
Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €479
Many airlines offer flexible change policies
Earn BONUS+ rewards on top of your airline points
Enjoy exclusive promotions on the ebookers app!
Selected flight deals from Chicago to San Juan
The lowest prices found within the past 7 days from Chicago to San Juan were €217 for one-way flights and €479 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€479 Return, found 1 day ago
€479
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€518 Return, found 1 day ago
€518
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€527 Return, found 1 day ago
€527
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€530 Return, found 1 day ago
€530
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€557 Return, found 1 day ago
€557
Return
found 1 day ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €478 |
Average flight time | 5 hours 50 mins |
Best Day to Book Flight from Chicago to San Juan
San Juan Flight Information
Traveling From | Chicago |
|---|---|
Origin Airport IATA Code | CHI |
Traveling To | San Juan |
Destination Airport IATA Code | SJU |
Number of Airlines Serving | |
Available Airlines | United, American Airlines |
Distance | |
Direct Flight Time | |
Flight Price | €479 |
Need a car after flight from Chicago to San Juan
Economy
Chevrolet Spark

Compact
Ford Focus

Midsize
Toyota Corolla

SUV
Jeep Compass

Place to stay after flight from Chicago to San Juan

Caribe Hilton
1 San Geronimo Street San Juan
Yövy tässä ylellisessä lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
8.6/10 Excellent! (2,824 reviews)
"Our stay at the Caribe Hilton was great! The staff were friendly and helpful, the only 2 things that I feel need improvement are the next: The bed: The bed was extremely hard, they are just cheap Sealy mattresses. If you have back and neck issues, or issues such as Fibromyalgia… you will be waking ..."
Reviewed on 14 Jun 2026

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Yövy tässä ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 4 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme kehuvat ...
9.4/10 Exceptional! (1,724 reviews)
"Beautiful property, great food and staff!"
Reviewed on 13 Jun 2026

La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
9.2/10 Wonderful! (2,704 reviews)
"Lovevit"
Reviewed on 14 Jun 2026
Save an average of 15% on thousands of hotels when you're signed in

The Condado Plaza Hotel
999 Ashford Avenue San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti 2 ulkouima-altaasta, 2 ravintolasta ja rannasta. Asiakkaamme kehuvat majoituspaikan ...
8/10 Very Good! (2,447 reviews)
"Great experience!!"
Reviewed on 14 Jun 2026

San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
Yövy tässä ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 2 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme kehuvat ...
9/10 Wonderful! (1,616 reviews)
"It’s a beautiful property, but when we were at the beach with our towels/bags on the seat, they were removed and we panicked until we found our things with the beach staff, who apologized but should have known better. I paid for two rooms and expected better. Otherwise, the drinks/food were more ..."
Reviewed on 14 Jun 2026

AC Hotel by Marriott San Juan Condado
1369 Ashford Avenue San Juan
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, kuntokeskuksesta ja pysäköinnistä (lisämaksusta). ...
8.6/10 Excellent! (1,234 reviews)
"We absolutely loved the property. So beautiful and close to the beach! We’ll always remember Our 25th wedding anniversary celebration! We’re definitely planning to come back!"
Reviewed on 13 Jun 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Trending
Flights
- Flights from London to New York
- Flights from New York to Chicago
- Flights from Helsinki to San Francisco
- Flights from Chicago to San Francisco
- Flights from Stockholm to New York
- Flights from Tallinn to New York
- Flights from New York to Los Angeles
- Flights from New York to Denver
- Flights from Helsinki to Miami
- Flights from New York to Helsinki
- Flights from Helsinki to Kauai
- Flights from Los Angeles to San Francisco
- Flights from Reno to Yellowstone National Park
- Flights from Los Angeles to Honolulu
- Flights from New York to Bangkok
- Flights from Stockholm to Miami
- Flights from Helsinki to Maui
- Flights from London to Cleveland
- Flights from Helsinki to Honolulu
- Flights from Dallas to Yellowstone National Park
- Flights from Helsinki to Cleveland
- Flights from Helsinki to Nashville
- Flights from Helsinki to Kansas City
- Flights from Helsinki to New York
- Flights from Montreal to Keystone
- Flights from Helsinki to Madison
- Flights from New York to Honolulu
- Flights from New York to Miami
- Flights from Helsinki to Atlanta
- Flights from Honolulu to Maui
Need more than a Flight from Chicago to San Juan?
Terms & Conditions
Flight prices above are per person all prepaid taxes and online service fees included and subject to availability

