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 holiday package bookings with Flight + Hotel on CheapTickets.com from July 1, 2015 to June 30, 2016, 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.
Why: The Greek Island of Karpathos offers much of the same allure as chic Santorini and Mykonos, but with the advantage of lower prices. Karpathos is the second largest of the Dodecanese Island chain, which includes better-known Rhodes. Karpathos dates back to the 5th century BC, offering history buffs a way to have two trips in one, combining sun and sand with a step back in time. Ancient ruins can still be seen at Aghia Anastasia, while the island’s history can be studied in more detail in the Archaeological Museum. Beyond lounging on white-sand beaches, active travelers can choose from a selection of sports: fishing, windsurfing, snorkeling, scuba diving and sailing. Away from the well-worn tourist path, Karpathos has hillsides covered in vibrant wild flowers and small villages like Arkasas to explore. The island’s capital, Pighadia, is a modern city, but in small towns like Olympos, traditional dress is still worn day-to-day and life has the authentic feel of the past. Karpathos has many apartments and studios to rent, resulting in real savings. There are plenty of budget hotels under $100. Multiple restaurants and tavernas dot the countryside, where you can savor traditional Greek dishes at low prices.
Why: Slovenia is in the heart of Europe and borders the alps and the Mediterranean Coast. It’s a country that has a little bit of everything — mountains, beaches, pristine lakes, 11,000 karst caves, castles, a Pannonian Salt Plain, healthy water springs and city life in Ljubljana, European’s Green Capital. No wonder it’s been called the New Zealand of Europe. One of my favorite towns to visit is Piran, located on Slovenian’s Istria on the Adriatic Sea. Explore this coastal town — a little Venice — and savor a fresh seafood meal for under $10. It’s the perfect place to visit on foot. Meander through the alleyways and visit the market. Climb up to the city walls and to the top of the bell tower for spectacular views. Or rent a bike and cycle through the countryside. It’s an easy day trip from Ljubljana, but if you plan to stay the night, check into a luxury four-star hotel like Hotel Piran for just $80 a night. How to get around? Visit GoOpti for airport transfers as low as $9. If you want to carpool from Slovenia to Italy or Croatia, check their site for great deals. For example, you can carpool from Ljubljana to Venice for as low as $18. Round About Slovenia offers deals for tours around the country and even Croatia (how about a $45 half-day tour to Lake Bled?).
Prices based on searches conducted by fellow shoppers within the past 24 hours. There is no guarantee that these prices will be in effect at the time of your search. Vacation package savings are based on comparison to prices on Orbitz.com of the same components booked separately. Savings vary based on origin/destination, length of trip, stay dates and travel partners, and aren't available on all packages.
Hawaii - 60th Anniversary Hawaii Vacation Sale: Valid on new bookings made 10/29/18 - 1/13/19 for travel 10/29/18 - 12/31/19. Accommodation at participating resort and roundtrip transpacific airfare required. Room rate savings and minimum night stay vary by participating resort. Travelers will receive a voucher valid to buy one activity and get one activity of equal or lesser value for 60% off the retail value redeemable at any Pleasant Activities Center or the Pleasant Holidays Island Orientation in Hawaii or via the Hawaii Call Center by calling 1-888-229-7770. Fees and surcharges are excluded and must be paid for both tours. Limit of one discounted activity per booking. Offer does not apply to activities involving flights (plane or helicopter). Complimentary roundtrip shared airport transfers valid to/from HNL and any Waikiki hotel or resort in Pleasant Holidays' Oahu portfolio; offer does not apply to any hotels or resorts outside of Waikiki. Activity voucher and airport transfers have no cash value, are non-transferrable, are not combinable with any other offers, apply only to the vacation on which they were booked and expire at the end of booking's travel dates. Offer subject to availability and may be changed or cancelled at any time. Certain restrictions and blackout dates may apply.

