โ Chicago to San Juan: all datesSee all โ
Round trip
Chicago to San Juan ๐ต๐ท
$220$262
- Departs
- Wed, Jan 20
- Return
- Mon, Jan 25
- Stops
- 2 stops
- Airline
- Southwest Airlines
- Duration
- 5h 25m
Check this fare โAffiliate link โ we may earn a commission, at no extra cost to you. How we make money
Fare expires in --:--:--
Other dates on this route
Cheapest round-trip fare by departure day Cheap Average Pricey
November 2026
Work-hours calculator
This flight to San Juan costs you 14h 40m of work.
Also cheap
More from Chicago
Deal alerts
Never miss a price drop
One short email when a fare drops well below its usual price. Follow as many cities as you like. No spam, unsubscribe anytime.
Prices come from fares travellers found in the last few days and can change at any time. Last updated Fri, 23 Oct 2026 06:59:53 GMT.
