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Direct Flights From Chicago To Caribbean

What Are Some Alternate Airports For International Deals From Chicago

Major Countries Welcome Direct Flights From Jamaica – Caribbean News

In general, Chicago gets pretty good international deals, as itâs a major hub in the Midwest. However, occasionally you may find better deals from nearby airports, such as Cleveland Hopkins International Airport , Minneapolis-St. Paul International Airport , General Mitchell International Airport , or Detroit Metropolitan Wayne County Airport .

Chicago generally offers pretty good prices on flights within the US as well. This means that if you find an exceptional international deal departing from another US hub farther away, you can snag that deal and then pair it with a reasonably priced flight from Chicago to that other hub. It might be cheaper to book these two separate itineraries than to book one itinerary from Chicago to your final destination.

For example, for flights to the Caribbean or South America, you may be able to fly cheaply from Chicago to Miami and then snag an amazing deal from there. For flights to Europe, look at deals from the east coast, an easy two-hour flight from Chicago. And for flights to Asia, Hawaii, or Australia, look at flights departing from SFO or LAX you can often find flights to those cities from Chicago for around $200.

We call this two-step ticketing âthe Greek islands trickâ and you can read more about it here.

Chicago To Fort Lauderdale

Flight Duration: 2 hours, 34 minutes

Why Go: Known as the Venice of America, Floridas Fort Lauderdale is most famous for its beaches and boats. Just 23 miles north of Miami, the city offers a variety of attractions that center around its canals and beaches. Visitors can take a cruise through the citys waterways, or rent a boat for deep-sea fishing and sports. Las Olas Boulevard, the citys entertainment thoroughfare, is steps away from the beach and features upscale shops and restaurants.

Insider Tip: Dont miss the Seminole Hard Rock Winterfest Boat Parade, hosted every December. Visitors can watch as 100 illuminated ships sail up and down the citys waterways, and the event culminates at the nearby Pompano Beach.

Where to Stay: For outstanding service and quaint accommodation, consider Alhambra Beach Resort. The hotel is located just 200 feet from the beach and offers complimentary beach towels and chairs. The Ocean Gate Hotel is footsteps away from the citys main attractions and features modern rooms at affordable prices.

PLAN YOUR TRIP: Visit Fodors Fort Lauderdale Guide

Flights From United Kingdom To Chicago

If you are looking for a direct flight from United Kingdom to Chicago, there are 2 airports to choose from.

From Edinburgh, direct flights are offered by United Airlines . This is a seasonal route that starts in July and ends in October.From London Heathrow, direct flights are offered by American Airlines , British Airways and United Airlines .

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How Do I Find Cheap Flights From Chicago To Africa Or The Middle East

Chicago is a not a major hub for flights to Africa but it does offer a direct flight to Ethiopia, as well as direct flights to a variety of destinations in the Middle East, including the UAE, Jordan, and Qatar, which take around 15 hours. For destinations in northern or southern Africa, flights often connect in Europe or NYC.

Fly From Chicago To George Town Cayman Islands For As Low As $458 Round Trip

Cheap non

With more millionaires than you can wobble a private yacht at and some of the most exclusive, high-luxury resorts in the entire Caribbean region, you could be forgiven for thinking that flights into George Town would cost a whole lot more than they actually do. However, the price of tickets for travelers out of Chicago’s O’Hare International Airport this year is ebbing at a wallet-friendly $458 round trip, with the cheapest connections going on United Airlines via Houston and a slightly more expensive option available on Cayman Airways nonstop.

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Chicago To Aruba Flight Schedule

Scan through flights from O’Hare International Airport to Reina Beatrix International Airport for the upcoming week. Sort the list by any column, and click on a dollar sign to see the latest prices available for each flight.

Flights.com only offers pricing for airlines that display a check fare on the days of the week each flight is available. A dot indicates a flight is scheduled, but online booking is not currently available.

Flights From Italy To Chicago

There are 2 airports in Italy that have non-stop flights to Chicago.

From Milan , direct flights are offered by United Airlines . This is a seasonal route that starts in July and ends in September.From Rome , you can fly non-stop with American Airlines or United Airlines . This is a seasonal route that starts in July and ends in October.

