How does KAYAK find such low prices on flights from Illinois to Cancun?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Cancun.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Cancun?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cancun from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Cancun?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cancun with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Cancun?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cancun from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$174 CHEAP FLIGHTS from Illinois to Cancun

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Flight Deals

Cheap Flights from Illinois to Cancún

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Cancún

Wed, Oct 14 - Mon, Oct 19

2:41 am - 6:05 pmORD Chicago O'Hare Intl-CUN Cancun

15h 24m1 stop Puebla City Huejotzingo

11:15 pm - 11:00 amCUN Cancun-ORD Chicago O'Hare Intl

11h 45m1 stop Mexico City Benito Juarez

$388Multiple Airlines

Thu, Oct 29 - Mon, Nov 2

8:40 pm - 10:30 pmORD Chicago O'Hare Intl-CUN Cancun

25h 50m1 stop Toronto Pearson Intl

6:55 pm - 3:38 pmCUN Cancun-ORD Chicago O'Hare Intl

21h 43m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$389Air Canada

Mon, Nov 16 - Sun, Nov 22

2:41 am - 2:50 pmORD Chicago O'Hare Intl-CUN Cancun

11h 09m2 stops Puebla City Huejotzingo Guadalajara Miguel Hidal

11:15 am - 10:55 pmCUN Cancun-ORD Chicago O'Hare Intl

12h 40m1 stop Monterrey Gen Mariano Escobedo

$389Multiple Airlines

Mon, Nov 30 - Sun, Dec 6

7:05 am - 11:30 pmORD Chicago O'Hare Intl-CUN Cancun

15h 25m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

9:30 pm - 9:08 amCUN Cancun-ORD Chicago O'Hare Intl

12h 38m1 stop Toronto Pearson Intl

$389Air Canada

Mon, Nov 30 - Tue, Dec 8

7:45 am - 12:41 pmORD Chicago O'Hare Intl-CUN Cancun

3h 56mnonstop

11:38 am - 2:38 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 00mnonstop

$390Frontier

Sun, Nov 29 - Sat, Dec 5

7:45 am - 12:41 pmORD Chicago O'Hare Intl-CUN Cancun

3h 56mnonstop

11:38 am - 2:38 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 00mnonstop

$390Frontier

Mon, Feb 1 - Thu, Feb 4

5:30 am - 2:54 pmORD Chicago O'Hare Intl-CUN Cancun

8h 24m1 stop Morelia

9:55 pm - 4:43 amCUN Cancun-ORD Chicago O'Hare Intl

7h 48m1 stop Mexico City Benito Juarez

$390Volaris

Wed, Nov 4 - Tue, Nov 10

6:29 am - 8:57 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

10:20 am - 11:44 pmCUN Cancun-ORD Chicago O'Hare Intl

14h 24m1 stop Guadalajara Miguel Hidal

$390Volaris

Sat, Nov 7 - Sun, Nov 15

1:05 am - 10:35 pmORD Chicago O'Hare Intl-CUN Cancun

20h 30m1 stop Mexico City Benito Juarez

10:25 am - 10:55 pmCUN Cancun-ORD Chicago O'Hare Intl

13h 30m1 stop Monterrey Gen Mariano Escobedo

$392Viva

Fri, Nov 20 - Mon, Nov 23

1:05 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun

11h 55m1 stop Mexico City Benito Juarez

11:00 am - 10:55 pmCUN Cancun-ORD Chicago O'Hare Intl

12h 55m1 stop Monterrey Gen Mariano Escobedo

$393Viva

Recent last minute flight deals from Illinois to Cancún

Tue, Sep 29 - Wed, Sep 30

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

10:50 am - 10:06 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 16m1 stop Toronto Pearson Intl

$390Multiple Airlines

Sun, Sep 27 - Sat, Oct 3

9:55 am - 8:10 pmORD Chicago O'Hare Intl-CUN Cancun

10h 15m1 stop Toronto Pearson Intl

10:50 am - 9:00 amCUN Cancun-ORD Chicago O'Hare Intl

22h 10m1 stop Toronto Pearson Intl

$395Air Canada

Sun, Sep 27 - Sun, Oct 4

1:59 am - 2:06 pmORD Chicago O'Hare Intl-CUN Cancun

12h 07m1 stop León Del Bajio

11:16 am - 12:06 amCUN Cancun-ORD Chicago O'Hare Intl

12h 50m1 stop León Del Bajio

$402Volaris

Sun, Sep 27 - Wed, Sep 30

9:55 am - 8:10 pmORD Chicago O'Hare Intl-CUN Cancun

10h 15m1 stop Toronto Pearson Intl

9:05 pm - 9:00 amCUN Cancun-ORD Chicago O'Hare Intl

11h 55m1 stop Toronto Pearson Intl

$402Air Canada

Sun, Sep 27 - Thu, Oct 8

1:59 am - 10:31 amORD Chicago O'Hare Intl-CUN Cancun

8h 32m1 stop León Del Bajio

6:30 am - 12:41 amCUN Cancun-ORD Chicago O'Hare Intl

42h 11m2 stops Monterrey Gen Mariano Escobedo Puebla City Huejotzingo

$404Multiple Airlines

Sun, Sep 27 - Sat, Oct 3

1:59 am - 2:06 pmORD Chicago O'Hare Intl-CUN Cancun

12h 07m1 stop León Del Bajio

6:06 pm - 5:38 amCUN Cancun-ORD Chicago O'Hare Intl

11h 32m1 stop Santiago de Querétaro

$407Volaris

Mon, Sep 28 - Thu, Oct 8

6:25 am - 12:37 pmMDW Chicago Midway-CUN Cancun

6h 12m1 stop Atlanta Hartsfield-Jackson

1:51 pm - 11:43 pmCUN Cancun-MDW Chicago Midway

9h 52m1 stop Atlanta Hartsfield-Jackson

$486Frontier

Sun, Sep 27 - Thu, Oct 1

6:25 am - 12:37 pmMDW Chicago Midway-CUN Cancun

6h 12m1 stop Atlanta Hartsfield-Jackson

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

$486Frontier

Tue, Sep 29 - Thu, Oct 1

7:05 am - 7:50 pmORD Chicago O'Hare Intl-CUN Cancun

12h 45m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

2:00 pm - 8:56 pmCUN Cancun-ORD Chicago O'Hare Intl

6h 56m1 stop Atlanta Hartsfield-Jackson

$495Delta

Sun, Sep 27 - Sat, Oct 3

5:30 am - 2:10 pmORD Chicago O'Hare Intl-CUN Cancun

8h 40m1 stop Atlanta Hartsfield-Jackson

6:04 am - 6:56 pmCUN Cancun-ORD Chicago O'Hare Intl

12h 52m2 stops Mexico City Benito Juarez Atlanta Hartsfield-Jackson

$515Delta

Useful Info

Low season	September
High season	March
Cheapest flight	$174

Best time to beat the crowds but there is an average 7% increase in price.

Most popular time to fly and prices are also 1% lower on average.

Flight from Chicago Midway Airport to Cancun

How does KAYAK find such low prices on flights from Illinois to Cancun?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Cancun.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Cancun?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cancun from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Cancun?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cancun with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Cancun?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cancun from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.