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!
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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.
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.

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.

Most hotels with a website will have a short presentation of each room as well as of the features that are offered for free. It is possible for some vacation packages to have various restrictions. As a future guest you should always ask before hand what exactly is included in the price and what is not included. If there is a specific aspect you’re worried about, such as free internet access or tipping the staff, it is better to ask as to avoid embarrassing situations at the end of your stay.
Special offers are only available from participating hotels and airlines. Prices shown include applicable discounts. Hotel savings are based upon Cheapticket's everyday hotel rates, excluding taxes and other fees. Minimum stay may be required. Offers are subject to availability and may be discontinued without notice. Additional restrictions and blackout dates may apply.
“America’s Finest City” is a prime spot for those stellar Pacific Ocean sunsets, and you’re just miles away from the Mexican border—the best authentic street tacos are on order here! Book a San Diego vacationthrough Travelocity and get ready for sandy beaches and bright sunny days. While you’re staying in SoCal, why not try out another famous city? Head north on I-5 and explore the storied realm Tinsel Town during a Los Angeles vacation. The glitzy storefronts and iconic Hollywood sign are sure to pique your interest in film editing, screenplays, and studio life. If you’re looking for something a little more family-friendly, “The Happiest Place on Earth” may be calling your name. That sweet, bubbly feeling you get when you book a Disneyland vacation package is the pixie dust beginning to work. All you need is faith, trust, and a suitcase big enough for souvenirs. 

Looking for something a little more luxurious? No problem. Check out our lists of the best hotels by island. If money is not so much the issue, we recommend Montage Kapalua Bay on Maui and Mauna Kea Resort on the Big Island. Both of these five star resorts are cozied up to beaches that have been voted #1 Beach in America by Dr. Beach. In addition, Montage Kapalua Bay is Hawaii’s newest Forbes Five Star property.  Another bonus? They both usually offer specials along the lines of “get the 4th night free.”

Travelocity can help you craft a truly memorable vacation “South of the Border.” We have excellent deals on Cabo San Lucas vacations, putting the area’s sun, surf, and extraordinary history within easy reach. If you’re looking for another destination in Mexico, we also have Cancun vacation packages, Playa del Carmen all-inclusive vacations, Punta Cana vacations, and Cozumel vacations.
There is another way that the practice of almost purchasing can pay off. You’ve probably already noticed that, after conducting a web search for a specific item, the advertisements on the Internet pages you visit are chock full of that very item. Those ads might annoy you, but they also might contain tailor-made discounts on the exact hotel, cruise, or vacation package you were looking for. It’s worth a second glance.
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!

Why: Traveling through Central Asia is, in many ways, the ultimate adventure. The infrastructure, though slowly modernizing, isn’t quite there yet, but the scenery and culture are unmatched. I loved every minute of Uzbekistan—the blend of Persian and Soviet influence, the culture, the food, the magnificently preserved religious sites in Samarkand and Bukhara, sleeping in a yurt camp under the stars — it all made for an experience I’ll never forget. Uzbekistan is also fantastically affordable, after you’ve paid the visa fee ($160 for United States citizens). Most hotel stays are under $100, save for the brand-new Hyatt Regency Tashkent (roughly $240 a night), which is worth the splurge. I highly recommend using a company like Kalpak Travel to help you book your trip, as independent travel can be a bit tricky in Uzbekistan and they’re experts in this region.