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Fly From Chicago To Punta Cana Dominican Republic For As Low As $475 Round Trip

There’s a good reason why Punta Cana is one of the Caribbean’s undisputed holidaying meccas, and it’s not only to do with the region’s glorious stretches of palm-shaded sand and rolling surf, but also the veritable wealth of luxurious hotels that clusters just a stone’s throw from the ocean here, and of course the fantastic air connections offered by the Punta Cana Airport. One such connection joins with Chicago’s O’Hare International and offers fliers out of Illinois nonstop routes into town for around just $475!

How Do I Find Cheap Flights From Chicago To Europe

Flights To Puerto Rico Resume In Aftermath Of Hurricane Maria

Chicago is a major hub for flights to Europe. There are direct flights to cities across the continent, which means you can get to just about any large city in Europe with one connection. Depending on where youâre going in Europe, direct flights from Chicago can take as little as 6-7.5 hours on up to about 10.5 hours . If you can’t find a great deal to exactly where you want to go on the continent, look at getting to Europe for as cheaply as possible and then taking a regional flight from there.

> > Read more about how to find cheap flights to Europe.

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How Do I Find Cheap Flights From Chicago To Australia New Zealand Or The South Pacific

Chicago does not offer any direct flights to Australia or the Pacific islands, but it does offer a 16-hour nonstop flight to Auckland, New Zealand. To get anywhere else in the region, youâll have at least one connection depending on your final destination it may make more sense to route from Chicago to a west coast city like Los Angeles and take a direct flight from there. If you can snag a great deal to the region from LAX, you can often save by booking a separate ticket from Chicago to LAX vs trying to book it all on one itinerary.

Whats A Good Price On A Flight From Chicago To Africa Or The Middle East

Regular prices for a roundtrip flight from Chicago to Africa range from $1,200-$1,800 in high season and $1,000-$1,500 in low season. A good price on a flight from Chicago to Africa is $600-$900 in high season and $500-$750 in low season.

Regular prices for a roundtrip flight from Chicago to the Middle East range from $1,000-$1,500 in high season and $900-$1,300 in low season. A good price on a flight from Chicago to the Middle East is $500-$750 in high season and $450-$600 in low season.

Examples of cheap flights from Chicago to Africa and the Middle East:

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Chicago To Grand Cayman

Flight Duration: 3 hours, 42 minutes

Why Go: Known for its sparkling blue waters and offshore banks, Grand Cayman offers modern amenities and unspoiled natural beauty. Sea excursions include submarine tours and sea treks that allow visitors to take a zero gravity underwater walk. Visit the islands Seven Mile Beach for pristine white sand beaches, water sports, and a variety of restaurants and shopping centers. Parrot Preserve offers stunning cliff-top views and hiking trails with sightings of indigenous birds.

Insider Tip: Grand Cayman becomes a foodies paradise in January when the island hosts Taste of Cayman Food & Wine Festival, a multiday event with demos, classes, lectures, and tastings. Later in the month, renowned chef Eric Ripert headlines Cayman Cookout, an epicurean event with world famous chefs, wine experts, demos, and dinners.

Where to Stay: Rates can be pricey in Grand Cayman, especially during the islands high season from mid-December to April. But during the low season, many properties offer substantial discounts. For a remote setting with roomy villas, book a room at Reef Resort. The time-share property is located in the islands quieter East End and offers modern room amenities and sea views. Cotton Tree, a peaceful seaside haven, features boutique cottages, and a taste of local culture.

PLAN YOUR TRIP: Visit Fodors Grand Cayman Guide

Chicago To St Maarten

Nonstop Flights from Chicago to the Caribbean

Flight Duration: 3 hours, 33 minutes

Why Go: St. Maarten proves bigger doesnt necessarily mean better. The 37-square-mile island is home to beautiful beaches, stunning scenery, and a variety of outdoor activities. Visit Baie Orientale for two miles of white sand, water sports, beach clubs, and lively restaurants and bars. Shoppers will love the islands duty-free stores, which offer substantial discounts on designer products. Finish the day at Sky Beach, a rooftop bar and lounge that features ocean views, live music, and outdoor movies.