Why you should go: For all the greedy reasons: Its landscape varies from world-famous Pacific surf beaches to strikingly beautiful inland mountains, you’ll eat the best Mexican food you’ll ever have, the city is packed with pure magic. And for a selfless one: After a brutal past year of political rhetoric in the States, now is a great time to show our neighbors to the south some love. Whatever scant bucks you spend will boost their economy and help preserve the many indigenous cultures that call Oaxaca home. - Tess Rose Lampert, Thrillist contributor


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: The Golden City of Jaisalmer is often overlooked by travelers because of its distance from Delhi (a 14-hour train ride), but it is absolutely worth a visit for its stunning architecture and magical atmosphere. Situated in the heart of the Thar Desert, the Jaisalmer is made entirely of yellow sandstone and looks like an enormous sandcastle rising out of the desert. A visit to the Jaisalmer Fort costs 50 rupees ($0.80) and offers sweeping views of the city below; aesthetes will appreciate the intricately carved and painted havelis (homes). Don't miss stopping by the picturesque Gadisar Lake, dotted with beautiful temples, and taking a camel ride in the dessert.

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.
Many people take their Puerto Vallarta vacations at any time except the summer for a couple of reasons. For starters, the weather is usually nice in other places during the summer, so there is no reason to visit a tropical location. Secondly, Puerto Vallarta gets a lot of rain in July, August and September, which can quickly ruin a vacation. These months are cheaper, however, so you can find a great deal. Do not miss the Festival Cultural de Mayo held during the last week of May and first week of June. This festival celebrates the city’s birthday, and festivities include displays of local talent in art, music, food vending, and traditional bullfights.
JetBlue TrueBlue. U.S. News & World Report ranked JetBlue TrueBlue as number one on its list of Best Airline Rewards Programs. JetBlue primarily flies out of the East Coast and Florida, but if you live in either region and tend to travel domestically, this is one program to consider. Points can also be earned by traveling on its partner airlines, Emirates and Hawaiian Airlines. You can also earn points with hotel stays, car rentals, and “purchases with retail partners” – so you can rack up a whole bunch of points on a single trip.
Why: While the devastating hurricanes of 2017 impacted just a portion of the Caribbean region, it damaged some of its more cruise-popular spots, like Tortola in the British Virgin Islands, St. Martin, Puerto Rico, St. Bart's, and the U.S.V.I.’s St. Thomas, St. Croix and St. John. While all are under significant rehab and rebuilding — and most are actually now open to cruise ships and tourists, this could be a perfect year to explore more exotic islands. That’s because lines like Windstar, which had, pre-hurricanes, planned to offer BVI-centric trips, relocated ships to other parts of the Caribbean. The winning trip? We love Wind Surf, one of the line’s sailing vessels, with its trip out of Barbados; ports include Martinique, Guadeloupe, and Montserrat — all islands that heretofore have often been bypassed by established cruise lines. And get this: There’s plenty of cruise capacity in this region, particularly when it comes to small ship sailings. In part, excess cabins are available because many skittish travelers canceled their bookings. As well, they can typically be more expensive (look for $300 per person, per day) than big ship vessels. But do the math: Windstar, and other small ship lines like Crystal, Regent Seven Seas, Seabourn, Azamara, Oceania and Viking Oceans, can actually be quite a good value when compared to land-based properties because they’re more price inclusive. Look for deals that include cocktails, gratuities and shore excursions not to mention pre- and post-cruise hotel stays and, in some cases, airfare to the ships’ port of embarkation.
*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.

