Flights from Chicago to Puerto Cancun

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.

$242 Roundtrip, found 3 days ago

$242

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jul 5 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 11, priced at $242 found 3 days ago

Wed, Sep 3 - Sat, Sep 6

ORD

O'Hare Intl.

CUN

Cancun Intl.

$254 Roundtrip, found 3 days ago

$254

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Cancun Intl., returning Sat, Sep 6, priced at $254 found 3 days ago

Mon, Sep 1 - Mon, Sep 8

ORD

O'Hare Intl.

CUN

Cancun Intl.

$260 Roundtrip, found 3 days ago

$260

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 8, priced at $260 found 3 days ago

Mon, Sep 1 - Tue, Sep 9

ORD

O'Hare Intl.

CUN

Cancun Intl.

$267 Roundtrip, found 3 days ago

$267

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Tue, Sep 9, priced at $267 found 3 days ago

Sun, Aug 31 - Sat, Sep 6

ORD

O'Hare Intl.

CUN

Cancun Intl.

$268 Roundtrip, found 3 days ago

$268

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Aug 31 from O'Hare Intl. to Cancun Intl., returning Sat, Sep 6, priced at $268 found 3 days ago

Mon, Jul 21 - Fri, Jul 25

ORD

O'Hare Intl.

CUN

Cancun Intl.

$272 Roundtrip, found 12 hours ago

$272

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Mon, Jul 21 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 25, priced at $272 found 12 hours ago

Mon, Sep 1 - Mon, Sep 8

ORD

O'Hare Intl.

CUN

Cancun Intl.

$276 Roundtrip, found 3 days ago

$276

Roundtrip

found 3 days ago

Select United flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 8, priced at $276 found 3 days ago

Wed, Sep 3 - Tue, Sep 9

ORD

O'Hare Intl.

CUN

Cancun Intl.

$278 Roundtrip, found 3 days ago

$278

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Cancun Intl., returning Tue, Sep 9, priced at $278 found 3 days ago

Mon, Sep 1 - Mon, Sep 8

ORD

O'Hare Intl.

CUN

Cancun Intl.

$280 Roundtrip, found 3 days ago

$280

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 8, priced at $280 found 3 days ago

Mon, Sep 1 - Sun, Sep 7

ORD

O'Hare Intl.

CUN

Cancun Intl.

$281 Roundtrip, found 2 days ago

$281

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Sun, Sep 7, priced at $281 found 2 days ago

Tue, Jul 22 - Fri, Jul 25

ORD

O'Hare Intl.

CUN

Cancun Intl.

$283 Roundtrip, found 12 hours ago

$283

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Tue, Jul 22 from O'Hare Intl. to Cancun Intl., returning Fri, Jul 25, priced at $283 found 12 hours ago

Mon, Sep 1 - Sun, Sep 7

ORD

O'Hare Intl.

CUN

Cancun Intl.

$340 Roundtrip, found 2 days ago

$340

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Sun, Sep 7, priced at $340 found 2 days ago

Mon, Sep 1 - Sun, Sep 7

ORD

O'Hare Intl.

CUN

Cancun Intl.

$412 Roundtrip, found 2 days ago

$412

Roundtrip

found 2 days ago

Select Volaris flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Sun, Sep 7, priced at $412 found 2 days ago

Mon, Sep 1 - Sun, Sep 7

ORD

O'Hare Intl.

CUN

Cancun Intl.

$455 Roundtrip, found 2 days ago

$455

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Mon, Sep 1 from O'Hare Intl. to Cancun Intl., returning Sun, Sep 7, priced at $455 found 2 days ago

Fri, Aug 29 - Mon, Sep 1

ORD

O'Hare Intl.

CUN

Cancun Intl.

$504 Roundtrip, found 2 days ago

$504

Roundtrip

found 2 days ago

Select Viva flight, departing Fri, Aug 29 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 1, priced at $504 found 2 days ago

Sun, Jul 20 - Sun, Jul 27

ORD

O'Hare Intl.

CUN

Cancun Intl.

$567 Roundtrip, found 10 hours ago

$567

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Sun, Jul 20 from O'Hare Intl. to Cancun Intl., returning Sun, Jul 27, priced at $567 found 10 hours ago

Fri, Aug 29 - Mon, Sep 1

ORD

O'Hare Intl.

CUN

Cancun Intl.

$794 Roundtrip, found 2 days ago

$794

Roundtrip

found 2 days ago

Select Air Canada flight, departing Fri, Aug 29 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 1, priced at $794 found 2 days ago

Sun, Jul 20 - Sun, Jul 27

ORD

O'Hare Intl.

CUN

Cancun Intl.

$854 Roundtrip, found 10 hours ago

$854

Roundtrip

found 10 hours ago

Select Delta flight, departing Sun, Jul 20 from O'Hare Intl. to Cancun Intl., returning Sun, Jul 27, priced at $854 found 10 hours ago

Sun, Jul 20 - Sun, Jul 27

ORD

O'Hare Intl.

CUN

Cancun Intl.

$1,060 Roundtrip, found 10 hours ago

$1,060

Roundtrip

found 10 hours ago

Select Aeromexico flight, departing Sun, Jul 20 from O'Hare Intl. to Cancun Intl., returning Sun, Jul 27, priced at $1,060 found 10 hours ago

Fri, Aug 29 - Mon, Sep 1

ORD

O'Hare Intl.

CUN

Cancun Intl.

$1,075 Roundtrip, found 2 days ago

$1,075

Roundtrip

found 2 days ago

Select Copa flight, departing Fri, Aug 29 from O'Hare Intl. to Cancun Intl., returning Mon, Sep 1, priced at $1,075 found 2 days ago