Insider Tip: The island of St. Maarten is divided into two: the northern side comprises St. Martin, the French-controlled portion, while the southern side comprises St. Maarten, which is governed by the Dutch. The Dutch side is generally less expensive, while the French side features higher-end shopping and restaurants.

Where to Stay: Accommodations on St. Maarten range from modern resorts to small inns and condos. For classic décor and attentive service, book a room at Hotel LEsplanade. The boutique property features private terraces with bay views and well-stocked modern kitchens. Westin St. Maarten Dawn Beach Resort & Spa is located on one of the islands best beaches, and offers a variety of family-friendly amenities.

PLAN YOUR TRIP: Visit Fodors St. Maarten Guide

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Fly From Chicago To San Juan Puerto Rico For As Low As $331 Round Trip

Riding high as both the single most popular Caribbean destination serviced by flights departing out of Chicago’s O’Hare International Airport, and the cheapest overall, is pretty San Juan of Puerto Rico, an enthralling colonial town of spring-breaker bars and palm-threaded surfing beaches that rarely fail to impress and de-stress in equal measure! Expect to pay in the region of just $331 for tickets into town, which is the average price for nonstop, return trip flights on all of the four major airlines currently making the hop.

Direct From Chicago To Caribbean

I am hoping to go somewhere warm and beautiful in the Caribbean but I would like to fly direct. Is that even possible?

I went to Punta Cana last year and that had a connecting flight and it seems like almost anywhere you have to connect.

Can anyone tell me otherwise?

Possibly but saying “the caribbean” is like saying are there direct flights to the USA from XXX? “the caribbean” takes in a lot of real estate.

American has non stops to San Juan from ORD.

Wikipedia is good for this request…Check here for ORD, and you can also look up Midway, too. Look under destinations, about 1/2 way down the page.

http://en.wikipedia.org/wiki/O’Hare_International_Airport

Off-hand, Cancun, Aruba , Costa Rica. Hawaii, etc.

Edited: 9 years ago

How was Punta Cana? Where did you stay? Looking for same!

DellBuddy,

While it’s a technical matter of definition, as FYI if you weren’t aware that in airline terms when you say ‘direct’ that has a very specific definition– and it’s not the same as non-stop, which I think is what you’re looking for in your case.

If you speak to an agent or do online research, just be aware that a direct flight is not the same as non-stop.

A direct flight means one where the flight NUMBER remains the same BUT MAY include one or more stops en-route or even a change or aircraft at one of these stops. So long as the flight number itself remains the same all the way to the destination, it may be properly advertised and sold as direct.

Travel Safe,

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Caribbean Destinations For Families

ANTIGUA and BARBUDA: From land and sea, Antigua and Barbuda provide countless activities for adventure for the whole family. Plan an eco-adventure paddle through the island’s mangroves and inlets, zipline above the rainforest, or take a more relaxing horseback ride along the beach. Frontier’s President & CEO, Barry, recently visited and shares some of his favorite activities.

U.S. VIRGIN ISLANDS: For U.S. citizens no passport is required which makes this tropical destination easy for the whole family to get to. Island hop to explore St. Johns National Park, take in Saint Thomas’ panoramic views, or soak up the tranquil vibes of St. Croix.

NASSAU: Near the center of the Bahamas Islands is Nassau and Paradise Island. From wildlife encounters to water parks, and even an interactive pirate museum, there are endless kid-friendly activities to create a memorable family vacation.

Fly From Chicago To Christiansted Usvi For As Low As $434 Round Trip

american airline 35 new destinations across the caribbean

As the gateway to the wild and rugged island of Saint Croix in the USVI, Christiansted opens up a backcountry of ancient volcanic peaks, dense jungle, bioluminescent bays of multicolored coral reefs and some of the best diving spots in the world! If that sounds like your idea of a real tropical holiday, then be sure to check out these bargain indirect connections from Chicago, which, with their average round trip price tag of just $434, are currently the third cheapest on offer between the Windy City and the Caribbean!

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Flights From Japan To Chicago

In Japan, there are 3 airports that have direct flights to Chicago.

