Cheap flights from Puerto Rico to Chicago (CHI)

Flight FAQs

From Puerto Rico to Chicago

Are flight prices decreasing from Puerto Rico to Chicago 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 Puerto Rico and Chicago 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 Puerto Rico to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Puerto Rico to Chicago. Policies will vary by airline.

Which airlines flying from Puerto Rico to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Puerto Rico to Chicago have new flexible policies in place due to COVID-19. United Airlines, Spirit Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

Can I find flights from Puerto Rico to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Puerto Rico to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $97, but on average you can expect to pay $116.

Are there nonstop flights from Puerto Rico to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Puerto Rico to Chicago under $200. A good price for a nonstop flight from Puerto Rico to Chicago is less than $286.

Are there last-minute flights available from Puerto Rico to Chicago for under $100?

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

What are the most popular airlines that fly from Puerto Rico to Chicago?

The most popular airlines flying from Puerto Rico to Chicago are American Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Puerto Rico to Chicago?

Most travelers choose San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl, San Juan Luis Munoz Marin Intl - Chicago Midway or Vieques - Chicago O'Hare Intl when deciding on the best route from Puerto Rico to Chicago.

What are the cheapest Flights from Puerto Rico to Chicago?

Looking at all options, your cheapest flight can be booked for $117. While the most popular route (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl) can be booked for $97 on average our data indicates $501 when flying from Puerto Rico to Chicago

What are the most reliable airlines from Puerto Rico to Chicago?

Before booking your flight to Chicago from Puerto Rico, check out the most reliable airlines to get you to your destination on time: Qatar Airways (100%), Air Canada (98%), United Airlines( 98%).

How long is the flight from Puerto Rico to Chicago?

A quick flight from Puerto Rico to Chicago can take about 6h 44m. Delta provides one of the quickest options available for as low as $373. This flight may include one or multiple stops.

What is the cheapest airline to fly from Puerto Rico to Chicago round-trip?

According to our current data, Spirit Airlines ($97), offers the cheapest pricing from Puerto Rico to Chicago.

What are the cheapest airlines to fly from Puerto Rico to Chicago one-way?

The cheapest airlines for a one-way flight from Puerto Rico to Chicago are Spirit Airlines ($48) and Frontier ($78).