Book cheap flights from Chicago to San Juan from £52

Last minute flights from Chicago to San Juan

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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

Thu, 02 May MDW - SJU

Mon, 06 May SJU - MDW

£148 £139

Prime price per passenger

Chicago San Juan

BEST

DEAL

Tue, 14 May ORD - SJU

£53 £52

Prime price per passenger

Chicago San Juan

BEST

DEAL

Tue, 14 May ORD - SJU

Wed, 15 May SJU - ORD

£114 £107

Prime price per passenger

Chicago San Juan

BEST

DEAL

Tue, 07 May ORD - SJU

Sat, 11 May SJU - ORD

£109 £107

Prime price per passenger

Chicago San Juan

BEST

DEAL

Fri, 17 May ORD - SJU

Tue, 21 May SJU - ORD

£192 £188

Prime price per passenger

Route information

Distance: 2055 miles

Chicago airports

O'hare International Airport (ORD) How far from city centre: 14 miles

Pal Waukee (PWK) How far from city centre: 22 miles

Midway Airport (MDW) How far from city centre: 4 miles

Dupage County (DPA) How far from city centre: 27 miles

Chicago Nas (NOH) How far from city centre: 22 miles

Merrill C Meigs (CGX) How far from city centre: 7 miles

San Juan airports

Luis Munoz Marin International (SJU) How far from city centre: 7 miles

Isla Grande (SIG) How far from city centre: 1 miles

Searching for Chicago to San Juan flights?

Enjoy the best flight deals whether you are looking for the cheapest or earliest!

Are you ready to fly with eDreams? Check the last minute airfares or book the lowest route price departing from Chicago to San Juan. Stop spending a lot of money to the flight ticket and start enjoying your holiday. No worries, we got your back! eDreams is on your side for a hassle-free and convenient booking experience. You have the privilege to reach the top airline carriers and the cheapest prices. When do you want to depart from Chicago? Adjust your travel dates now and explore the dozens of options to San Juan at great prices. Choose a well-suited flight to San Juan amongst the large selection of options, as everything you are looking for is what eDreams offer. You can even book a hotel and rent a car for the perfect vacation mix. It is much easier to book a flight and hotel together, even cheaper! Go ahead; select the best offer from San Juan to Chicago and you're done! Enjoy your holiday, but first, fasten your seatbelt. We are flying!

Frequently asked questions about flights from Chicago to San Juan

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Puerto Rico. At eDreams have you covered!

If I want to book flights from Chicago to San Juan at eDreams, how can I find them?

Using our flight search engine, you can find flights from £52 for the route Chicago - San Juan. At eDreams, we always aim at providing our customers with the cheapest option, allowing you to adjust according to stopovers, airports, dates and many other filters.

What is the duration of a flight from Chicago to San Juan?

Flight duration from Chicago to San Juan is around 05:02 hours on average, at an average distance of 3,382 km, for flights for the route (which may have 1 or more stops in other cities in between).

From which airports is it possible to fly from Chicago to San Juan?

The main route from Chicago to San Juan is: O hare International Airport (ORD) to Luis Munoz Marin International (SJU). The following airlines fly this route: