A coastal fortification with a large dome, overlooking a calm sea and distant mountains.

Flights from Chicago O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)
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Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)

JetBlue Airways
Frontier Airlines
American Airlines
United
Delta

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Cheap Flights from Chicago to San Juan (ORD-SJU)

Prices were available within the past 7 days and start at ￥22,480 for one-way flights and ￥51,960 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Thu, Oct 22 - Wed, Oct 28

ORD

Chicago

SJU

San Juan

￥51,960

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Oct 22 from Chicago to San Juan, returning Wed, Oct 28, priced at ￥51,960 Found 1 day ago

Wed, Nov 18 - Tue, Nov 24

ORD

Chicago

SJU

San Juan

￥54,460

Roundtrip

Found 1 day ago

Select United flight, departing Wed, Nov 18 from Chicago to San Juan, returning Tue, Nov 24, priced at ￥54,460 Found 1 day ago

Fri, Oct 16 - Sun, Oct 18

ORD

Chicago

SJU

San Juan

￥55,940

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Fri, Oct 16 from Chicago to San Juan, returning Sun, Oct 18, priced at ￥55,940 Found 1 day ago

Thu, Oct 22 - Wed, Oct 28

ORD

Chicago

SJU

San Juan

￥61,750

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Oct 22 from Chicago to San Juan, returning Wed, Oct 28, priced at ￥61,750 Found 1 day ago

Thu, Oct 22 - Wed, Oct 28

ORD

Chicago

SJU

San Juan

￥62,460

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Oct 22 from Chicago to San Juan, returning Wed, Oct 28, priced at ￥62,460 Found 1 day ago

Thu, Oct 22 - Wed, Oct 28

ORD

Chicago

SJU

San Juan

￥63,950

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Oct 22 from Chicago to San Juan, returning Wed, Oct 28, priced at ￥63,950 Found 1 day ago

Thu, Oct 22 - Wed, Oct 28

ORD

Chicago

SJU

San Juan

￥64,660

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Oct 22 from Chicago to San Juan, returning Wed, Oct 28, priced at ￥64,660 Found 1 day ago

Mon, Nov 23 - Tue, Nov 24

ORD

Chicago

SJU

San Juan

￥66,380

Roundtrip

Found 1 day ago

Select United flight, departing Mon, Nov 23 from Chicago to San Juan, returning Tue, Nov 24, priced at ￥66,380 Found 1 day ago

Wed, Nov 18 - Thu, Nov 26

ORD

Chicago

SJU

San Juan

￥66,550

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Wed, Nov 18 from Chicago to San Juan, returning Thu, Nov 26, priced at ￥66,550 Found 1 day ago

Fri, Jan 1 - Wed, Jan 6

ORD

Chicago

SJU

San Juan

￥109,760

Roundtrip

Found 1 day ago

Select Delta flight, departing Fri, Jan 1 from Chicago to San Juan, returning Wed, Jan 6, priced at ￥109,760 Found 1 day ago

Find the cheapest month to fly from Chicago (ORD) to San Juan (SJU)

February is typically the cheapest month to fly

From ￥27,848 - ￥73,643 per traveler.

Travel information

Origin airport	Chicago O'Hare Intl. Airport
Destination airport	Luis Munoz Marin Intl. Airport
Distance	3,337 km away
Airlines serving	JetBlue Airways, Frontier Airlines, American Airlines, United, Delta
Popular airline	JetBlue Airways
Roundtrip price	￥51,960
Average flight time	4 hours 49 mins

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Isla Grande Hotels
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Hotels with an Indoor Pool in Puerto Rico
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All-Inclusive Hotel Hotels in Isla Verde
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Resorts in Río Grande
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Hotels near Calle Fortaleza
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Hotels near Isla Verde Beach
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Town Houses in San Juan
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Hostels in San Juan
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Beach Hotels in Miramar
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Santillana del Mar Hotels
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Hotels near Luis Munoz Marin Intl.
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Vacation Homes in Río
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Hotels near Pan American Pier
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Boutique Hotels in San Juan
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San Juan Hotels
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Hotels near Puerto Rico Convention Center
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All-Inclusive Hotel Hotels in San Juan
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Luxury Hotels in San Mateo
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Beach Hotels in Old San Juan
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Puerto Rico Hotels
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Hotels near Pier 4
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Hotels near Plaza de Armas
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Luxury Hotels in Isla Grande
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Cheap Hotels in Condado
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Resorts in Puerto Rico
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Hotels near Fernando Luis Ribas Dominicci
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Hotels near Casa Bacardi
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￥22,480 Cheap Flights from Chicago (ORD) to San Juan (SJU)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)

Be in the know

Book smarter

Earn twice

Cheap Flights from Chicago to San Juan (ORD-SJU)

Find the cheapest month to fly from Chicago (ORD) to San Juan (SJU)

February is typically the cheapest month to flyFebruary is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

February is typically the cheapest month to fly