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!
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
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.  

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.

Apple Vacations specializes in vacations to top destinations like Cancun, Punta Cana, the Bahamas, Costa Rica, Panama, Hawaii, and many others in the Caribbean and Mexico. Enjoy the convenience of one-stop shopping. Your Apple Vacation includes your flight, hotel, and transfers -- or choose an all-inclusive resort where even your meals, drinks, and more are included -- and all for one, affordable price. Whether you?re looking for a cheap flight or all-inclusive vacation, luxury vacation, family vacation, honeymoon package, last-minute vacation, golf vacation, or group travel deal, make Apple Vacations your first stop. Learn more about the Apple Advantage >
Here's the deal—we've paired budget flights with a top-rated apartment rental in beautiful Aguadilla, Puerto Rico to create a Caribbean getaway for under $260 each! Your apartment is located just minutes from Crash Boat Beach, hiking trails, restaurants, and more. This is the perfect opportunity to escape winter without breaking the bank. What's Included? Based…

A Dominican Republic favorite known for its high-end resorts, Puerto Plata is also a great place to visit on a budget. The sands of Playa Dorada and Cabarete are perfect for whiling away days amongst heavenly surrounds, while Fort San Felipe del Morro, a 16th century citadel and World Heritage Site, offers the chance to ingest a little history and culture. For value eats, head to Sam's Bar and Grill, and finish the night off with a trip to Mangu for a great night out.
Why you should go: With some 6,000 islands, Greece is the Mediterranean’s powerhouse beach destination. While only 200-some are inhabited, an island-trotting adventure for everyone here, whether you’re looking for wildlife adventures, historic discoveries, or quite frankly, drinking ouzo and boogying. Athens makes an energetic springboard into the Aegean, with its own archaeological ruins, hipster cafés, and hangouts ranging from dynamic industrial to retro chic.
Why you should go: Not only is it arguably the greatest swinging-around-a-stage-in-purple-sequined-zebra-print-pants anthem of David Lee Roth-era Van Halen, it’s a slinky, skinny swatch of land with the Caribbean Sea on one side and the Pacific on the other. Smaller than South Carolina, it boasts 1,800 miles of ocean coastline and 5 million acres of national parks on the inside. For those who enjoy stylishly restored ruins, Panama City’s old quarter, Casco Viejo, is a UNESCO World Heritage Site that dates back to the 1600s and is now filled with hipstery shit, because of course it is. This cobblestoned city center is surrounded by the ultra-sleek, modern, quasi-futuristic skyscrapers of Panama City, which kind of looks like Rio without the smog and soon-to-be decaying Olympic infrastructure. - Nicole Rupersburg, 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.  
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.
Choosing the right vacation package has never been easier or more affordable. Check out some of our suggestions in the "Top Vacation Packages", "All Inclusive Deals" or "Last Minute Deals" sections. Whichever selection you choose, you can be sure that CheapOair will get you where you want to go at a price that can't be beat. We're constantly updating our great vacation deals and offers, so be sure to check back with CheapOair often. Now is the time to take advantage of our best deals while they last!
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