Cheap flights from Chicago, IL to San Juan, undefined

Flights starting at £88. Choose between Frontier Airlines, United Airlines, or Spirit Airlines to find the best price.

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One-way trips

Updated:

Round trips

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Chicago ORDOrlando MCOAtlanta ATLChicago ORD

Multiple carriers

£168
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Chicago MDWFort Lauderdale FLLOrlando MCOChicago MDW

Multiple carriers

£187

Updated:

3341 km
Distance
Duration
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Travelers usually depart from O Hare International, Chicago Midway International, Chicago, IL - Union Station, Chicago Rockford International, or Chicago Downtown Greyhound Station when they travel from Chicago to San Juan. Book your trip to arrive at Luis Muñoz Marín International, or Fernando Luis Ribas Dominicci. The distance between Chicago and San Juan is 3341 km. The most popular airlines for this route are Frontier Airlines, United Airlines, Spirit Airlines, American Airlines, and JetBlue Airways. Chicago and San Juan have 392 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights2222222
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American Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Chicago to San Juan

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight
American AirlinesAALAAYesNo
JetBlue AirwaysJBUB6YesOpens 24 days before flight
Closes 2 hours before flight

United States COVID-19 travel restrictions

Latest COVID-19 travel restrictions in United States – 12/2022
Your trip summary

Most travelers from Chicago, ORD can enter Puerto Rico, but there are restrictions.

Departure

Travel restrictions
  • Travel is allowed
  • Proof of negative pre-departure COVID-19 test results or recovery certificate is not required
  • Quarantine is not required
Additional information
  • Health screening may be required on arrival
  • Masks are recommended in certain settings

Return

Travel restrictions
  • Travel is allowed with restrictions
  • Proof of negative pre-departure COVID-19 test results or recovery certificate is not required for United States
  • Quarantine is not required for vaccinated travelers
Forms and documents
  • Mandatory proof of COVID-19 vaccination for United States

Information is provided as guidance only and accurate at the time of publishing. Always check government websites and airline materials before booking and traveling.

Learn more about COVID-19 restrictions in United States in our dedicated Stories article.

Frequently asked questions

How long does it take to travel from Chicago to San Juan?
A one-way nonstop (direct) flight between Chicago and San Juan takes around 4.7 hours.
What is the flight distance between Chicago and San Juan?
The flight distance between Chicago and San Juan is 3341 km.
What airlines offer nonstop (direct) flights between Chicago and San Juan?
Several carriers operate flights between Chicago and San Juan. Airlines offering nonstop (direct) flights include American Airlines, United Airlines.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and London, Manchester, Athens, Dublin, New York, Las Vegas, Vilnius, Los Angeles, Denver, Orlando, Minneapolis, Barcelona, Austin, Edinburgh, San Francisco, Paris, Nashville, Atlanta, Glasgow, Riga.
What are the most popular routes to and from San Juan?
Travelers frequently search for route combinations, such as San Juan and London, Orlando, Montreal, Toronto, New York, Tampa, Philadelphia, Washington, D.C., Madrid, Fort Lauderdale, Barcelona, Charlotte, Austin, Saint Croix, Athens, Houston, Boston, San Antonio, Edmonton, Santo Domingo.
Which airports are there in Chicago?
Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Central Illinois Regional, Quad City International, South Bend International, Muskegon County, Kalamazoo/Battle Creek International.
What airports are near San Juan?
The main airport in San Juan is Luis Muñoz Marín International. It is also served by Aguadilla Rafael Hernandez, Mercedita, Eugenio María de Hostos.
What buses and trains depart from Chicago?
A number of bus and train companies depart from Chicago, including Greyhound.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and San Juan?
What is Virtual Interlining and how do I use it?
Which airlines fly between Chicago and San Juan?
When's the best time to travel between Chicago and San Juan?
What flights operate between Chicago and San Juan?
How many airports are there near Chicago?
How many airports are there near San Juan?
Is it possible to reach Chicago by bus or train?
What time do nonstop (direct) flights between Chicago and San Juan depart?
What time do nonstop (direct) flights between Chicago and San Juan arrive?
What time do flights between Chicago and San Juan depart?
What time do flights between Chicago and San Juan arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

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Flights to San Juan

Popular routes

Airports near Chicago

  • O Hare International
  • Chicago Midway International
  • Gerald R. Ford International
  • General Mitchell International
  • Dane County Regional
  • General Wayne A. Downing Peoria International
  • Quad City International
  • Fort Wayne International
  • Central Illinois Regional
  • South Bend International

Airports near San Juan

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