Search flights from San Juan (SJU) to Chicago (CHI)

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Cheapest flights to Chicago

The cheapest flights available in the next 60 days – prices are updated regularly

Wed, Nov 5
$133.99
One-way
Economy
1 traveler
Tue, Nov 4
$134.45
One-way
Economy
1 traveler
Fri, Nov 7
$134.90
One-way
Economy
1 traveler

Flying from San Juan to Chicago: things to know

The most popular route is from Luis Muñoz Marín International Airport in San Juan to Chicago O'Hare International Airport in Chicago. On average this flight takes 5 hours 42 minutes one-way and costs $690 round-trip.

Most popular route
Luis Muñoz Marín International Airport (SJU) to Chicago O'Hare International Airport (ORD)
Average flight time
5 hours 42 minutes
Average round-trip price
$690
Fly from San Juan to Chicago
7 airlines

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Airlines that fly from San Juan to Chicago

Airline options may vary according to recently booked flights and your search terms

  • Spirit Airlines
  • American Airlines
  • United Airlines
  • Frontier Airlines
  • Southwest Airlines
  • JetBlue
  • Cape Air

Frequently asked questions

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Flights from Puerto Rico to the United States

Flexible on where to fly from? Puerto Rico also has many flight options for the United States.

Flights to Chicago O'Hare International Airport

Jet into this airport to explore Chicago at your leisure.

Flights to Midway International Airport

Jet into this airport to explore Chicago at your leisure.

Flights to Illinois

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Flights from San Juan to the United States

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Hotels in Chicago

Thinking about which towns and cities to visit during your trip? Try Chicago, a popular choice with other visitors.