Flights from Chicago to Aguacate

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$377 Roundtrip, found 2 days ago

$377

Roundtrip

found 2 days ago

Select avianca flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $377 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$393 Roundtrip, found 2 days ago

$393

Roundtrip

found 2 days ago

Select avianca flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $393 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$405 Roundtrip, found 2 days ago

$405

Roundtrip

found 2 days ago

Select avianca flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $405 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$410 Roundtrip, found 2 days ago

$410

Roundtrip

found 2 days ago

Select avianca flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $410 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$423 Roundtrip, found 2 days ago

$423

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $423 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$429 Roundtrip, found 2 days ago

$429

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $429 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$431 Roundtrip, found 2 days ago

$431

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $431 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$443 Roundtrip, found 2 days ago

$443

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $443 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$447 Roundtrip, found 2 days ago

$447

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $447 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$453 Roundtrip, found 2 days ago

$453

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $453 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$468 Roundtrip, found 2 days ago

$468

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $468 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$486 Roundtrip, found 2 days ago

$486

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $486 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$488 Roundtrip, found 2 days ago

$488

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $488 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$490 Roundtrip, found 2 days ago

$490

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $490 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$492 Roundtrip, found 2 days ago

$492

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $492 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$494 Roundtrip, found 2 days ago

$494

Roundtrip

found 2 days ago

Select avianca flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $494 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$500 Roundtrip, found 2 days ago

$500

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $500 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$501 Roundtrip, found 2 days ago

$501

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $501 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$502 Roundtrip, found 2 days ago

$502

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $502 found 2 days ago

Thu, Jun 12 - Mon, Jun 23

ORD

O'Hare Intl.

SJO

Juan Santamaría Intl.

$700 Roundtrip, found 2 days ago

$700

Roundtrip

found 2 days ago

Select Copa flight, departing Thu, Jun 12 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jun 23, priced at $700 found 2 days ago