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San Juan

Chicago San Juan - Cheap flights

Special flight deals from Chicago to San Juan

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Find the best time to book cheap flights to San Juan

Flexible on travel dates? Discover the cheapest month to fly to San Juan

  • Cheapest round-trip flight

    from 151 USD
  • Cheapest month to travel

    September
  • The cheapest day to fly

    Thursday
  • Lowest prices

    7 days before
Aug
157 USD
Sep
151 USD
Oct
226 USD
Nov
302 USD
Dec
397 USD
Jan
457 USD
Feb
??
Mar
707 USD
Apr
522 USD
May
??
Jun
??
Jul
??

When is the best time to buy flight tickets?

Find out how far in advance it's worth booking round-trip flights.
  • 6 months before

    from

    1,894 USD

  • 3 months before

    from

    1,083 USD

  • 30 days before

    from

    733 USD

  • 7 days before

    from

    569 USD

  • 1 day before

    from

    744 USD

Discover the cheapest day to fly

Discover on which day of the week flights are usually the most affordable.
2,407 USD
Mon
687 USD
Tue
980 USD
Wed
580 USD
Thu
1,062 USD
Fri
1,527 USD
Sat
1,269 USD
Sun

General information

  • Local time (UTC-4)

  • Flight time from Chicago

  • Local currency

    USD
San Juan
San Juan, the capital of Puerto Rico, is located on the northeastern coast of the island along the Atlantic Ocean. It is the country's most important port, as well as its economic and cultural center. Home to about 442,000 people, the entire metropolitan area boasts over 2.5 million residents. San Juan's industries include tobacco, sugar, and textiles. The historic Old Town attracts tourists with its colonial architecture. The tropical climate ensures warm temperatures year-round, but the best time to visit is during the dry season from December to April.