24/7 Support
(855-706-2925)
Flight Deals from Chicago O Hare Airport to San Juan from $105
Top flight deals from leading airlines:
... and +100s more
Cancel within 24 hours for a full refund—no questions asked.
We’ll refund the difference if the price drops before you fly.
The prices shown are exactly what you pay, with no hidden taxes or fees.
Expert travel agents, ready to help anytime by phone, chat, or email.
Stops
- Nonstopfrom $257
- Up to 1 stop$273
- Up to 2 stops$458
Airlines
- American Airlines$410
- Frontier Airlines$293
- JetBlue$375
- Spirit Airlines$257
- United Airlines$348
Cabin Class
- Economy$257
Departure Airports
- Chicago O Hare Airport$257
Arrival Airports
- Luis Munoz Marin International Airport$257
Layover Airports
- Charlotte Douglas International Airport$459
- Fort Lauderdale Hollywood International Airport$340
- General Edward Lawrence Logan International Airport$375
- George Bush Intercontinental Houston Airport$353
- Hartsfield Jackson Atlanta International Airport$293
- Miami International Airport$414
- New York John F Kennedy Airport$375
- Newark Liberty Airport$348
- Orlando International Airport$273
- Philadelphia International Airport$293
- Washington Dulles Airport$480
Top Deals on flights from Chicago O Hare Airport to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
Dec 8
as low as
$105
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
Dec 9
as low as
$138
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 12
Jan 12
as low as
$144
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 15
Jan 16
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 17
Jan 17
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 4
Dec 4
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 7
Dec 8
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 2
Dec 3
as low as
$168
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 18
Jan 18
as low as
$172
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
Dec 8
as low as
$182
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 8
Jan 9
as low as
$191
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 5
Jan 6
as low as
$193
Flights to San Juan
- Flights
- Caribbean
- Puerto Rico
- San Juan
- Flights
- North America
- United States
- Illinois
- Chicago
- Chicago O Hare Airport