Cheap flights from Chicago (CHI) to San Juan (SJU)

Flight FAQs

From Chicago to San Juan

Are flight prices decreasing from Chicago to San Juan due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and San Juan for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to San Juan to control the spread of COVID-19?

Alaska Airlines and Delta are some of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Chicago to San Juan include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Chicago to San Juan have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to San Juan that may be offering flexible cancellation policies are United Airlines, American Airlines, and Spirit Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to San Juan for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to San Juan for under $100. The cheapest flight booked recently is on Spirit Airlines for just $85, but on average you can expect to pay $94.

Are there nonstop flights from Chicago to San Juan for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San Juan under $200. A good price for a nonstop flight from Chicago to San Juan is less than $156.

Are there last-minute flights available from Chicago to San Juan for under $100?

There are currently 20+ open flights from Chicago to San Juan within the next 7 days for less than $100.

What days are nonstop flights available from Chicago to San Juan?

Nonstop flights can be found on the following days: Friday, Saturday.

How many flights depart from Chicago to San Juan on average per day?

6 flight departures from Chicago to San Juan per day on average.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

Is Chicago weather warmer or cooler than San Juan?

Our data indicates that the weather will be 90 °F on average in the month of June. The temperature in San Juan is typically hotter than in Chicago. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from Chicago to San Juan?

Spirit Airlines and Delta can get you from Chicago to San Juan in just under 5h 58m. Your travel time can differ by up to 17m. There are 2085 mi between Chicago and San Juan. Both multi-stop and nonstop flights can be found to your destination and back.

What is the cheapest airline to fly from Chicago to San Juan round-trip?

Spirit Airlines, at $85, was found to be the cheapest airline from Chicago to San Juan.. This flight start at 72% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Chicago to San Juan one-way?

$42 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier, with prices from $58.