Search flights from Chicago to San Juan
Book your plane tickets from Chicago to San Juan with ease
Cheapest flights to San Juan
The cheapest flights available in the next 60 days – prices are updated regularly
- Tue, Jul 8$112.61One-wayEconomy1 traveler
- Tue, Jul 15$113.51One-wayEconomy1 traveler
- Wed, Jul 9$116.19One-wayEconomy1 traveler
Flying from Chicago to San Juan: things to know
The most popular route is from Chicago O'Hare International Airport in Chicago to Luis Muñoz Marín International Airport in San Juan. On average this flight takes 5 hours 9 minutes one-way and costs $790 round-trip.
Most popular route | Chicago O'Hare International Airport (ORD) to Luis Muñoz Marín International Airport (SJU) |
|---|---|
Average flight time | 5 hours 9 minutes |
Average round-trip price | $790 |
Fly from Chicago to San Juan | 4 airlines |
Reasons to book flights with Booking.com
Great selection
Easily compare flights, airlines, and prices – all in one place
No hidden fees
Always know exactly what you’re paying for
Flexibility
Use our flexible plane ticket option to change your dates if needed
Flexible plane ticket options are available for an additional cost on select airfares
Airlines that fly from Chicago to San Juan
Airline options may vary according to recently booked flights and your search terms
Spirit Airlines
American Airlines
United Airlines
Frontier Airlines
Frequently asked questions
Fly to more destinations from Chicago
New YorkUnited States
Mexico CityMexico
Los AngelesUnited States
MiamiUnited States
Las VegasUnited States
OrlandoUnited States
AtlantaUnited States
HoustonUnited States
Fort LauderdaleUnited States
DallasUnited States
GuadalajaraMexico
TampaUnited States
PhoenixUnited States
BostonUnited States
TorontoCanada
LondonUnited Kingdom
San FranciscoUnited States
WarsawPoland
PhiladelphiaUnited States
Washington, D.C.United States
CancúnMexico
KrakowPoland
SeattleUnited States
New OrleansUnited States
DenverUnited States
San JuanPuerto Rico
ParisFrance
