Flights from Chicago to Negril

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.

Wed, Oct 15 - Sun, Oct 19

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$385 Roundtrip, found 5 days ago

$385

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Sir Donald Sangster Intl., returning Sun, Oct 19, priced at $385 found 5 days ago

Tue, Oct 14 - Wed, Oct 22

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$386 Roundtrip, found 3 days ago

$386

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Sir Donald Sangster Intl., returning Wed, Oct 22, priced at $386 found 3 days ago

Sun, Oct 12 - Sun, Oct 19

MDW

Midway Intl.

MBJ

Sir Donald Sangster Intl.

$387 Roundtrip, found 3 days ago

$387

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sun, Oct 12 from Midway Intl. to Sir Donald Sangster Intl., returning Sun, Oct 19, priced at $387 found 3 days ago

Wed, Oct 15 - Sat, Oct 25

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$390 Roundtrip, found 3 days ago

$390

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Sir Donald Sangster Intl., returning Sat, Oct 25, priced at $390 found 3 days ago

Sun, Oct 12 - Sat, Oct 18

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$392 Roundtrip, found 5 days ago

$392

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Sat, Oct 18, priced at $392 found 5 days ago

Sun, Oct 12 - Thu, Oct 23

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$394 Roundtrip, found 5 days ago

$394

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Thu, Oct 23, priced at $394 found 5 days ago

Tue, Oct 14 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$396 Roundtrip, found 3 days ago

$396

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $396 found 3 days ago

Wed, Oct 15 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$401 Roundtrip, found 3 days ago

$401

Roundtrip

found 3 days ago

Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $401 found 3 days ago

Sun, Oct 12 - Mon, Oct 20

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$403 Roundtrip, found 5 days ago

$403

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Mon, Oct 20, priced at $403 found 5 days ago

Sat, Oct 18 - Sat, Oct 25

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$408 Roundtrip, found 3 days ago

$408

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Oct 18 from O'Hare Intl. to Sir Donald Sangster Intl., returning Sat, Oct 25, priced at $408 found 3 days ago

Thu, Oct 16 - Thu, Oct 23

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$410 Roundtrip, found 5 days ago

$410

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Sir Donald Sangster Intl., returning Thu, Oct 23, priced at $410 found 5 days ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$419 Roundtrip, found 5 days ago

$419

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Sir Donald Sangster Intl., returning Mon, Oct 20, priced at $419 found 5 days ago

Sun, Oct 12 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$442 Roundtrip, found 5 days ago

$442

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $442 found 5 days ago

Wed, Oct 15 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$444 Roundtrip, found 5 days ago

$444

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $444 found 5 days ago

Sat, Oct 11 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$447 Roundtrip, found 5 days ago

$447

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $447 found 5 days ago

Fri, Oct 17 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$488 Roundtrip, found 3 days ago

$488

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Fri, Oct 17 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $488 found 3 days ago

Mon, Oct 13 - Thu, Oct 23

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$501 Roundtrip, found 3 days ago

$501

Roundtrip

found 3 days ago

Select Delta flight, departing Mon, Oct 13 from O'Hare Intl. to Sir Donald Sangster Intl., returning Thu, Oct 23, priced at $501 found 3 days ago

Sun, Oct 12 - Wed, Oct 22

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$502 Roundtrip, found 3 days ago

$502

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Wed, Oct 22, priced at $502 found 3 days ago

Sun, Oct 12 - Tue, Oct 21

ORD

O'Hare Intl.

MBJ

Sir Donald Sangster Intl.

$512 Roundtrip, found 3 days ago

$512

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sun, Oct 12 from O'Hare Intl. to Sir Donald Sangster Intl., returning Tue, Oct 21, priced at $512 found 3 days ago