Cheap flights from Chicago Midway (MDW) to Puerto Rico

Flight FAQs

From Chicago Midway to Puerto Rico

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

JetBlue 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 Midway to Puerto Rico 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 Midway to Puerto Rico have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Delta, United Airlines, and American Airlines flying from Chicago Midway to Puerto Rico have implemented new flexible cancellation policies.

Can I find flights from Chicago Midway to Puerto Rico for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to Puerto Rico for under $300. The cheapest flight booked recently is on Multiple Airlines for just $298, but on average you can expect to pay $349.

Are there nonstop flights from Chicago Midway to Puerto Rico for under $300 on Cheapflights?

There are no nonstop flights from Chicago Midway to Puerto Rico, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago Midway to Puerto Rico for under $400?

There are currently 16+ open flights from Chicago Midway to Puerto Rico within the next 7 days for less than $400.

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

American Airlines, JetBlue and Delta are the most popular airlines when flying from Chicago Midway to Puerto Rico.

What are the cheapest Flights from Chicago Midway to Puerto Rico?

While on average a flight from Chicago Midway to Puerto Rico is generally $375, our data shows the cheapest flight currently is $201. When looking at the most popular route, (Chicago Midway - San Juan Luis Munoz Marin Intl), you can expect to pay $310 for that flight.

How long is the flight from Chicago Midway to Puerto Rico?

Airlines like Delta fly from Chicago Midway to Puerto Rico in about 5h 51m. The time it takes to get you to your destination can typically vary by up to .

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

Currently priced at $310, Delta will fly you from Chicago Midway to Puerto Rico and back. In addition to Delta, many other airlines offer competitively priced options for your trip.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as $155.