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!
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.
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.
Vacation rental prices vary as much as hotel prices. Case in point: A search of one-bedroom vacation rentals in Manhattan during September results in options ranging from $60 per night to $2,800 per night. Vacation rentals are ideal for longer stays (seven nights or more). Many vacation rentals require minimum stays, so if you’re hoping for a weekend getaway, you may have to look elsewhere.
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?

Please complete the highlighted {0} field below. Dates must be between {0} and {1}. The date must be prior to {0}. The date must be {0} or after. Dates must be at least {0} days apart. Dates must be no more than {0} days apart. Please choose a different destination from origin. We are only able to book between 1 and {0} travellers. Please adjust the number of travellers for your search. Date format should be MM/dd/yyyy. Your length of stay cannot be longer than {0} nights. Please provide the ages of children below. Enter your departure date in this format: {0}. Enter your return date in this format: {0}. Tell us where you're flying from. Tell us where you're flying to. Please complete the highlighted origin field below. Please complete the highlighted destination field below. Please complete the highlighted departing date field(s) below. The departing dates must occur after the previous departing date. Please correct the departing date(s). Each infant in lap must be accompanied by a traveler age 12 or older. Your partial check-in and check-out dates must fall within your arrival and departure dates. Please review your dates. The drop-off date and time must occur at least two hours after the pick-up date and time. Make sure your pick-up time is 2 hours after the current time. Please provide the driver's age below. Driver’s age must be between 18 - 99. Please select origin from the options provided. Please select destination from the options provided. The number of railcards cannot exceed the number of travellers Please provide a rails card type. The returning date and time must occur after departure date and time. Please provide the ages of youth below. Please provide the ages of seniors below. Some of your BahnCards cannot be used together. Select a station you are travelling from Select a station you are travelling to Select a valid departure date Select a valid returning date Tell us the age(s) of children travelling Tell us the age(s) of youth travelling Tell us the age(s) of seniors travelling Select a different destination station from origin station Enter between 1 and {0} travellers for this trip Currently this route is not supported.
Fiji - Exclusive $300 OFF per booking offer: Valid on new bookings made 9/24 - 12/9/18 for select travel 9/24/18 - 7/31/19. Minimum 7-night hotel accommodations at participating hotel, resort or cruise provider and roundtrip transpacific airfare required. Offer not combinable with all specials and may be changed or withdrawn at any time. Savings is per booking, taken at time of booking and reflected in rates shown.

Why: With its East-meets-West charm, this remnant of the Ottoman Empire in the heart of Europe embodies a truly authentic experience. If you are looking to get away from all things commercial and eat some organic/non-GMO (and delicious) foods, you’ve come to the right place. The stunning old town is made of winding streets paved with cobblestones and is known for its medieval arched bridge (Star Most) that towers across the crystal cool waters of the Neretva River.


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.
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: 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
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.
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.
Caribbean - Last-Minute Holiday Sale offer: Valid on new bookings at participating resorts made 10/29 - 11/25/18 for select travel 10/29/18 - 1/5/19. 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.

Why: Canada, eh? The good news is, our neighbor to the north(west) has a favorable exchange rate of .80 cents to the U.S. dollar. So luxury hotels like the Fairmont Pacific Rim in the naturally stunning city of Vancouver are super affordable. The city is one of the most ethnically and linguistically diverse cities in Canada: 52% of its residents have a first language other than English. “Van” is literally set within a rainforest, so nature enthusiasts will love walking along the waterfronts with views of the nearby mountaintops. For the culturally curious, I suggest weaving your way through the cobbled streets and shops in the historic Gastown neighborhood. Don't miss Kimprints, a shop supporting underprivileged street artists, or the Ok Boot Corral, a local bootmaker who has been in business since 1833. For an unexpected insider experience, get your sea legs on to go fishing for what’s in-season with sustainable seafood supplier, Organic Ocean. Afterward, you can bring your fresh catch to the kitchen of the Fairmont Pacific Rim to make fresh sushi. And let’s be real: What’s sushi without homemade sake? Check out Masa Shiroki, an artisan sake maker on Granville Island, for his locally made bubbly sake. Watch Oh the People You Meet's video for more insider tips on Vancouver.


How cheap is it? Mexico’s huge, it’s right next door, and each of its 31 states has something to offer. You’re gonna take your best cheap shot? Aim for the mezcal and gastronomy capital: Oaxaca, in the south. In the capital, Oaxaca de Juarez, feast on the regional specialty: tlayudas, an oversized crisp tortilla heated on a grill, topped with lard, beans, veggies, salsa, and meat, (think combination of pizza and taco in the best possible way). It is to be eaten from a street vendor in the early hours after a night of drinking, and will set you back all of $4. For daytime noshing the markets are stacked with small vendors who serve sublime homemade moles that cost around $8 for a full portion including rice and soup. Lodging is cheaper than a movie ticket in the States; Hostel Don Nino alongside Parque Llano charges $14 per night, which includes Wi-Fi, a computer station, filtered water, clean showers, and breakfast. For free activities, there are plenty of colorful markets to stroll and art galleries to wander. The ruins of Monte Albán and the ancient Tule Tree cost around $20 for round-trip transportation plus entrance.
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.

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.
Package vacations are a great choice for effortless traveling, as they are quick and easy to book and ensure that everything will be taken care of for you. For example, if your flight is canceled, it’s the travel provider’s job to find a new flight for you. You can rest easy knowing that your vacation will be stress-free and you are protected in case of changes to your itinerary.
×