If you’re looking for a deep-dish pizza, world-class hockey, or a walk through Millennium Park, we can help you see—and eat—it all with a Chicago vacation package. There’s always something to do here in the crown jewel of Illinois, from a walk on Navy Pier to the gorgeous boutiques on the Magnificent Mile. Pardon our pun, but we’re sure “The Windy City” will “blow” you away!
*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
Why you should go: Prague is quintessentially European, an architecture junkie’s dream for its lofty spires, stuccoed high ceilings, and Art Nouveau quirks. Sure, it’s touristy -- just try fighting through the selfie sticks on Charles Bridge or not wincing in disgust at Kafka bastardized on T-shirts and coffee mugs -- but this is also a city with plenty of nooks and crannies to escape from the masses, from dimly lit bars, minuscule art galleries, or in some old world cafe.
Since no one has time to check flight prices constantly throughout the day, it’s a good thing that you can ask someone else to do the searching for you. Sign up for a fare alert, which is a subscription notification (usually via email) that provides a selection of flights and prices to a chosen destination. For example, I receive a daily email that tells me the cheapest flights over the next six months to London, Paris, and Bora Bora.

Why you should go: The landlocked country has a rich indigenous culture (por ejemplo: you can buy dried llama fetuses from colorfully dressed mamitas in the markets of La Paz), and a stunning range of landscapes, from rust-colored desert where dinosaurs once trekked to lush pampas and jungles to the otherworldly expanse of the Salar de Uyuni, where the horizon disappears between ground and sky. Adventurous spirits can find some of the cheapest paragliding in the world in Cochabamba, while mountaineers can tackle the 21,000ft high Nevado Sajama. The rest of us can wander around charming cities like Sucre, or take in the mesmerizing sunsets of Lake Titicaca, as beautiful to behold as it is fun to say. - Laura Yan, Thrillist contributor
Why: La Paz is the perfect destination for those looking for a bit of adventure with the comfort of being in a vibrant, bustling city. Surrounded by the Bolivian Andes, La Paz is an outdoor adventurer’s paradise. Visiting during the winter season (May through October) is the best time for escaping to the slopes. If you’re looking for a real adventure, day tours to ski on one of the highest ski slopes in the world go for less than $70, including transportation and food. If you’re looking to stay more grounded, check out the local activities, such as Cholita Wresting, a La Paz specialty combining WWF and lucha libra. Or check out the Mercado de las Brujas (the Witches’ Market), an attraction not to be missed with locally handcrafted items and some herbal and folk remedies. The best part of all: You can live in near-luxury at five-star hotels around the city, with prices almost always less than $150 per night. Check out the Camino Real Aparthotel & Spa and the Casa Grande Hotel.
Of course, “top-notch guest services” is subjective. You could stay at a five-star hotel where the concierge is snooty and there’s constant construction, whereas you could find a gem of a two-star hotel where you’re treated like royalty by a warm, welcoming staff. That’s why it’s so important to value guest reviews over star ratings. Guest reviews give you an indication of what it’s actually like to stay at the hotel.
