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Chicago to San Juan flights

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  • Cheap flights with over 660 airlines
  • Compare the best deals
  • Flights to San Juan from £77

Cheap last minute flights to San Juan

Latest deals and top flight routes from Chicago airports.

Departure Wed, 02 Dec Return Tue, 08 Dec
CHI Chicago
SJU San Juan
return from £77
Departure Thu, 17 Dec Return Mon, 21 Dec
CHI Chicago
SJU San Juan
return from £85
Flight route information
Find out further information on Chicago and San Juan to help you prepare for your trip.
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
K Distance: 2055 miles

Search for flights from Chicago to San Juan

Find cheap flights from Chicago to San Juan with the Opodo search engine. Whether it’s on business, for a relaxing holiday or to visit loved ones, you will find all the best deals on flights from Chicago with Opodo, featuring cheap flights by all the top low cost and standard airlines. By simply entering your preferences in our speedy search engine, a large selection of options will be returned from which you just need to select the best deal that works for you. We’ll do the rest! Alternatively, if you are flexible on dates or an early bird, discover the cheapest day to fly from Chicago to San Juan to ensure you get the best price. Find exclusive discounts by downloading the Opodo App and subscribing to our newsletter to stay in touch with the best offers on flights, hotels and more. Finally, don’t forget to book a hotel or car hire to complete your journey, all of which you will find on Opodo, your one-stop travel shop. Then just sit back and relax and enjoy your holidays!

Frequent asked questions about flights from Chicago to San Juan

😷 Is it safe to travel from Chicago to San Juan during the Covid-19 situation?
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!
🔍 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 77£. 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.
📉 When is the best time to book a flight from Chicago to San Juan?
The most popular months to book a trip from Chicago to San Juan are February, July and August, based on the searches of our customers.
📅 When is the best time to travel from Chicago to San Juan?
The best time of the year to go to San Juan when flying from Chicago depends on several preference factors like climate, seasonality and, of course, price. When it comes to popularity, December is the top 1º month to fly to San Juan from Chicago in terms of searches from our customer, followed by September and October. If you prefer to avoid high peaks of turism, however, and escape a crowded period, April, July and November are the months with less volume of searchs for the route Chicago -  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).
🛄 Which airports have flights between Chicago and San Juan?
The main airport route flying between Chicago and San Juan is: O hare International Airport (ORD) to Luis Munoz Marin International (SJU). This route is covered by the following airline(s): United Airlines. American Airlines.
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