Do you need help?

Call for exclusive deals: (650) 215-5185

Flights from Chicago to San Juan

Why book with eDreams
  • Cheap flights with 660+ top airlines
  • Compare the cheapest deals
  • Fly to San Juan from $337

View last minute flights to San Juan

Latest deals from all Chicago airports.

Departure Fri, 18 Oct Return Tue, 22 Oct
MDW Chicago
SJU San Juan
return from $471
Departure Mon, 04 Nov Return Thu, 07 Nov
ORD Chicago
SJU San Juan
return from $339
Departure Fri, 08 Nov Return Tue, 12 Nov
MDW Chicago
SJU San Juan
return from $660
Departure Tue, 12 Nov Return Mon, 18 Nov
ORD Chicago
SJU San Juan
return from $337
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
L 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 with eDreams!

Alternative routes

International sites