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 12 - Fri, Jul 18

ORD

O'Hare Intl.

CUN

Cancun Intl.

$237 Roundtrip, found 6 days ago

$237

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 18, priced at $237 found 6 days ago

Sat, Jul 5 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$240 Roundtrip, found 5 hours ago

$240

Roundtrip

found 5 hours ago

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

Mon, Jul 7 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$247 Roundtrip, found 5 hours ago

$247

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $247 found 5 hours ago

Tue, Jul 15 - Fri, Jul 18

ORD

O'Hare Intl.

CUN

Cancun Intl.

$248 Roundtrip, found 6 days ago

$248

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 18, priced at $248 found 6 days ago

Sat, Jul 12 - Tue, Jul 22

ORD

O'Hare Intl.

CUN

Cancun Intl.

$254 Roundtrip, found 6 days ago

$254

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Cancun Intl., returning Tue, Jul 22, priced at $254 found 6 days ago

Mon, Jun 16 - Thu, Jun 26

ORD

O'Hare Intl.

CUN

Cancun Intl.

$255 Roundtrip, found 5 days ago

$255

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to Cancun Intl., returning Thu, Jun 26, priced at $255 found 5 days ago

Sat, Jul 5 - Tue, Jul 15

ORD

O'Hare Intl.

CUN

Cancun Intl.

$257 Roundtrip, found 5 hours ago

$257

Roundtrip

found 5 hours ago

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

Tue, Jul 8 - Fri, Jul 11

ORD

O'Hare Intl.

CUN

Cancun Intl.

$258 Roundtrip, found 5 hours ago

$258

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Tue, Jul 8 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $258 found 5 hours ago

Mon, Jun 16 - Thu, Jun 26

ORD

O'Hare Intl.

CUN

Cancun Intl.

$260 Roundtrip, found 5 days ago

$260

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to Cancun Intl., returning Thu, Jun 26, priced at $260 found 5 days ago

Mon, Jun 16 - Wed, Jun 25

ORD

O'Hare Intl.

CUN

Cancun Intl.

$261 Roundtrip, found 4 days ago

$261

Roundtrip

found 4 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 4 days ago

Wed, Jul 16 - Fri, Jul 18

ORD

O'Hare Intl.

CUN

Cancun Intl.

$262 Roundtrip, found 6 days ago

$262

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Wed, Jul 16 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 18, priced at $262 found 6 days ago

Mon, Jun 16 - Thu, Jun 26

ORD

O'Hare Intl.

CUN

Cancun Intl.

$276 Roundtrip, found 5 days ago

$276

Roundtrip

found 5 days ago

Select American Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to Cancun Intl., returning Thu, Jun 26, priced at $276 found 5 days ago

Sun, Oct 19 - Tue, Oct 28

MDW

Midway Intl.

CUN

Cancun Intl.

$332 Roundtrip, found 2 days ago

$332

Roundtrip

found 2 days ago

Select Aeromexico flight, departing Sun, Oct 19 from Midway Intl. to Cancun Intl., returning Tue, Oct 28, priced at $332 found 2 days ago

Fri, Oct 24 - Sat, Oct 25

MDW

Midway Intl.

CUN

Cancun Intl.

$355 Roundtrip, found 2 days ago

$355

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Fri, Oct 24 from Midway Intl. to Cancun Intl., returning Sat, Oct 25, priced at $355 found 2 days ago

Sun, Feb 22 - Sun, Mar 1

ORD

O'Hare Intl.

CUN

Cancun Intl.

$365 Roundtrip, found 5 days ago

$365

Roundtrip

found 5 days ago

Select Volaris flight, departing Sun, Feb 22 from O'Hare Intl. to Cancun Intl., returning Sun, Mar 1, priced at $365 found 5 days ago

Sat, Oct 25 - Sat, Oct 25

MDW

Midway Intl.

CUN

Cancun Intl.

$369 Roundtrip, found 2 days ago

$369

Roundtrip

found 2 days ago

Select Aeromexico flight, departing Sat, Oct 25 from Midway Intl. to Cancun Intl., returning Sat, Oct 25, priced at $369 found 2 days ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$415 Roundtrip, found 10 hours ago

$415

Roundtrip

found 10 hours ago

Select United flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $415 found 10 hours ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$438 Roundtrip, found 10 hours ago

$438

Roundtrip

found 10 hours ago

Select Delta flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $438 found 10 hours ago

Mon, Jun 9 - Fri, Jun 13

ORD

O'Hare Intl.

CUN

Cancun Intl.

$535 Roundtrip, found 10 hours ago

$535

Roundtrip

found 10 hours ago

Select Air Canada flight, departing Mon, Jun 9 from O'Hare Intl. to Cancun Intl., returning Fri, Jun 13, priced at $535 found 10 hours ago

Mon, Jun 16 - Thu, Jun 26

ORD

O'Hare Intl.

CUN

Cancun Intl.

$572 Roundtrip, found 5 days ago

$572

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Mon, Jun 16 from O'Hare Intl. to Cancun Intl., returning Thu, Jun 26, priced at $572 found 5 days ago