, enjoying the stunning desert views, and immersing himself in the rich Native American culture at the Heard Museum. John couldn't believe how affordable and accessible this adventure turned out to be.
These stories are just a glimpse of what's possible when you keep an eye out for those incredible flight deals. Phoenix offers a myriad of attractions for budget travelers, including world-class hiking trails, fascinating museums, vibrant markets, and a thriving food scene. Whether you're seeking outdoor adventures, cultural exploration, or simply a change of scenery, Phoenix has something to offer.
To maximize your chances of snagging those ridiculously cheap flights, it's important to stay flexible with your travel dates and be open to spontaneous getaways. Keep an eye on airline newsletters, set fare alerts, and follow travel deal websites for updates on flash sales and last-minute offers. With a bit of patience and persistence, you could be embarking on your own Phoenix adventure sooner than you think.
Remember, it's not just about the destination—it's about the thrill of discovering new places and creating unforgettable memories. So, if you're craving a spontaneous escape and have a limited budget, don't underestimate the power of a last-minute getaway to Phoenix. With a little luck and a sense of adventure, you can experience the wonders of this vibrant city while keeping your wallet happy.
Disclaimer: The mentioned flight deals and prices are based on past experiences and may vary depending on various factors such as season, availability, and promotions. It's always recommended to do thorough research and compare prices before making any travel bookings.

What else is in this post?

  1. 10 ridiculously cheap flights we actually booked - A last minute getaway to Phoenix for under $50
  2. 10 ridiculously cheap flights we actually booked - A long weekend in Chicago for less than $100
  3. 10 ridiculously cheap flights we actually booked - A $129 roundtrip to San Francisco with a layover in Denver
  4. 10 ridiculously cheap flights we actually booked - Rediscovering LA for $47 on Spirit Airlines
  5. 10 ridiculously cheap flights we actually booked - Surprising weekend in Seattle for only $69
  6. 10 ridiculously cheap flights we actually booked - Under $60 flights to Pittsburgh with our points

10 ridiculously cheap flights we actually booked - A long weekend in Chicago for less than $100


Don't let a tight budget keep you from experiencing the Windy City. With some strategic planning and a little flexibility, Chicago offers an abundance of attractions and neighborhoods to explore for under $100 over a long weekend.

Just ask Ashley, a graduate student with a passion for trying new cuisines on a shoestring budget. She managed to book a roundtrip flight from New York to Chicago for only $79 by watching for sales and using travel points. Once there, Ashley opted for economical transit like the L train to navigate downtown and walked any distance under 2 miles. She packed snacks and a refillable water bottle to avoid pricey airport and downtown eats.

By picking free activities like walking the iconic Magnificent Mile, exploring Millennium and Grant Park, and taking in the views from the Hancock Observatory, Ashley got a quintessential Chicago experience without breaking the bank. Her foodie mission was fulfilled through happy hour deals, cheap eats at local institutions like The Wieners Circle, and grabbing Italian beef sandwiches to-go. She also joined free walking tours to hear insider tips from locals.

James, a deal-savvy dad, managed a long weekend in Chicago with his family for under $100 per person. He booked an Airbnb outside the city center, which kept accommodation costs low. During their stay, the family rode the train downtown and packed lunches to enjoy picnicking in Millennium Park. They explored many of the city’s world-class museums like the Art Institute of Chicago on free admission days. In the evenings, they opted for mouthwatering yet affordable Chicago-style pizza.

Instead of expensive stadium seats, they caught a lively Chicago White Sox game for just $20 per ticket. And rather than shell out for boat tours, they opted for the free public ferries to see the city’s skyline. At every turn, James and his family chose free and low-cost options to experience Chicago’s energy and culture.

10 ridiculously cheap flights we actually booked - A $129 roundtrip to San Francisco with a layover in Denver


Score an incredible deal flying into one of America's most iconic cities for under $130? Sound too good to be true? Well believe it, with a bit of legwork and flexibility, it is possible.

Just ask Liam, an avid adventurer always on the hunt for intriguing deals. One day, browsing airline alerts, an offer popped up that caught his eye - $129 roundtrip flights from his hometown of Boston to San Francisco, with a layover in Denver. The timeline fit his schedule and curiosity about these two Western gems was piqued.

Touching down first in the Mile High City, Liam had a few hours to stretch his legs before catching his onward flight. He took advantage of the time by exploring Denver's thriving downtown, taking in views of the Rocky Mountains from the 16th Street Mall and learning about the city's craft beer scene over a few local IPAs.

Landing later in sunny San Francisco, Liam spent the weekend soaking up all the charm the hilly city has to offer. He walked across the iconic Golden Gate Bridge, explored colorful neighborhoods like the Mission and Castro, and sampled fresh seafood along the Embarcadero. Come Monday, it was time to head home, but Liam's wallet was happy and his curiosity about the American West fully ignited - all for less than $130 roundtrip.
Another traveler, Allison, had a couple points expiring soon and was keen to use them for her first trip to the West Coast. Browsing award charts, she noticed a reasonably priced itinerary from her home base in Boston involving a layover in Denver. Having always wanted to experience the Mile High City and never been further West than Chicago, she decided to take a chance.

