One Way

Popular Filters

+ 1 more

One Way Price

USD 191 USD 600

Duration

4 h 30 m 14 h 30 m

Stops From Chicago

Departure From Chicago

Before 6 AM

USD 192

6 AM - 12 PM

USD 192

12 PM - 6 PM

USD 224

After 6 PM

USD 204

Arrival at Cancun

6 AM - 12 PM

USD 204

12 PM - 6 PM

USD 192

After 6 PM

USD 192

Alliances & Airlines

Oneworld

(3)

SkyTeam

(6)

Star Alliance

(5)

+ 1 more

Layover Airports

Layover Duration

45 m 7 h 30 m

Chicago (CHI) to Cancun (CUN) Cheap Flights

Book Chicago to Cancun cheap flight tickets โœˆ at lowest price. Get best deals on your upcoming Chicago (CHI)to Cancun (CUN) flights only on MakeMyTrip. Also Book Cancun to Chicago Cheap Flights. Currently 19 flights flying from Chicago to Cancun. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
Volaris

USD 196

USD 192

Chicago to Cancun , 2 Jun

Volaris Y4 | 703

01:40

Tue, 2 Jun 26

Terminal T5

Chicago, United States

04 h 10 m

04:50

Tue, 2 Jun 26

Terminal T1

Mexico City, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Volaris Y4 | 102

11:10

Tue, 2 Jun 26

Terminal T1

Mexico City, Mexico

02 h 18 m

14:28

Tue, 2 Jun 26

Terminal T2

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

USD 209

USD 204

Transit Visa may be required

Chicago to Cancun , 2 Jun

Air Canada AC | 5138 | Operated By United Airlines

21:20

Tue, 2 Jun 26

Terminal T1

Chicago, United States

01 h 39 m

23:59

Tue, 2 Jun 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 1810

06:50

Wed, 3 Jun 26

Terminal T1

Toronto, Canada

04 h

09:50

Wed, 3 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Volaris

USD 218

USD 213

Chicago to Cancun , 2 Jun

Volaris Y4 | 7731

01:59

Tue, 2 Jun 26

Terminal T5

Chicago, United States

03 h 51 m

04:50

Tue, 2 Jun 26

Leon/Guanajuato, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Volaris Y4 | 3501

07:00

Tue, 2 Jun 26

Leon/Guanajuato, Mexico

02 h 31 m

10:31

Tue, 2 Jun 26

Terminal T2

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

USD 229

USD 224

Transit Visa may be required

Chicago to Cancun , 2 Jun

Air Canada AC | 4899 | Operated By United Airlines

12:55

Tue, 2 Jun 26

Terminal T1

Chicago, United States

01 h 51 m

15:46

Tue, 2 Jun 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 1812

17:10

Tue, 2 Jun 26

Terminal T1

Toronto, Canada

04 h

20:10

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

More Timing Options

USD 251

USD 245

Chicago to Cancun , 2 Jun

Delta Air Lines DL | 1247

07:07

Tue, 2 Jun 26

Terminal T5

Chicago, United States

02 h 10 m

10:17

Tue, 2 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 598

11:02

Tue, 2 Jun 26

Terminal I

Atlanta, United States

02 h 38 m

12:40

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Aeromexico

USD 290

USD 283

Chicago to Cancun , 2 Jun

Aeromexico AM | 4237 | Operated By Delta Air Lines

08:10

Tue, 2 Jun 26

Terminal T5

Chicago, United States

01 h 57 m

11:07

Tue, 2 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Aeromexico AM | 5533 | Operated By Delta Air Lines

12:27

Tue, 2 Jun 26

Terminal I

Atlanta, United States

02 h 35 m

14:02

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Aeromexico

USD 361

USD 353

Chicago to Cancun , 2 Jun

Aeromexico AM | 4011 | Operated By Delta Air Lines

07:07

Tue, 2 Jun 26

Terminal T5

Chicago, United States

02 h 10 m

10:17

Tue, 2 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Aeromexico AM | 5319 | Operated By Delta Air Lines

11:02

Tue, 2 Jun 26

Terminal I

Atlanta, United States

02 h 38 m

12:40

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

USD 363

USD 355

Chicago to Cancun , 2 Jun

American Airlines AA | 1503

08:20

Tue, 2 Jun 26

Terminal T3

Chicago, United States

03 h 48 m

12:08

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 374

USD 365

Chicago to Cancun , 2 Jun

United Airlines UA | 1198

09:17

Tue, 2 Jun 26

Terminal T1

Chicago, United States

03 h 53 m

13:10

Tue, 2 Jun 26

Terminal T3

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 385

USD 376

Chicago-Midway to Cancun , 2 Jun

Southwest Airlines WN | 218

10:30

Tue, 2 Jun 26

Chicago-Midway, United States

03 h 30 m

14:00

Tue, 2 Jun 26

Terminal T4

Cancun, Mexico

BAGGAGE : CHECK INCABIN

Information not available

Chicago to Cancun Flights Information:-

Looking for Chicago to Cancun Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Cancun is Cancun Intl and the IATA code for the same is CUN.
Currently, there are 7 airlines operating flights between the two destinations and approximately 19 flights take off from Chicago to Cancun every week.

