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!
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 Cheaptickets.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.
Special offers are only available from participating hotels and airlines. Prices shown include applicable discounts. Hotel savings are based upon Orbitz'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.
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.

*Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.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.
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.
Cruise around charming cobblestone streets and hidden alleyways to come across some of the best bargains in Mexico. Buy handmade pottery, silver jewelry and leather goods for insanely low prices, and peruse the sidewalk artwork by local artists. The food is a steal, too, so be sure to check out the carts selling mouthwatering fresh fruit and margaritas.
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.
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: A genuine bucket list trip for many, a visit to Australia and New Zealand can be super-pricey. Cities are spread out, way out, which means a lot of hopping on planes to get from one place to another. And for top level accommodations, not to mention simple daily necessities like a flat white, you’ll shell out big bucks. What’s good about a cruise itinerary that includes visits to both countries is that the big expenses are included in fares – onboard meals, accommodations, entertainment and transportation from place to place. On Oceania Cruises, which offers a New Zealand/Australia itinerary, for instance, the per diem is $350 a night, but you pretty much don’t have to whip out a credit card beyond that (do note that it’s priced at per-person, based on two sharing a cabin). Consider that in super-expensive cities like Auckland and Sydney, a hotel stay at a four-star place like the Hilton and Westin respectively will run you $350 or so. And that’s for the room only — you’ll pay out of pocket for food, entertainment and bars. One tip: Look for a cruise line that arranges its itineraries to spend maximum time in port, whether it’s long days or plenty of overnights, so you can have as much time to explore as possible. As well, you’re better off, in most cases, avoiding cruise-line shore excursions, which can be overpriced and epitomize group cattle travel, and engage a travel agency specialist in the region to plan private tours for your days in port. Bottom line, though, is when experiencing Australia and New Zealand by cruise ship, especially on your first visit to the region, the biggest plus is not just the convenience of unpacking once and keeping short-hop plane trips to a minimum. It’s also that, depending on the itinerary you choose, you can visit some pretty special somewhat off-the-grid places in between marquee stops at Auckland and Sydney. New Zealand’s Akaroa, Dunedin and Wellington, and Australia’s Eden, Burnie and Melbourne, might otherwise be missed — and shouldn’t be.
Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. All Rapid Rewards® rules and regulations apply. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. The Mark Travel Corporation is the tour operator for Southwest Vacations.
This is Mother Nature at her best. Take a bus to explore 27 mammoth waterfalls as well as emerald Dominican jungle and local wildlife. A guided walking tour of the first seven waterfalls is around $6 (it costs extra if you want to see more of them), or you can spend more to explore them by Jeep. Word to the wise: Bring your bathing suit and bug spray.
Some of the best cheap vacation packages include trips to Asia and Australia. Have you always wanted to explore the outback? Guided tours are the best way to experience the continent like a true outdoor adventurer. From India to Vietnam to China, excursions in Asia will leave you awestruck and satisfied. Who wouldn't feel like an explorer after visiting the Taj Mahal and trekking through bustling Hong Kong?
Just how cheap is it? Dirtbag backpackers can get by on less than $30 per day, easy. Dorms in La Paz, the sprawling capital, are as low as $5 a night. Lunches cost $3, and including rice, a main (usually meat), and soup. Buy some llama print sweaters to take home at $10 each, and spend $20 to cram onto a bus to the next city. A three-day tour in the damn Amazon jungle will set you back just $200 (bring a headlamp and expect to lounge in hammocks next to baby tarantulas).
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: 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: Kuala Lumpur is a gem most people have not found out about, which is to your benefit. Kuala Lumpur has a mix of different cultures, from Asian to Indian, which makes the food really great. While there, I was able to grab food in Little India and ate amazing chicken tikka masala, then I headed to China Town and ate the most delicious noodles. The mix of cultures even shows with the attractions. I was able to explore a Chinese temple (Thean Hou), the Bantu Caves and a mosque (the National Mosque) all in one city. Kuala Lumpur is also known for its sky bars (rooftop bars). The one to check out is Sky Bar, which has a pool and overlooks the Petronas Towers. Hotels are mega cheap, as well: You can get a five-star hotel with an infinity pool on the rooftop for only $42 a night. Check out D'Majestic Place by Swiss-Garden. Kuala Lumpur is also the hub for cheap flights throughout Southeast Asia. You can get a roundtrip flight from Kuala Lumpur to Thailand for $24.

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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.
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.
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