Book cheap flights from Chicago to San Juan from $109

Last minute flights from Chicago to San Juan

Book now before it's too late

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Chicago San Juan

BEST

DEAL

Wed., 01 Jan. MDW - SJU

Sun., 05 Jan. SJU - MDW

$859 $825

Prime price per passenger

Chicago San Juan

BEST

DEAL

Sun., 26 Jan. ORD - SJU

$118 $109

Prime price per passenger

Distance: 3307 kms

Chicago airports

San Juan airports

Luis Munoz Marin International (SJU) How far from city centre: 11 kms

Get the Best Deals on Flights from Chicago to San Juan

Discover the best last-minute airfares and cheap prices from Chicago to San Juan with Opodo Australia. Avoid overspending on flight tickets and start planning your perfect getaway. Opodo offers a hassle-free booking experience, providing access to top airline carriers and the most competitive prices.

Find the best flights that fit your needs

When do you want to depart from Chicago? Adjust your travel dates and explore a wide range of options to San Juan. With Opodo, you can find the perfect flight from our extensive selection, ensuring a seamless and enjoyable trip. Compare prices, flight durations, and amenities to choose the best option that suits your needs.

Book all in one place

But wait, there's more! Enhance your travel experience by booking a hotel and renting a car along with your flight. It's easier and often cheaper to book everything together. Choose the best offer from Chicago to San Juan and get ready for an incredible journey. Enjoy your holiday, and remember to fasten your seatbelt. We’re ready for takeoff!

Frequently asked questions about flights from Chicago to San Juan

How long does the flight take to go from Chicago to San Juan?

The total flight time between Chicago and San Juan is of around 05:02 hours on average, considering an average distance of 3,382 km, for both direct and indirect flights for the route (which may have 1 or more stops in other cities in between).

How can I find cheap flights from Chicago to San Juan at Opodo?

The cheapest price for a flight from Chicago to San Juan is $109. At Opodo we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

Is it possible to purchase a flexible ticket for my flight from Chicago to San Juan?

At Opodo we want to make sure that your travel plans are not affected by any cancelation as well as any possible restrictions Puerto Rico may apply when travelling from Chicago. Is your flight cancelled? We've got your back! With our flexible ticket guarantee you can decide if you want to book another flight - free of rebooking fee - or get a full refund!