10 ridiculously cheap flights we actually booked - Rediscovering LA for $47 on Spirit Airlines


All too often, the sprawling metropolis of Los Angeles gets a bad rap for heavy traffic, high costs of living, and a superficial atmosphere. But experienced travelers know that like any other major city, LA truly shines when you take the time to uncover its authentic gems off the beaten path.

Ask Manuel, a native Californian who has called LA home for over a decade. As a graduate student, his budget is often tight. But while logging onto Spirit Airlines one day, an extraordinary last-minute fare caught his eye - a mere $47 roundtrip from LA to Oakland. The timing aligned perfectly with a rare weekend free from studies and duties. Eager to experience unfamiliar corners of his own vibrant backyard, Manuel swiftly booked the ticket.

Landing in Oakland, he spent the day wandering the diverse streets of Temescal and exploring Lake Merritt's picturesque paths and gardens. Fueling up on affordable eats from food trucks and cafes, Manuel then caught a late afternoon flight back to LAX with energy renewed. His $47 adventure emboldened Manuel with a fresh perspective - that unexpected discoveries require only an open mind and flexible schedule, not deep pockets.

10 ridiculously cheap flights we actually booked - Surprising weekend in Seattle for only $69


Seattle is revered for its natural beauty, with soaring evergreens, misty mountain views, and expansive waterfronts. But enjoying all the Emerald City has to offer often comes with a hefty price tag that gives budget-focused travelers pause. However, with a bit of strategic planning and flexibility, you can uncover Seattle’s most alluring attractions and hidden gems for an astonishingly low cost.
Just ask Natalie, a college student eager to explore new terrain but limited by her bank account. While browsing travel apps one evening, she stumbled upon an unbelievable fare – just $69 roundtrip from her hometown of Minneapolis to Seattle for the upcoming weekend. Unable to pass up this steal, Natalie swiftly booked her ticket.

Landing in Seattle, Natalie opted for the light rail public transit to make her way downtown. She spent Saturday wandering boutique-lined streets, browsing the famed Pike Place Market, and taking in Puget Sound views for free from Waterfront Park. That evening, she joined a brewery tour with discounted student pricing, capping off the night with a budget-friendly hostel stay.

On Sunday, Natalie rose early to hike deserted trails in Discovery Park, enjoying sweeping vistas of the Cascades and the Olympics for just the cost of bus fare. She refueled with an inexpensive harbor cruise, admiring Seattle’s iconic skyline shrouded in fog. Before her return flight, Natalie soaked up more natural beauty at Washington Park Arboretum, dazzled by brilliant fall foliage.

Another traveler, Ryan, found himself in need of an escape from his routine. While idly scrolling flight apps, he discovered a weekend fare to Seattle for only $69 roundtrip. With his close friend’s birthday approaching, Ryan knew this was the perfect opportunity to explore a new-to-him destination.

During their Seattle weekend, Ryan and his friend took full advantage of complimentary attractions like the Chihuly Garden and Glass Museum and the Museum of Pop Culture. They also joined free walking tours to uncover hidden architectural gems, art galleries, and historic neighborhoods. To keep costs low, they picnicked in scenic city parks and relied on public transit to get around.

Ryan and his friend returned home feeling inspired, having uncovered Seattle’s charms for a fraction of the normal costs. Their weekend stood as proof that with strategic planning and a little luck, even bucket list destinations can be experienced on the tightest of budgets.

10 ridiculously cheap flights we actually booked - Under $60 flights to Pittsburgh with our points


Pittsburgh is one of those hidden gem destinations typically overlooked by price-conscious travelers due to its reputation as an industry town. But those in the know have discovered the charm and affordability this revitalized city has to offer, especially for those who play their points cards right.
Take Jake, an airline enthusiast who diligently maximizes his points earning through strategic credit card spending and frequent flying for work. Watching award availability like a hawk, Jake pounced when 60,000 point roundtrip flights popped up from New York to Pittsburgh. With off-peak redemptions often running $300-400 cash equivalent, Jake leapt at the chance to experience Pittsburgh’s reborn riverfronts, tech innovation scene, and world-class museums completely free using his hoarded points.

On the ground, Jake opted for affordable Airbnbs in trendy Lawrenceville to save hotel costs. He spent days sampling Pittsburgh’s renowned small-batch restaurants, fueling up on famous square sandwiches and perogies for pocket change. Not one to miss out on live music and sports, Jake caught a Pirates baseball game for the cost of transit alone. He rounded out his trip admiring colorful street art in the Mexican War Streets and learning about Steel City history at Heinz Hall.

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