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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$100 CHEAP FLIGHTS from Illinois to Cancún

CUN

KAYAK searches hundreds of travel sites at once for deals on flights to Cancún

...and more

Travelers love KAYAK

41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$213

Overall average: $366

Multiple Airlines

Mon 1/12Fri 1/16

ORD - CUN • Non-stop

Cheapest non-stop

$213

Typical prices: $243-$517

Multiple Airlines

Mon 1/12Thu 1/15

ORD - CUN • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Cancún!

Flight Deals

Cheap Flights from Illinois to Cancún

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Cancún that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Mon, Jan 12 - Fri, Jan 16

10:37 am - 3:48 pm

ORD

CUN

4h 11mnonstop

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$213Multiple Airlines

Sat, Jan 24 - Mon, Jan 26

7:11 am - 12:19 pm

ORD

CUN

4h 08mnonstop

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$214Multiple Airlines

Sat, Jan 24 - Sat, Jan 31

5:15 am - 12:16 pm

ORD

CUN

6h 01m1 stop

11:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$215Multiple Airlines

Sun, Jan 18 - Sat, Jan 24

6:45 am - 11:49 am

ORD

CUN

4h 04mnonstop

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$216Multiple Airlines

Sun, Jan 11 - Tue, Jan 13

10:37 am - 3:48 pm

ORD

CUN

4h 11mnonstop

3:25 pm - 6:40 pm

CUN

ORD

4h 15mnonstop

$218Frontier

Thu, Jan 22 - Tue, Jan 27

7:11 am - 12:19 pm

ORD

CUN

4h 08mnonstop

11:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$219Frontier

Wed, Jan 7 - Sat, Jan 17

6:05 am - 10:55 am

ORD

CUN

3h 50mnonstop

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$220Spirit Airlines

Wed, Dec 10 - Thu, Dec 11

10:49 am - 9:20 pm

MDW

CUN

9h 31m1 stop

4:34 pm - 11:47 pm

CUN

MDW

8h 13m1 stop

$302Aeromexico

Tue, Jan 20 - Tue, Jan 27

6:00 am - 3:30 pm

MDW

CUN

8h 30m1 stop

3:13 pm - 10:22 pm

CUN

MDW

8h 09m1 stop

$303Aeromexico

Sun, Feb 1 - Thu, Feb 5

10:35 am - 3:15 pm

MDW

CUN

3h 40mnonstop

3:00 pm - 5:45 pm

CUN

MDW

3h 45mnonstop

$314Southwest

Useful Info

Low season	September
High season	December
Cheapest flight	$100

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 14% increase in price.

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.

Punta Sam

Everything you need to know for your flight to Cancún

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Cancún

Cancun (CUN)

CUN

$100 Find Cheap Flights from Illinois to Cancún

KAYAK searches hundreds of travel sites at once for deals on flights to Cancún

Everything you should know

Cheap Flights from Illinois to Cancún

Recent round-trip flight deals from Illinois to Cancún

Recent one-way flight deals from Illinois to Cancún

Recent last minute flight deals from Illinois to Cancún

Recent direct flight deals from Illinois to Cancún

Good to know

FAQs for booking flights from Illinois 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.

Traveling to a place near Cancún?

Everything you need to know for your flight to Cancún

Information on the airport you'll fly into in Cancún

Cabin class types available on flights to Illinois

Complete your trip to Cancún with a hotel stay or car rental

Find direct flights for Cancún

Flights to other popular destinations

Flights from domestic origins to Cancún

Choose which airport to fly into in Cancún

Find deals for your return flight