End your summer in paradise! Flights to the Caribbean islands of Puerto Rico and St. Thomas in late summer are now up to $150 less than the usual cost. American Airlines and United Airlines have dropped the price of airfares from Chicago to San Juan and Charlotte Amalie to just $274-$289 roundtrip, including tax.
Travel in August and September, including over Labor Day weekend.
Fly.com Fare Calendars
Flights from Chicago to the Caribbean (all flights are roundtrip, including tax):
- $274 — San Juan, Puerto Rico (Nonstop)
- $287-$289 — Charlotte Amalie, St. Thomas
For more cheap fares from Chicago, click here.
Note:
- American & United charge $25 for the first checked bag.
- For more baggage information click here.
Savings:
- Up to $150 OFF the usual cost
Travel Dates:
- To San Juan:Aug. 24 to Sept. 28
- To Charlotte Amalie: Aug. 10 to Sept. 24
- Includes travel over Labor Day weekend
Sample Screenshots:
CHI-SJU: Fly.com Search Results
CHI-SJU: United Airlines Booking Page
CHI-STT: Fly.com Search Results
CHI-STT: American Airlines Booking Page
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Featured Image: Isla Verde Beach, San Juan (Shutterstock.com)
