Flights from Chicago to Isla Holbox

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.

Sat, Jul 5 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$240 Roundtrip, found 1 day ago

$240

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jul 5 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $240 found 1 day ago

Tue, Jun 10 - Sat, Jun 14

ORD

O'Hare Intl.

CUN

Cancun Intl.

$245 Roundtrip, found 1 day ago

$245

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Cancun Intl., returning Sat, Jun 14, priced at $245 found 1 day ago

Mon, Jul 7 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$247 Roundtrip, found 1 day ago

$247

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $247 found 1 day ago

Sat, Jul 5 - Tue, Jul 15

ORD

O'Hare Intl.

CUN

Cancun Intl.

$257 Roundtrip, found 1 day ago

$257

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jul 5 from O'Hare Intl. to Cancun Intl., returning Tue, Jul 15, priced at $257 found 1 day ago

Tue, Jul 8 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$258 Roundtrip, found 1 day ago

$258

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $258 found 1 day ago

Mon, Jun 16 - Wed, Jun 25

ORD

O'Hare Intl.

CUN

Cancun Intl.

$261 Roundtrip, found 5 days ago

$261

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to Cancun Intl., returning Wed, Jun 25, priced at $261 found 5 days ago

Mon, Jul 7 - Tue, Jul 15

ORD

O'Hare Intl.

CUN

Cancun Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Cancun Intl., returning Tue, Jul 15, priced at $264 found 1 day ago

Tue, Jun 10 - Sat, Jun 14

ORD

O'Hare Intl.

CUN

Cancun Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Aeromexico flight, departing Tue, Jun 10 from O'Hare Intl. to Cancun Intl., returning Sat, Jun 14, priced at $266 found 1 day ago

Mon, Jul 7 - Mon, Jul 14

ORD

O'Hare Intl.

CUN

Cancun Intl.

$269 Roundtrip, found 1 day ago

$269

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Cancun Intl., returning Mon, Jul 14, priced at $269 found 1 day ago

Sat, Jun 14 - Wed, Jun 18

ORD

O'Hare Intl.

CUN

Cancun Intl.

$271 Roundtrip, found 1 day ago

$271

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Cancun Intl., returning Wed, Jun 18, priced at $271 found 1 day ago

Wed, Jul 9 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$272 Roundtrip, found 1 day ago

$272

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $272 found 1 day ago

Fri, Jul 11 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$278 Roundtrip, found 1 day ago

$278

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $278 found 1 day ago

Sat, Jun 14 - Tue, Jun 24

ORD

O'Hare Intl.

CUN

Cancun Intl.

$279 Roundtrip, found 1 day ago

$279

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Cancun Intl., returning Tue, Jun 24, priced at $279 found 1 day ago

Sun, Oct 19 - Tue, Oct 28

MDW

Midway Intl.

CUN

Cancun Intl.

$332 Roundtrip, found 4 days ago

$332

Roundtrip

found 4 days ago

Select Aeromexico flight, departing Sun, Oct 19 from Midway Intl. to Cancun Intl., returning Tue, Oct 28, priced at $332 found 4 days ago

Fri, Oct 24 - Sat, Oct 25

MDW

Midway Intl.

CUN

Cancun Intl.

$355 Roundtrip, found 4 days ago

$355

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Oct 24 from Midway Intl. to Cancun Intl., returning Sat, Oct 25, priced at $355 found 4 days ago

Sun, Feb 22 - Sun, Mar 1

ORD

O'Hare Intl.

CUN

Cancun Intl.

$365 Roundtrip, found 6 days ago

$365

Roundtrip

found 6 days ago

Select Volaris flight, departing Sun, Feb 22 from O'Hare Intl. to Cancun Intl., returning Sun, Mar 1, priced at $365 found 6 days ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$366 Roundtrip, found 1 day ago

$366

Roundtrip

found 1 day ago

Select United flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $366 found 1 day ago

Sat, Oct 25 - Sat, Oct 25

MDW

Midway Intl.

CUN

Cancun Intl.

$369 Roundtrip, found 4 days ago

$369

Roundtrip

found 4 days ago

Select Aeromexico flight, departing Sat, Oct 25 from Midway Intl. to Cancun Intl., returning Sat, Oct 25, priced at $369 found 4 days ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$439 Roundtrip, found 1 day ago

$439

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $439 found 1 day ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$537 Roundtrip, found 1 day ago

$537

Roundtrip

found 1 day ago

Select Air Canada flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $537 found 1 day ago