How many airports are there in San Juan?

There are 6 airports in San Juan: San Juan Isla Grande, San Juan Luis Munoz Marin, Roosevelt Roads, Ponce, Vieques, and Culebra.

How much are round-trip flights from Chicago to San Juan?

The best price we found for a round-trip flight from Chicago to San Juan is AED 392. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to San Juan?

4 hours and 42 minutes is the average flight time from Chicago to San Juan.

Which airlines fly direct from Chicago to San Juan?

American Airlines, United and Spirit Airlines fly direct from Chicago to San Juan.

How many flights are there a week from Chicago to San Juan?

There are 56 flights per week flying from Chicago to San Juan, as of April 2024.

When is the cheapest time to fly from Chicago to San Juan?

The cheapest month to fly from Chicago to San Juan is usually May.

What's the cheapest airport to fly to in San Juan?

If you're flying from Chicago, the cheapest airport near San Juan is San Juan Luis Munoz Marin – which is 11.3 km away from the center of San Juan. We've found flights to this airport from AED 392 .

Which upcoming date is cheapest to fly from Chicago to San Juan on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Juan on Tuesday, May 7, 2024 .

Can I get a direct flight from Chicago to San Juan?

Yes – the average flight time is 4 hours and 42 minutes.

How can I get the best flight deal from Chicago to San Juan?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Juan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to San Juan?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Juan is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in San Juan?

In April, the average temperature is usually around 26°C. August is typically the warmest month in San Juan, when it usually averages around 29°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging 23°C. The rainiest month is September.

Which is the cheapest airline to fly with from Chicago to San Juan?

The cheapest airline that flies to San Juan is Spirit Airlines.

Cheap flights from Chicago to San Juan from AED 392

Compare Chicago to San Juan flight deals

Find the cheapest month or even day of the year to fly to San Juan

Book the best San Juan fare with no extra fees

Flight deals from Chicago to San Juan

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to San Juan? Find the lowest prices on one-way and round-trip tickets right here.

San Juan.AED 392 per passenger.Departing Tue, May 7, returning Tue, May 14.Round-trip flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Tue, May 7, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Spirit Airlines, departing from San Juan Luis Munoz Marin on Tue, May 14, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 392, select.

San Juan.AED 496 per passenger.Departing Tue, Apr 30, returning Tue, May 7.Round-trip flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Tue, Apr 30, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Spirit Airlines, departing from San Juan Luis Munoz Marin on Tue, May 7, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 496, select.

San Juan.AED 657 per passenger.Departing Mon, May 6, returning Sat, May 11.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Chicago O'Hare International on Mon, May 6, arriving in San Juan Luis Munoz Marin.Inbound direct flight with Spirit Airlines departing from San Juan Luis Munoz Marin on Sat, May 11, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 657, select.

San Juan.AED 659 per passenger.Departing Tue, May 28, returning Tue, Jun 4.Round-trip flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Tue, May 28, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Spirit Airlines, departing from San Juan Luis Munoz Marin on Tue, Jun 4, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 659, select.

Stay one step ahead. Find the best value travel with the latest deals, tips and news.

Find the cheapest month to fly from Chicago to San Juan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Juan flights are currently cheapest in May.

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Direct flights from Chicago to San Juan

Southwest Airlines

Alternative Chicago to San Juan routes

Looking for the cheapest, fastest or easiest route from Chicago to San Juan? You could fly into the following airports instead.

Chicago to San Juan: Flight information

The things to know before you go.

Cheapest flight found	AED 392
Cheapest month to fly	May
Average flight time	4 hrs, 42 mins
Most popular airline	American Airlines
Average flights per week	56

Finding cheap flights from Chicago to San Juan: Frequently asked questions

: There are 6 airports in San Juan: San Juan Isla Grande, San Juan Luis Munoz Marin, Roosevelt Roads, Ponce, Vieques, and Culebra.
: The best price we found for a round-trip flight from Chicago to San Juan is AED 392. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
: 4 hours and 42 minutes is the average flight time from Chicago to San Juan.
: American Airlines, United and Spirit Airlines fly direct from Chicago to San Juan.
: There are 56 flights per week flying from Chicago to San Juan, as of April 2024.
: The cheapest month to fly from Chicago to San Juan is usually May.
: If you're flying from Chicago, the cheapest airport near San Juan is San Juan Luis Munoz Marin – which is 11.3 km away from the center of San Juan. We've found flights to this airport from AED 392.
: After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Juan on Tuesday, May 7, 2024.
: Yes – the average flight time is 4 hours and 42 minutes.
: We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Juan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
: We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Juan is around 40 days in advance, so don’t leave your flight to the last minute.
: In April, the average temperature is usually around 26°C. August is typically the warmest month in San Juan, when it usually averages around 29°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging 23°C. The rainiest month is September.
: The cheapest airline that flies to San Juan is Spirit Airlines.

How to find cheap flights from Chicago to San Juan

Looking for cheap flight tickets from Chicago to San Juan? Skyscanner compares flight prices across more than 1,200 airlines and travel providers.

Regardless of whether you're looking for a one-way ticket to San Juan or a return flight, here are some tips to secure the best flight price and make planning your journey as smooth as possible.

Simply hit search. From Emirates and Etihad to international carriers like Air India and Wizz Air, we compare all major airlines with the most popular online travel agents to find the cheapest plane tickets from Chicago to San Juan. And with us there are no hidden fees - what you see is what you pay.

Flex your dates to find the cheapest CHI - SJU flight tickets on Skyscanner. Search for flights but don’t enter the departure date and instead click ‘whole month’. This tool will find the cheapest month and dates to fly to San Juan from Chicago.

Set up a Price Alert for Chicago-San Juan flight tickets. You can easily track the fare of flights by creating an alert. Whenever prices go down or up, you'll get an email to help make sure you get the best possible flight deal. Or download our app and get price alerts straight to your phone.

Fly without stops. Only interested in direct flights between Chicago and San Juan? Make sure to tick 'Non-stop flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.

Hotels in San Juan

Looking for a hotel in San Juan? Whether you’re looking for a local hotel or a global brand, discover the best prices and exclusive rates for hotels in San Juan by comparing the biggest names in travel.

Car hire in San Juan

If you’re looking for car rental in San Juan, we can help you uncover the best car hire deals. We search hundreds of car hire companies allowing you to instantly compare prices and then book.

Book flight tickets from Chicago to San Juan with extra peace of mind

Back in 2020, most airlines introduced policies to make travel during COVID-19 as easy as possible. The worst of the pandemic is now over, but some of these policies remain in place for you to take advantage of as you step back out into the world.

Find flexible getaways. Some airlines introduced flexible booking policies in 2020 – and many of these are still available. If you book a flexible plane ticket from Chicago to San Juan, it means your money is still safe if your flights are changed or cancelled due to COVID-19.

Get insured. Choose travel cost protection that covers COVID-19, too. It's available at the checkout as you book your flight from Chicago to San Juan with us.

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