Why: Slovenia is in the heart of Europe and borders the alps and the Mediterranean Coast. It’s a country that has a little bit of everything — mountains, beaches, pristine lakes, 11,000 karst caves, castles, a Pannonian Salt Plain, healthy water springs and city life in Ljubljana, European’s Green Capital. No wonder it’s been called the New Zealand of Europe. One of my favorite towns to visit is Piran, located on Slovenian’s Istria on the Adriatic Sea. Explore this coastal town — a little Venice — and savor a fresh seafood meal for under $10. It’s the perfect place to visit on foot. Meander through the alleyways and visit the market. Climb up to the city walls and to the top of the bell tower for spectacular views. Or rent a bike and cycle through the countryside. It’s an easy day trip from Ljubljana, but if you plan to stay the night, check into a luxury four-star hotel like Hotel Piran for just $80 a night. How to get around? Visit GoOpti for airport transfers as low as $9. If you want to carpool from Slovenia to Italy or Croatia, check their site for great deals. For example, you can carpool from Ljubljana to Venice for as low as $18. Round About Slovenia offers deals for tours around the country and even Croatia (how about a $45 half-day tour to Lake Bled?).
Today’s travelling experience has changed a lot compared to what our parents and grandparents experienced when they were young. Additionally the economic situation all around the world made us think twice about how we spend our money. It’s common to hear people complaining about how something wasn’t worth its price. All of these facts led businesses in the traveling industry to come up with solutions that will satisfy everyone, including those who count their last penny.

Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu
How cheap is it? The UK saying “laters” to the EU may be bad news for Brits, but it’s proving to be great news for travelers. Brexit tied a brick to the already-sinking pound; overall it’s down 30 percent against the dollar since summer of 2014. Airfares, too, have dropped. And the UK is, for the next couple of years at least, formally in Europe -- so super cheap air and train fares that currently operate between the UK and the continent still run post-Brexit, pre-exit. You can be in Paris in 2.5 hours by train. Boom! Take that European trip you’ve been dreaming about since your student days, as it may never be cheaper.

The first thing you need to know is that an all inclusive package was first created by the French corporation Club Med in the 1950s. The first location was opened on the Island of Mallorca, and thanks to Baron Edmond de Rothschild it soon expanded. Each location chose a series of services to be offered as a package for a price. However, the very first location also operated on this model.
How cheap is it? The UK saying “laters” to the EU may be bad news for Brits, but it’s proving to be great news for travelers. Brexit tied a brick to the already-sinking pound; overall it’s down 30 percent against the dollar since summer of 2014. Airfares, too, have dropped. And the UK is, for the next couple of years at least, formally in Europe -- so super cheap air and train fares that currently operate between the UK and the continent still run post-Brexit, pre-exit. You can be in Paris in 2.5 hours by train. Boom! Take that European trip you’ve been dreaming about since your student days, as it may never be cheaper.

Why you should go: Sofia is one of Europe’s coolest overlooked capitals, with ancient ruins and salmagundi architecture in Ottoman mosques and Red Army monuments. In the past few years, its streets have proliferated with graffiti art, skateboarder girls, and shabby-chic bars where you can while away days and evenings. A city trip is easily paired with a few more days at the Black Sea on the Bulgarian Riviera. You’ll find a gorgeous seaside that rivals plenty of more-lauded Mediterranean stretches -- again but for a sweet fraction of the cost.
Using a website like Hotels.com or TripAdvisor, set your minimum guest rating level high (start with four stars and above) and be open to hotels at any star rating. Once you’ve eliminated all but the highest-reviewed hotels, sort by price from low to high. As long as the hotels on the list have a reasonable number of reviews – around 100 or more – it’s a fair bet that the hotel makes the best of whatever amenities they have.
Playa de los Muertos is one of the most popular beaches in Puerto Vallarta for good reason. Kick back on the clean sands before taking a dip in the crystal waters. Local vendors stroll the sands with grilled shrimp on skewers, perfect for a post-dip snack. If you think this place is phenomenal by day, just wait until sunset, when it comes to life with music and dancing.
Why you should go: For all the greedy reasons: Its landscape varies from world-famous Pacific surf beaches to strikingly beautiful inland mountains, you’ll eat the best Mexican food you’ll ever have, the city is packed with pure magic. And for a selfless one: After a brutal past year of political rhetoric in the States, now is a great time to show our neighbors to the south some love. Whatever scant bucks you spend will boost their economy and help preserve the many indigenous cultures that call Oaxaca home. - Tess Rose Lampert, Thrillist contributor

When the lure of a tropical paradise beckons, the Caribbean is second to none. Immerse yourself in the laid-back island lifestyle, and enjoy wonderful all-inclusive resorts, fantastic beaches, marvelous diving and snorkeling, challenging golf and great shopping. Whether you are looking for the perfect atmosphere for a romantic getaway or an exciting adventure for the whole family, Caribbean vacations are fun for everyone.  

