Flying To Puerto Rico
Thinking about travelling to Puerto Rico? Puerto Rico has lots of great places for you to explore, let us help you to narrow down your options on where to go. We compare hundreds of flights from Chicago to Puerto Rico, from all the major airlines and travel agents, showing you where you can fly directly, the flight times for these options and the differences in cost helping you find the best flights to Puerto Rico within your budget.
How To Find The Cheapest Flight From Puerto Rico To Chicago
All the information you need to plan the best null to CHI flight in 2022: compare Puerto Rico to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest month to fly from Puerto Rico to Chicago?
Our data shows that August tends to be the cheapest month to fly to Chicago from Puerto Rico. Users have commonly found prices around $266 for the month, but tickets can be as low as $102. Due to multiple factors, prepare for potentially higher prices in December.
When is the cheapest time to fly from Puerto Rico to Chicago ?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Puerto Rico to Chicago as you normally would.
How Can I Find Cheap Flights From Chicago O’hare International To Puerto Rico
Be flexible and open to travelling during off-peak times like mid-week and later in the evenings or early mornings. Flights between Chicago O’Hare International and Puerto Rico are likely to be cheaper during these times, as the cheapest flight fares are usually found outside of peak times. You can read more about finding cheap flights in our dedicated guide.
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How To Get The Cheapest Flight Ticket From Puerto Rico To Chicago
Look no further. Weve gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest airline that flies to Chicago from Puerto Rico?
Frontier
American Airlines, Delta, and Frontier are the most popular carriers operating from Puerto Rico to Chicago
What is the cheapest Puerto Rico to Chicago flight route?
San Juan Luis Munoz Marin Intl Chicago OHare Intl
Fly from San Juan Luis Munoz Marin Intl to Chicago OHare Intl for the best Puerto Rico Chicago flight prices
One Way Flights Vs Round Trip Flights From Chicago To San Juan Puerto Rico

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to San Juan, Puerto Rico. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.
The average price for one way flights from Chicago to San Juan, Puerto Rico is $270.
The average price for round trip flights from Chicago to San Juan, Puerto Rico is $218.
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Craving Some Sunshine And White Sand Beaches Read On To Find Out More About The 10 Cheapest Flights From Chicago To The 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.
How Can I Find Cheap Flights From Chicago Ohare International To Puerto Rico
Be flexible and open to travelling during off-peak times like mid-week and later in the evenings or early mornings. Flights between Chicago OHare International and Puerto Rico are likely to be cheaper during these times, as the cheapest flight fares are usually found outside of peak times. You can read more about finding cheap flights in our dedicated guide.
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Essential Travel Information: Chicago O’hare International To Puerto Rico
Our travel information panel above gives useful information about:
- The distance between Chicago O’Hare International and Puerto Rico
- The time it takes to fly to Puerto Rico from Chicago O’Hare International
- The airlines with the cheapest flights from Chicago O’Hare International to Puerto Rico
- The airlines which fly direct to Puerto Rico from Chicago O’Hare International.
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.
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How To Find The Cheapest Flight From Midway To Puerto Rico
All the information you need to plan the best MDW to SJU flight in 2022: compare Midway to Puerto Rico flight prices with the expected peak season, weather and rainfall in Puerto Rico.
What is the cheapest month to fly from Chicago Midway Airport to Puerto Rico?
Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Puerto Rico. Flights to Puerto Rico from Chicago Midway Airport in August are about $307 on average during August, but can be found for as low as $118.
How far in advance should I book a flight from Chicago Midway Airport to Puerto Rico?
Find a great deal and save up to 13% by booking at least 18 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Puerto Rico within the next two weeks, with the cheapest ticket starting at $256.
When is the cheapest time to fly from Chicago Midway Airport to Puerto Rico ?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Puerto Rico as you normally would.
Flights From Puerto Rico To Chicago
Finding the best flights from Puerto Rico to Chicago is not always easy especially when you are on a budget. To make it simple to find the best flight from Puerto Rico to Chicago for your needs, whether that is the cheapest option available, or with your chosen airline, Skyscanner has designed a flight search with quick filters and sorting capabilities that make it easy to find, compare and contrast flight options and itineraries. Features include:
- The ability to search for flights departing and returning within the cheapest months to Chicago
- A calendar view and chart view which highlights when flights are the cheapest to Chicago, and when they are most expensive
- The ability to sort flights to Chicago by the Best, Cheapest, Fastest, and more
- The option to filter for non-stop flights, flights leaving or arriving at certain times, flights with certain airlines, alliances and more when searching for flights to Chicago
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Recommendations For People Who Are Not Fully Vaccinated
If you are not fully vaccinated and must travel, take the following steps to protect yourself and others from COVID-19:
- Before you travel:
- Get tested with a viral test 1-3 days before your trip.
- Make sure you understand and follow all airline and destination requirements related to travel, testing, or quarantine, which may differ from U.S. requirements. If you do not follow your destinations requirements, you may be denied entry and required to return to the United States.