Why: Oaxaca de Juarez is one of the most beautiful destinations to travel to in Mexico. Colorful markets, charming architecture, cobblestone streets, fun festivals and delicious food are just part of the attraction. Stroll through Oaxaca’s main square, the Zócalo, and relax at a café, people watch and be entertained by dancers and singers in the evenings. Just a few minutes walk from the square is the Mercado Benito Juárez, where you’ll find embroidered goods and straw baskets. Continue walking the pedestrian street called Calle Macedonio, where you’ll find art galleries, cafes, shops and boutique hotels. Visit the Santo Domingo de Guzmán church and monastery that dates back to 1555. Don’t Miss the Museum of Oaxacan Cultures, where you can see the treasures found on Mont Alban — the skull covered in turquoise, carved jaguar bones, gold jewelry and ornaments for a nominal fee. Hungry? Stop by at the food market 20 de Noviembre, where you’ll find piles of fried grasshoppers (chapulines) and Oaxaca cheeses, tamales, meat-filled tortillas, tlayudas, chocolates, coffees and seven types of mole. Get a taste of local dishes at food stalls for under $5 or free Mezcal tastings at Mezcaloteca. It’s easy to find your way around this town, but if you prefer to join a guided walking tour, contact Enjoy Oaxaca — they offer several tours from city tours to day trips to see Mont Alban, Mitla Ruins, Hierve el Agua bubbling springs and the petrified waterfall, as well as cooking classes and many festival tours including the Day of the Dead. Where to Stay? There are several boutique hotels and quaint B&B’s in town. You can reserve a room at Parador San Miguel Oaxaca for as low as $86 per night.
Weekend getaways – leaving Friday and returning Sunday – are awfully convenient if you work a Monday through Friday job, but you can expect to pay handsomely. According to Expedia, which releases an annual Travel Trends White Paper, you’re likely to pay 20% less for a flight that departs on Thursday and returns on Monday than one that departs on Friday and returns Sunday.
Why: As the gateway city to celebrated tourist destinations like the Amalfi Coast, Capri and Pompeii, Naples is finally getting its well-deserved time in the spotlight and intrepid travelers are flocking to the stunning southern city in droves. Naples is one of the oldest cities on the European continent and filled to the brim with intriguing cultural sights and monuments, from seaside castles and underground catacombs to show-stopping Baroque architecture and a plethora of contemporary art. It also boasts one of Italy's most cherished cuisines and is well-known as the birthplace of pizza, which you can enjoy for as little as €4 ($5), accompanied by views of the Bay of Naples and Mount Vesuvius (free). Neapolitan pizza making has just been recognized by UNESCO as part of its Intangible World Heritage list, so now is a great time to visit and enjoy its effervescent energy and fabulous cuisine.
Chosen By: Patricia Stone, founder of Global Adventuress. She's traveled to 157 countries and seeks out unique, off-the-beaten-path destinations for solo travelers, girlfriends, couples and families. Her site has been featured in the L.A. Times, San Francisco Chronicle, Toronto Star and was nominated by USA Today as a Top 20 Travel Destination site.
For prices that include airfare, all government-imposed taxes and fees, including the September 11th Security Fee, are included. Fares are for round-trip off-peak Main Cabin travel and are in U.S. dollars. For vacation packages that include domestic flights (within and between the U.S., Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window of $25 each way for the first checked bag and $35 each way for the second checked bag may apply. For vacation packages that include international flights in Main Cabin for travel to or from the U.S. (including Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window up to $100 may apply for the second checked bag. Exceptions may apply. Opens in a new window 