From Osaka, direct flights are offered by ANA . This route is recently announced though, and not operational yet. It will start in July 2022.From Tokyo, direct flights are offered by ANA , Japan Airlines and United Airlines .From Tokyo, you can fly non-stop with ANA or Japan Airlines .

What Is The Easiest Caribbean Island To Travel To

Puerto Rico allows U.S. travelers to experience the Caribbean without the hassle of international travel. Plus, more low-cost American airlines now offer nonstop flights to San Juan, making it easier to enjoy the powdery sands, clear water, boutique shops and delectable seafood of the island.

How long is the flight from Chicago to Caribbean?

The Caribbean. You dont have to worry about layovers or missing your connecting flights when you take nonstop flights from Chicago to the Caribbean. A mere 4 hours 53 minutes will take you to St. Maarten . Aruba is 5 hours 4 minutes and Bahamas is only 3 hours 16 minutes. St. Maarten is known for its amazing beaches and more.

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The Ultimate Guide To Cheap International Flights From Chicago

The Chicago metro area is one of the busiest in the US for air travel. The cityâs OâHare International Airport actually tops the list for most takeoffs and landings .

The city is a major hub for United, American, and Southwest Airlines, but it still sees some healthy competition, keeping prices low and deals frequent. Hereâs everything you need to know about finding cheap flights from Chicago.

Craving Some Sunshine And White Sand Beaches Read On To Find Out More About The 10 Cheapest Flights From Chicago To The Caribbean

Direct Flights From Chicago To Caribbean

Unfortunately, from the landlocked depths of the Midwest, it can sometimes be difficult to find the time to make the journey to the Caribbean. Enter Chicago’s O’Hare International Airport, which now offers such a ton of connections to the sunny reaches of the Caribbean. Just think: shimmering white sands, crooked bamboo beach bars, turquoise waves. Read on for the 10 cheapest flights from Chicago to the Caribbean … and start packing.

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Flights From Canada To Chicago

In Canada there are several airports with flights to Chicago .

From Calgary, you can fly non-stop with American Airlines or United Airlines .From Montreal, direct flights are offered by Air Canada , American Airlines and United Airlines .From Ottawa, you can fly non-stop to Chicago with United Airlines .From Quebec City, the only airline with direct flights is American Airlines . This is a seasonal route that starts in July and ends in October.From Toronto, there are 5 airlines that have direct services to Chicago, which are Air Canada , American Airlines , Swoop, United Airlines and WestJet.From Vancouver, direct flights are offered by Air Canada , American Airlines and United Airlines .

Alternative Airports Near Chicago

Flying to an alternative airport near Chicago could give you other options to reach your destination. For example, the possibility to fly with a different airline or alliance, or finding a cheaper airfare. For this reason, alternative airports near to Chicago are listed below. The closest alternative airports are Chicago and Chicago .

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Flights From Mexico To Chicago

Mexico is well-connected to Chicago with 13 airports around the country that have direct flights to the airport.

From Cancún, there are 5 airlines that have direct services to Chicago, which are American Airlines , Frontier Airlines, Southwest Airlines, Spirit Airlines and United Airlines .From Cozumel, you can fly non-stop with American Airlines or United Airlines .From Guadalajara, direct flights are offered by Aeromexico , VivaAerobus and Volaris.From Huatulco, the only airline with direct flights is Volaris.From Ixtapa / Zihuatanejo, direct flights are offered by United Airlines . This is a seasonal route that starts in November and ends in April.From León, direct flights are offered by United Airlines , VivaAerobus and Volaris.From Mexico City, there are 4 airlines that have direct services to Chicago, which are Aeromexico , United Airlines , VivaAerobus and Volaris.From Monterrey, you can fly non-stop with United Airlines or VivaAerobus.From Morelia, you can fly non-stop with VivaAerobus or Volaris.From Puerto Vallarta, you can fly non-stop with American Airlines or United Airlines .From Querétaro, direct flights are offered by Volaris.From San José del Cabo, you can fly non-stop with American Airlines or United Airlines .From Zacatecas, direct flights are offered by VivaAerobus. This is a seasonal route that starts in December and ends in January.

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