Need information on Chicago to Cancun airfare?

The minimum airfare for a Chicago to Cancun flight would be 191, which may go up to 594 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to Cancun

If you are looking for Chicago to Cancun flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Aeromexico, Air Canada, American Airlines, Delta Air Lines, Southwest Airlines, United Airlines, Volaris. Out of these, only 5 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Aeromexico : 3, Air Canada : 3, American Airlines : 3, Delta Air Lines : 3, Southwest Airlines : 3, United Airlines : 3, Volaris : 3

To board the first Chicago to Cancun flight, choose Volaris, which departs at 01:40 The last flight for this route is Air Canada, departing at 21:20

Cancun Airport Information

Cancun Intl

About Chicago (CHI)

Chicago, known as the Windy City, is a vibrant metropolis in Illinois, offering an exciting blend of culture, architecture, and entertainment. It boasts iconic landmarks, world-class museums, and a rich history that attracts millions of visitors each year. Whether you're drawn to its towering skyscrapers, picturesque parks, or diverse neighborhoods, Chicago promises a memorable experience for travelers from the United States.

Best Time to Visit

Chicago's weather varies significantly throughout the year. The ideal time to visit is during the spring (April to June) and fall (September to October) when the temperatures are mild, and the city hosts numerous festivals and events. Summer (July to August) is also popular, offering warm weather perfect for outdoor activities and beach visits, though it can be crowded. Winter (December to February) brings cold temperatures and snow, but it transforms the city into a winter wonderland, ideal for those who enjoy winter sports and holiday festivities.

Getting There

Chicago is well-connected to the United States and the world through its two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Both airports offer numerous flights to Chicago, including cheap flights to Chicago from various U.S. cities. United Airlines, American Airlines, and Delta Airlines are among the top carriers providing Chicago flight tickets. Ensure you have a valid ID for domestic flights and a passport for international travel.

Where to Stay

Chicago offers a wide range of accommodations to suit all budgets. For luxury stays, consider the Magnificent Mile area, home to upscale hotels like The Peninsula and Four Seasons. The Loop is ideal for business travelers and those looking to be close to major attractions, with options like the Palmer House Hilton. Budget-conscious travelers can find affordable hotels and hostels in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

Chicago is packed with must-see attractions:
โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข Navy Pier: A hub of entertainment with rides, restaurants, and shops
โ€ข Art Institute of Chicago: Renowned for its extensive art collection
โ€ข Willis Tower Skydeck: Offers breathtaking views from the 103rd floor
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
For a unique experience, explore the city's diverse neighborhoods like Wicker Park and Pilsen, known for their vibrant arts and dining scenes.

Local Transportation

Chicago's public transportation system, operated by the Chicago Transit Authority (CTA), is efficient and affordable. The 'L' trains and buses cover most of the city, making it easy to get around. Taxis and rideshare services like Uber and Lyft are also readily available. For a scenic option, consider taking a water taxi along the Chicago River.

Food & Dining

Chicago is a food lover's paradise, famous for its deep-dish pizza and Chicago-style hot dogs. Must-try dishes include:
โ€ข Deep-dish pizza from Lou Malnati's or Giordano's
โ€ข Chicago-style hot dogs from Portillo's
โ€ข Italian beef sandwiches from Al's Beef
For fine dining, visit Alinea or Girl & The Goat. The city's diverse culinary scene also offers a range of international cuisines, reflecting its multicultural heritage.

Practical Travel Tips

โ€ข Currency: U.S. Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe for tourists, but it's wise to stay aware of your surroundings and avoid less populated areas at night.
โ€ข Useful Apps: Download the CTA Transit App for public transport info and Yelp for restaurant reviews.
Start planning your trip and explore the best of Chicago with cheap flight tickets to Chicago available on various travel websites. Enjoy your visit to this dynamic city!

Important Information about Chicago to Cancun Flight

Lowest Fare to Travel with Date USD 196- 02 Jun
Total flights from Chicago to Cancun in a week 19 Flights
First Flight Volaris, departs at 01:40
Last FlightAir Canada, departs at 21:20
Non-Stop Flights from Chicago to Cancun5
Airport Name & codes of Chicago & Cancun Chicago Midway Intl, Chicago-CHI, Cancun Intl,Cancun-CUN

Chicago Address

About Cancun (CUN)

Cancun

Cancun Address

Frequently Asked Questions - Chicago to Cancun Flights

Can I find cheap accommodation near to airport when travelling from Chicago to Cancun?

There are several accommodation options available near the Cancun Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

Is passport mandatory to travel from Chicago to Cancun?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Which airlines offer cheapest airfare from Chicago to Cancun?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Cancun. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to Cancun.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to Cancun?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Is there a way to make flexible departure date bookings for your Chicago to Cancun flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Cancun. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Can I cancel my ticket from Chicago to Cancun without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

What is the best time to book cheap flight tickets from Chicago to Cancun?

To get cheap flight tickets from Chicago to Cancun, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to Cancun (CUN) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.