Hawaii - 60th Anniversary Hawaii Vacation Sale: Valid on new bookings made 10/29/18 - 1/13/19 for travel 10/29/18 - 12/31/19. Accommodation at participating resort and roundtrip transpacific airfare required. Room rate savings and minimum night stay vary by participating resort. Travelers will receive a voucher valid to buy one activity and get one activity of equal or lesser value for 60% off the retail value redeemable at any Pleasant Activities Center or the Pleasant Holidays Island Orientation in Hawaii or via the Hawaii Call Center by calling 1-888-229-7770. Fees and surcharges are excluded and must be paid for both tours. Limit of one discounted activity per booking. Offer does not apply to activities involving flights (plane or helicopter). Complimentary roundtrip shared airport transfers valid to/from HNL and any Waikiki hotel or resort in Pleasant Holidays' Oahu portfolio; offer does not apply to any hotels or resorts outside of Waikiki. Activity voucher and airport transfers have no cash value, are non-transferrable, are not combinable with any other offers, apply only to the vacation on which they were booked and expire at the end of booking's travel dates. Offer subject to availability and may be changed or cancelled at any time. Certain restrictions and blackout dates may apply.
Chosen By: Emily McNutt, associate editor at The Points Guy, where she is responsible for reporting on travel news across a range of topics — from aviation to loyalty programs, general travel news and credit cards. At TPG, McNutt is not only an expert in the travel and points and miles space in the newsroom, but also puts that expertise to work by reviewing aircraft products for the site. With a lifelong passion for travel, McNutt has visited more than 40 countries.
Chosen By: Emily McNutt, associate editor at The Points Guy, where she is responsible for reporting on travel news across a range of topics — from aviation to loyalty programs, general travel news and credit cards. At TPG, McNutt is not only an expert in the travel and points and miles space in the newsroom, but also puts that expertise to work by reviewing aircraft products for the site. With a lifelong passion for travel, McNutt has visited more than 40 countries.
Why: This small island nation is easy on the wallet and big on experiences. I came here on a three-week tour expecting to be a beach bum, but instead, found so much more: delicious (albeit spicy) food, stunning ancient rock formations in Sigiriya, surfing at Arugam Bay, and some of the most physically rewarding hikes I’ve ever done. Climbing to the top of Adam’s Peak and (barely) surviving the 5,500 steep stairs that make up this pilgrimage, with the help of a friend and a monk, taught me some inner lessons about strength and power. Don’t miss a chance to visit Ella, a small mountain town with a laid-back hippy vibe, accessible via a scenic train ride from Kandy that will cost you less than $10 and bring you past stunning tea plantations. The real magic of the country is outside of Colombo, but since your flight will always begin/end here, I strongly recommend starting your trip with a stay at Penthouse Above Sea ($100 a night). The amazing woman who runs this property can help you plan your time in the country.
Why you should go: London is always a winner, but venture north to the Yorkshire Dales to experience the majestic, windswept hills of the Brontë sisters, or take a train south west to the Jurassic cliffs of seaside town West Bay, Dorset (you may recognize them from Broadchurch). Both of these options, much more budget friendly than the capital, offer England at its most beautiful. - Ruthie Darling, Thrillist contributor
Our Orlando vacation packages will make you feel like all the fairytales that you have ever been told are true. A number of major attractions and theme parks are within a stone’s throw of Orlando, and when you book a cheap vacation here with Travelocity, you’ll still have enough money left over to buy a pair of your favorite mouse-shaped ears. Further south are the Everglades and then—ah, the blue waters of the Atlantic Ocean and “The Magic City” that perches over it. A Miami vacation is the perfect time and place to kick back and take in some sun, and from there you can head southwest over the sparkling sea to a Key West vacation. This is the perfect place to embark on the ultimate bar crawl, start on Duval Street and walk down to the Southernmost Point of the United States. There, you can end the night with the Sunset Festival and a large mojito.
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