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Flights from Chicago to San Juan

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  • Cheap flights with 660+ top airlines
  • Compare the cheapest deals
  • Fly to San Juan from $221

View last minute flights to San Juan

Latest deals from all Chicago airports.

Departure Tue, 29 Jun Return Sat, 03 Jul
CHI Chicago
SJU San Juan
return from $221
Departure Thu, 08 Jul Return Sat, 17 Jul
CHI Chicago
SJU San Juan
return from $230
Route information
Find out relevant information on Chicago and San Juan to help you prepare for your trip.
Chicago airports
  • ( O'hare International Airport (ORD)
    How far from city center: 14 miles
  • ( Midway Airport (MDW)
    How far from city center: 4 miles
  • ( Pal Waukee (PWK)
    How far from city center: 22 miles
  • ( Dupage County (DPA)
    How far from city center: 27 miles
  • ( Chicago Nas (NOH)
    How far from city center: 22 miles
  • ( Merrill C Meigs (CGX)
    How far from city center: 7 miles
San Juan airports
  • ( Luis Munoz Marin International (SJU)
    How far from city center: 7 miles
  • ( Isla Grande (SIG)
    How far from city center: 1 miles
K Distance: 2055 miles

Are you searching for flights from Chicago to San Juan?

Thinking of a break in San Juan for some well-deserved holidays, to see a loved one or just for business purposes?

Whatever your need is, eDreams will make the job done! Enter your date preferences and let us show you the greatest deals from Chicago. If you are looking for a spot of inspiration or are flexible on your travel dates, then take a look at when the cheapest days to fly to San Juan are. If your trip was a last minute afterthought then take a look at our last minute flight prices, there is sure to be something to tempt you. Finally, to make sure that you have everything prepared for your holidays in San Juan, book a hotel and rental car with your flight. Your journey starts here!

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Discover cheap flights to San Juan

Whether you want to escape from Chicago for quick family holiday, or maybe a trip with friends to San Juan for a weekend, or even a business trip to San Juan, the eDreams flight comparison tool will find you the cheapest flights.

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The eDreams flights search engine will provide you with the cheapest options available while you book your flight, once you select your flight dates, number of passengers and other details, our search results will show you the best options.

If you are flexible when it comes to dates, we also help you find the cheapest day to go to San Juan. In addition, if it's a last-minute trip, we help you find the flight from Chicago that best suits your travel needs.

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Alternative routes

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