Why: With so much to see in Namibia, Windhoek, the country’s capital, is just the jumping point. Best of all, the U.S. dollar is strong enough to make travel, accommodations and activities all relatively inexpensive in the country — even for some luxury experiences. Windhoek is cheap in itself and has plenty of see, between exploring the local scenes like at the Namibia Craft Centre and checking out the city's German influence like at the Christuskirche church. Five-star properties, such as the Hilton Windhoek and The Olive Exclusive All-Suite Hotel can be booked for less than $150 per night, thanks in large part to the preferable exchange rate to Namibian dollars. But some of the best sights to see are located outside the city limits. Consider day or multi-day trips to get your outdoor fix and to see the stunning scenery and dunes that makes up the majority of the country. Tours, which often include meals, camping, activities and more, can be found for reasonable prices. If you’re more interested in seeing the beautiful country on your own, consider renting a car and driving to all of the sights. Entrance fees to national parks, such as the Etosha National Park, go for as little as $6 per day. Throughout the country, don’t anticipate spending a lot on food — you can find good, local dining for less than $10 per meal.
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?).
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: The second largest city in Morocco, Fez has an enchanting souk, lively markets, fascinating leather tanneries (which you can sniff out before you see) and quaint cafes serving Moroccan mint tea and local pastries. Fez is also filled to the brim with palatial riads, Moroccan homes built around a central courtyard or garden, which feature cozy rooms and rooftop terraces where you can relax after a walk through the bustling labyrinth of alleyways right outside your front door. Prices for a double room in a riad can be as low as 550 dirhams ($60), while a tangine dinner is around 50 dirhams ($6). Step inside a medersa, a theological college, to marvel at the splendid architecture and tilework and get a scrub at a hammam for a fraction of the cost of a spa in the U.S.
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.
* This is the largest savings for simultaneous booking of flight and hotel from July 1, 2015 to June 30, 2016, and not the discount rate or amount for your booking. Savings calculated based on the cost of a Flight + Hotel booking on Travelocity.com as compared to the aggregated price of the full published fare given by the airline and the cost of your hotel for the same travel products for the same travel dates when made separately. Savings will vary based on the origin/destination, length of trip, stay dates and selected travel supplier(s). Savings are not available on all packages. Please confirm the actual discount rate/ price on the booking page.
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.
Why: Traveling through Central Asia is, in many ways, the ultimate adventure. The infrastructure, though slowly modernizing, isn’t quite there yet, but the scenery and culture are unmatched. I loved every minute of Uzbekistan—the blend of Persian and Soviet influence, the culture, the food, the magnificently preserved religious sites in Samarkand and Bukhara, sleeping in a yurt camp under the stars — it all made for an experience I’ll never forget. Uzbekistan is also fantastically affordable, after you’ve paid the visa fee ($160 for United States citizens). Most hotel stays are under $100, save for the brand-new Hyatt Regency Tashkent (roughly $240 a night), which is worth the splurge. I highly recommend using a company like Kalpak Travel to help you book your trip, as independent travel can be a bit tricky in Uzbekistan and they’re experts in this region.
*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.
Most hotels with a website will have a short presentation of each room as well as of the features that are offered for free. It is possible for some vacation packages to have various restrictions. As a future guest you should always ask before hand what exactly is included in the price and what is not included. If there is a specific aspect you’re worried about, such as free internet access or tipping the staff, it is better to ask as to avoid embarrassing situations at the end of your stay.
^Prices shown are per person based on double occupancy and include all airport, flight, and hotel taxes and fees except resort fees which are charged by the hotel upon arrival. Prices are valid for flight + hotel packages for the length of stay listed above to the featured destinations on the departure dates listed above. Pricing may differ when traveling from different origins, for longer than the length of stay shown, to different hotels not listed, or on dates not listed above.
While hotel prices might be cheaper in underrated locales, you do need to be aware that flight prices might be more expensive – and possibly at less convenient times with more stops – if it’s not a common route. For example, an August flight from Minneapolis to Rio de Janeiro, Brazil might cost around $857, but a flight at the same time from Minneapolis to La Paz, Bolivia costs $1,177. The distance is nearly identical, though most flights to La Paz require at least two (and, in many cases, three) stops, whereas there are flights available from Minneapolis to Rio de Janeiro with only one stop.
“America’s Finest City” is a prime spot for those stellar Pacific Ocean sunsets, and you’re just miles away from the Mexican border—the best authentic street tacos are on order here! Book a San Diego vacationthrough Travelocity and get ready for sandy beaches and bright sunny days. While you’re staying in SoCal, why not try out another famous city? Head north on I-5 and explore the storied realm Tinsel Town during a Los Angeles vacation. The glitzy storefronts and iconic Hollywood sign are sure to pique your interest in film editing, screenplays, and studio life. If you’re looking for something a little more family-friendly, “The Happiest Place on Earth” may be calling your name. That sweet, bubbly feeling you get when you book a Disneyland vacation package is the pixie dust beginning to work. All you need is faith, trust, and a suitcase big enough for souvenirs. 
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