These deals are different from fare alerts in that they don’t correspond to a locale of your choice – instead, it’s a company-curated list of deals that may include locations all over the country and the world. Signing up for these types of emails is particularly valuable if you aren’t set on a certain destination or time-frame and simply want to go somewhere and get a good deal on the trip.
Why you should go: Because nature and mild danger make you feel alive. Victoria Falls has a bungee jump, one of the world’s most high-octane whitewater runs, and the Devil’s Pool, a natural rock pool at the literal edge of the falls. Forget TLC’s admonitions: Inching your body out over the precipice and looking down into one of the seven natural wonders of the world is one of the most unforgettable things you’ll ever do. - Sarah Theeboom, Thrillist contributor
Mexico - Last-Minute Holiday Sale Offer: Valid on new bookings at participating resorts made 10/29 - 12/2/18 for select travel 10/29/18 - 6/30/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
Chosen By: Alyssa Ramos, founder of My Life's a Movie and a solo female travel blogger, content creator, entrepreneur and social media influencer who travels the world full time and seeks to showcase unique destinations through her unique photography style and honest, detailed travel tips. Her motto is "Dreams Don't Work Unless You Do." Read about how Ramos went from broke to traveling full-time here.

Discover why the Islands of Aloha are home to treasures unlike any other on Earth. Hawaii is more than just the birth place of modern surfing and hula, it's a land of relaxation, adventure, natural beauty, and of welcoming locals. You'll find the itineraries in Hawaii are endless. From adventure tours to family fun; from soaking in the cultural sights to a hike on a volcano; you can do it all or you can simply lie on the beach all day.
Why: For an affordable and sun-soaked vacation, southern Portugal’s Algarve region should be hot on your radar. The city of Albufeira boasts a beautiful climate, fabulous beaches, inexpensive apartment-style hotels and a central location within the Algarve. There are over 100 different restaurants, bars and nightclubs, and Albufeira even has a charming Old Town with traditional Portuguese streets and plazas within the city center. The prices for both food and wine are extremely reasonable; be sure to sample the wines of Portugal. While summer remains the busiest and most popular time to visit, I love visiting in late spring — the weather is pleasant and sunny, there are fewer tourists and hotel rates are very affordable. Albufeira also offers easy access to nearby towns such as Loulé, with its famous market and an authentic slice of Portuguese culture. Rent a car to see the church of São Lourenço in Almancil, famous for its exquisite blue tile. Head north of Lagos to see Ponta da Piedade, with its towering red rock formations against the sea. Play a round of golf in one of the many beautiful courses in the Algarve. The place to stay: the Epic Sana Algarve overlooking Praia da Falésia, where you can bask in the sun at one of its five outdoor pools and indulge at the beautiful spa.
*Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from July 2017 to December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
Book your all-inclusive Cancun trip with Vacation Express today! These package deals include non-stop or round-trip air to Cancun, accommodations, hotel taxes and local representative. We offer cheap vacation packages and unbeatable deals on all-inclusive resorts, which include all meals, unlimited drinks and exciting entertainment at one affordable price.

Why: Colombia isn’t usually thought of as a value destination, but due to the strong U.S. dollar, it has become one of the most compelling destinations in the world for those willing to venture off the beaten track. Travelers in the know are loving Barichara, one of the most beautiful small colonial villages in the Andes. Stay at Casa Barichara for under $200 a night and dine at El Carambolo, a quaint B&B rich with personality and the perfect fit for those searching for authentic, Colombian hospitality. Though not a typical tourist destination, Barichara is perfect for adventure travelers who enjoy activities like paragliding. A trip to Barichara can be paired with the town of Salamina, where travelers will find quirky architecture and a renowned coffee production, and/or the vibrant city of Medellin, which boasts music, museums, nightlife and friendly people.


Priceline’s “Name Your Own Price” Option. When using Priceline, you can enter the day you’d like to fly (or the day you’d like to stay at a hotel) and the price you’d like to spend. Priceline comes back with an offer of a flight or hotel, if there’s something available that meets your criteria. You find out the times of the flight and the star rating and general location of the hotel, but you won’t get to know the airline or specific hotel name until you book. Priceline claims that you can save 40% off published prices by using this method. Priceline also offers traditional booking services if you’d rather know exactly what you’re getting.

Chosen By: Alyssa Ramos, founder of My Life's a Movie and a solo female travel blogger, content creator, entrepreneur and social media influencer who travels the world full time and seeks to showcase unique destinations through her unique photography style and honest, detailed travel tips. Her motto is "Dreams Don't Work Unless You Do." Read about how Ramos went from broke to traveling full-time here.


Why: Okay, you may be thinking, “Isn’t Saint Martin/Sint Maarten destroyed?” Yes, this unique Caribbean island, which is half French (Saint Martin) and half Dutch (Sint Maarten), was devastated by Hurricane Irma. But now it’s on the mend. Saint Martin’s famed Princess Juliana International Airport has been open since late October 2017. The majority of the island’s electricity has been restored, and many beaches, bars, restaurants and businesses have reopened their doors. Because tourists are still wary, many hotels have discounted rates (like Hotel Mercure for $169 night) as well as gorgeous Airbnb properties starting at $50 a night. It’s a win-win. Not only will you save money, but your money will be spent on businesses and people who really need our help.
The East Coast has it all: beautiful beaches, stunning vistas, historical importance, and some of the most famous cities in the world. First stop on your Eastern Seaboard getaway: the “Big Apple.” A trip to New York City means you get to see the sights that are talked about all over the world, like Lady Liberty, Broadway, and Central Park. If you want to delve into U.S. history, a Washington D.C. vacation filled with monuments, museums, and galleries is for you. Speaking of history, the American Revolution got its start in a city a few hours to the north. Your Boston vacation will bring you to one of the most popular spots on the East Coast. Indulge in some of the best clam chowder in the world, then walk back in time on the Freedom Trail, which hosts 16 sites that played a huge role in the founding of the nation.
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