Chicago, it’s cold out there, so why not book a ticket to paradise and save $125 in the process? JetBlue and United have dropped the price of nonstop flights to San Juan to just $282-$294 roundtrip, including tax. American is matching some dates in February and March with 1-stop flights.

Travel is widely available through October, with limited availability in June and July.

Fly.com Fare Calendar:

All flights are roundtrip, including tax:

Note:

  • JetBlue charges $20-$25 for the first checked bag.
  • United charges $25 for the first checked bag.
  • For more baggage information click here.

Savings:

  • $125 OFF the usual cost

Travel Dates:

  • Into October, with limited availability in June & July

Sample Screenshots:

Chicago-San Juan: Fly.com Search Results

Chicago-San Juan: Fly.com Search Results

Chicago-San Juan: United Airlines Booking Page

Chicago-San Juan: United Airlines Booking Page

Chicago-San Juan: Fly.com Search Results

Chicago-San Juan: Fly.com Search Results

Chicago-San Juan: JetBlue Booking Page

Chicago-San Juan: JetBlue Booking Page

Fly.com Updates

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Featured Image: San Juan, Puerto Rico at Night (Shutterstock.com)

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Kim has been hunting flight deals and writing travel articles for over 13 years. His articles have appeared in the Boston Herald, Chicago Daily Herald, and Frommer’s Budget Travel, among other publications. Amsterdam, Bangkok, Rome, and Sydney are some of his favorite destinations and he aspires to one day live in Italy. La dolce vita!

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