Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from
Many airlines offer flexible change policies
Earn BONUS+ rewardsOpens in a new window on top of your airline points
Enjoy exclusive promotions on the ebookers app!
Origin airport IATA code | CHI |
|---|---|
Destination airport IATA code | SJU |
Number of flight options | 1 |
Average flight time | 6 hours 40 mins |
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 | |
Distance | |
Direct Flight Time | |
Flight Price |
Need a car after flight from Chicago to San Juan
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Place to stay after flight from Chicago to San Juan
Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo San Juan San Juan
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) ...
7.4/10 Good! (3,943 reviews)
The food was good,great location wish they had a shuttle to cruise ship. Security guard very nice forgot his name but he says he has worked there for awhile. Room bed need better linen and duvet or comforter with brighter colors.
Reviewed on 17 Feb 2026
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Dieses Resort in Strandnähe bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf WLAN-Internetzugang (kostenlos), 3 Außenpools und Wellnessbereich. ...
9.2/10 Wonderful! (2,452 reviews)
Staff was amazing and friendly. Rooms were clean, Everything was good.
Reviewed on 17 Feb 2026
The Condado Plaza Hotel
999 Ashford Avenue San Juan
Dieses Resort in Strandnähe bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf 2 Außenpools, 2 Restaurants und am Strand. Die Gäste loben den ...
7.8/10 Good! (2,056 reviews)
Upon checking in the first room, had an issue with the AC went to the front desk, clerk they addressed it with no issues by assigning us to another room. Pictures on Expedia definitely doesn’t match with existing conditions. The guys at the bar were pretty cool Anthony & hector their energy and Vibes ...
Reviewed on 17 Feb 2026
Save an average of 15% on thousands of hotels when you're signed in
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf WLAN-Internetzugang (kostenlos), 2 Außenpools und Wellnessbereich. ...
9/10 Wonderful! (1,529 reviews)
Great hotel, easy check in, friendly staff
Reviewed on 17 Feb 2026
Caribe Hilton
1 San Geronimo Street San Juan
Dieses Resort in Strandnähe bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf WLAN-Internetzugang (kostenlos), 3 Außenpools und Wellnessbereich. ...
8.6/10 Excellent! (2,586 reviews)
The shower had mold. The balcony overlooked where the garage compactors are which smelled!
Reviewed on 17 Feb 2026
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in San Juan. Freu dich auf WLAN-Internetzugang (kostenlos), 4 Außenpools und Wellnessbereich. ...
9.4/10 Exceptional! (1,704 reviews)
With the many 5 star resorts we could have stayed at, this was not the best pick for a family. The sheets were thin rough and the pillows flat. Our suite was not cleaned on a regular schedule, for context we went out on a planned excursion (left early came back around dinner time) and the suite was ...
Reviewed on 17 Feb 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 Atlanta to Mountain View
- Flights from Geneva to San Diego
- Flights from Zürich to Honolulu
- Flights from Zürich to Maui
- Flights from Los Angeles to Las Vegas
- Flights from San Francisco to Las Vegas
- Flights from Zürich to Vancouver
- Flights from Zürich to San Diego
- Flights from London City
- Flights from Zürich to Rhodes
- Flights from Geneva to Las Vegas
- Flights from New York to Honolulu
- Flights from Honolulu to Maui
- Flights from Zürich to Key West
- Flights from Zürich to Manila
- Flights from Montreal to Cape Cod
- Flights from Basel to Dubai
- Flights from Zürich to Las Vegas
- Flights to Switzerland
- Flights from Geneva to Austin
- Flights from Zürich to Tokyo
- Flights from Geneva to Honolulu
- Flights from Geneva to New York
- Flights from Zürich to Pula
- Flights from Vancouver to Honolulu
Packages
Need more than a Flight from Chicago to San Juan?
^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.