- Check the COVID-19 situation in your destination.
Flights From Chicago O’hare International To Puerto Rico

Finding the best flights from Chicago O’Hare International to Puerto Rico is not always easy especially when you are on a budget. To make it simple to find the best flight from Chicago O’Hare International to Puerto Rico for your needs, whether that is the cheapest option available, or with your chosen airline, Skyscanner has designed a flight search with quick filters and sorting capabilities that make it easy to find, compare and contrast flight options and itineraries. Features include:
- The ability to search for flights departing and returning within the cheapest months to Puerto Rico
- A calendar view and chart view which highlights when flights are the cheapest to Puerto Rico, and when they are most expensive
- The ability to sort flights to Puerto Rico by the Best, Cheapest, Fastest, and more
- The option to filter for non-stop flights, flights leaving or arriving at certain times, flights with certain airlines, alliances and more when searching for flights to Puerto Rico
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Faqs About Flights From Ohare Intl Airport To Luis Munoz Marin Intl Airport
Can I catch a flight from Chicago, IL Airport to San Juan Airport right now?
Make sure you check out the Covid-19 Travel Advisor to discover if there are any current travel advice reports or quarantine requirements in place in San Juan Airport when flying from Chicago, IL Airport .
Are there direct flights from OHare Airport to SJU?
If youre looking to venture from OHare Airport to Luis Munoz Marin Intl. Airport as fast as possible, youll be happy to know multiple airlines offer nonstop flights. Select your favorite seat with American Airlines or Frontier Airlines.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Isla Verde Intl. Airport, please visit our Customer Service Portal.
How long is the flight from OHare Airport to San Juan Airport ?
With the flight from OHare Airport to Isla Verde Intl. Airport taking on average 4 hours and 51 minutes, youll have time to get lots of things done in the air. Make the most of your journey by bringing that novel you always wanted to read, seeing what in-flight entertainment is on offer or having a decent nap. Youll probably even find you can squeeze in all three before landing.
What is the flight distance from Chicago, IL Airport to Luis Munoz Marin Intl. Airport ? What airlines fly from Chicago, IL Airport to Luis Munoz Marin Intl. Airport ? What airlines have practices regarding COVID-19 in place and use social distancing?
Travel Tips For Your Puerto Rico Trip
- Check the visa requirements of Puerto Rico on their official immigration website well in advance.
- Get all the documents ready. Basic documents are: Valid passport, Valid visa or in case of visa on arrival get the documents, Return flight tickets , Hotel/stay address details.
- Even within Puerto Rico, different cities and places can have varied weather conditions so remember to check the weather for each destination in your trip and pack accordingly.
- It is advised to book your hotels in Puerto Rico well in advance. We can help you do that by comparing prices of hundreds of hotels in Puerto Rico across different providers that suits your budget.
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Flight Information For Chicago To Puerto Rico
Find info about flight duration, direct flights, and airports for your flight from Chicago to Puerto Rico
Best Price Found | $91 | The best flight deal from Chicago to Puerto Rico found on momondo in the last 72 hours is $91 |
Fastest flight time | The fastest flight from Chicago to Puerto Rico takes 4h 35m | |
Direct flights | Sat | Direct flights go from Chicago to Puerto Rico on Saturday. Airlines offering direct flights are: Southwest and American Airlines. |
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Essential Travel Information: Chicago Ohare International To Puerto Rico
Our travel information panel above gives useful information about:
- The distance between Chicago OHare International and Puerto Rico
- The time it takes to fly to Puerto Rico from Chicago OHare International
- The airlines with the cheapest flights from Chicago OHare International to Puerto Rico
- The airlines which fly direct to Puerto Rico from Chicago OHare International.
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Cheap Flights To Puerto Rico
Puerto Rico lies between the US and British Virgin Islands and the Dominican Republic. It lines the eastern side of the Caribbean Sea and accesses the Atlantic Ocean. The island offers fine dining and a Caribbean experience while also hosting El Yunque, the only subtropical rainforest in the US National Forest Service. Ancient exhibits and child-friendly sites offer an intriguing look at history, such as the Caparra Ruins and Punta Borinquen.
Getting Around
When visitors fly to Puerto Rico, they’ll arrive in Luis Munoz Marin International Airport on the northeastern side of the island. From there, a variety of freeways and roads span throughout the island, such as 17 heading south and 26 running east and west. The main throughway for getting from one side of the island to another is Highway 52, or Autopista Luis A Ferre. It spans from SJU and reaches the south side of the island passing Bosque Estatal de Cante. Travel from the airport to the furthest location in Puerto Rico, Cabo Rojo on the western tip, is approximately two-and-a-half hours in a rental car.
Hints and Tips
Citizens do not need a passport as Puerto Rico is a US commonwealth which uses the US dollar for currency. Temperatures span from 82 degrees Fahrenheit in January to 89 degrees in September, maintaining a consistent pattern for the Caribbean experience year round.
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