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Cheap flight deals from Chicago to San Juan Starting at AED 222

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to San Juan?

We monitor flight fares to help you find the best deals effortlessly
  • 39
  • 1016
  • 1723

  • Mar

    242
  • 39
  • 1016
  • 1723
  • 2430

  • Apr

    316
  • 713
  • 1420
  • 2127
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Chicago to San Juan

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From AED 222
United Airlines
From AED 414
Southwest Airlines
From AED 456
Jetblue Airways
From AED 462
Delta Air Lines
From AED 466
Spirit Airlines
From AED 503
Porter Airlines
From AED 827
Air Canada
From AED 1,169
American Airlines
From AED 1,176
Alaska Airlines
From AED 12,032

Alternative Cheap Routes from Chicago to San Juan

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Juan.
  • MDWSJU
    Tue, Feb 18
    One way1 transfer
    From AED 222
  • ORDSJU
    Tue, Feb 18
    One way1 transfer
    From AED 226

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to San Juan (SJU) the cheapest?
    Airlines adjust prices for flights from Chicago to San Juan based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Chicago (CHI) to San Juan (SJU) cost?
    According to Trip.com's data, the lowest price is around AED 1,069.
  • How long does it take to fly from Chicago (CHI) to San Juan (SJU)?
    It takes about 4 hours 50 minutes to fly from Chicago (CHI) to San Juan (SJU).
  • What is the transportation method from the main airport to downtown in San Juan?
    • The distance from Luis Muñoz Marín International Airport to downtown is about 11 km, by taxi about 30 minutes.
  • What are the most popular airlines that fly from Chicago (CHI) to San Juan (SJU)?
    Airlines with flights from Chicago (CHI) to San Juan (SJU): United Airlines, Spirit Airlines, Air New Zealand, Air Canada, Alaska Airlines, Southwest Airlines and American Airlines.
  • What's the most popular airline for non-stop flights from Chicago (CHI) to San Juan (SJU)?
    United Airlines operates 1 non-stop flights from Chicago (CHI) to San Juan (SJU).
  • How many airports are there in San Juan (SJU)?
    There are 2 airport(s) near San Juan (SJU): Fernando Luis Ribas Dominicci Airport and Luis Muñoz Marín International Airport.

Flight Info | to

Cheapest direct flight priceAED 222
Cheapest return ticket priceAED 756
Off-season for travelJanuary
Peak season for travelNovember
Flight distance3,313.11 km
Average flight time4 hours 50 minutes
Popular airlineFrontier Airlines

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