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Cheap flights from Chicago to San Juan from US$100
United Airlines, Frontier Airlines, American Airlines and Southwest Airlines fly nonstop from Chicago to San Juan, about 5 flights a week. The flight takes around 4h 40m, and the cheapest one-way fare we found recently is US$100 on 11 Jan.
Direct flights available ~5 flights a week 4h 40m Cheapest in January Prices checked 14 days ago
Chicago to San Juan at a glance
Cheapest one-wayUS$100Frontier Airlines · nonstop · Mon 11 JanFastest flight4h 40mEstimated
Nonstop flights5/wkUnited Airlines, Frontier Airlines, American Airlines
Airlines flying nonstop from Chicago to San Juan
4 airlines on this route, about 5 flights a week in total (observed over the last 4 weeks).
Cheapest month to fly from Chicago to San Juan
Lowest one-way fare found for each month: January is cheapest, December the most expensive.
Good to know
- Distance
- 3,338 km2,073 miles
- Flight time
- 4h 40mestimate
- Time difference
- +2hSan Juan vs Chicago
- Currency in San Juan
- USD
- Airports
- ORD, MDW, RFD → SJU, SIG
Flights from Chicago to San Juan: questions answered
How much is a flight from Chicago to San Juan?
The cheapest one-way fare we found recently is US$100, nonstop, departing in January. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Chicago to San Juan?
Yes. United Airlines, Frontier Airlines, American Airlines and Southwest Airlines fly this route nonstop, with about 5 flights a week in each direction.
How long is the flight from Chicago to San Juan?
A nonstop flight covers 3,338 km and takes around 4h 40m.
Which airlines fly from Chicago to San Juan?
United Airlines, Frontier Airlines, American Airlines and Southwest Airlines operate nonstop flights on this route.
Which airports serve Chicago and San Juan?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). San Juan: Luis Munoz Marin International Airport (SJU) and Fernando Luis Ribas Dominicci Airport (SIG).
What is the time difference between Chicago and San Juan?
San Juan is 2 hours ahead of Chicago.





