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Flights from Cancun (CUN) to Chicago (CHI)

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We make it easy for you to find the best air travel deal from Cancun to Chicago under any travel category – economy, premium economy, business or first class. Whether your Chicago trip is about a family vacation, business trip or solo travel, we make sure you can do flight search and comparison without any hassles.

Group flight deals are available. Every group entity is covered provided the number of passengers is 10 or more. From academic to corporate flight booking – all can be done using our flight booking engine.

Cheapfaremart is an ASTA (American Society of Travel Agents)-approved travel agency that adheres to the rules and regulations of DOT (US Department of Transportation).

Airport in Cancun

1. Cancún International Airport

Cancún International Airport (IATA: CUN, ICAO: MMUN) is on the Caribbean coast of Mexico’s Yucatán Peninsula in Quintana Roo. The airport is recognized as the Latin America’s fourth and Mexico’s second busiest airport, after Chicago International Airport. In 2018, 25,202,016 passengers enplaned and deplaned at the airport. This was 6.8% higher than the number of passengers handled by CUN airport in 2017.

Airports in Chicago

1. O’Hare International Airport

O’Hare International Airport (IATA: ORD, ICAO: KORD, FAA LID: ORD) typically referred to as O’Hare Airport, Chicago O’Hare, or simply O’Hare, is an international airport located on the far Northwest Side of Chicago, Illinois, 14 miles (23 km) northwest of the Loop business district, operated by the Chicago Department of Aviation.

You may explore Chicago’s every corner with public transit systems including CTA Blue Line, Metra trains, and airport airport’s shuttle bus services.

2. Chicago Midway International Airport

Chicago Midway International Airport (IATA: MDW, ICAO: KMDW, FAA LID: MDW) ranks as the second-largest airport in Chicago metropolitan area. MDW is located eight miles (13 km) from the Loop. The city connects to the top attractions of Chicago with cheap public transportation options including the Chicago Transit Authority (CTA). Buses plying on route 47, 54B, 55, 55A, 55N, 62N, 62H, 63, and 63W have their stop at MDW.

Nonstop Flights from Cancun to Chicago

Departure Airport	Arrival Airport	Airlines
Cancún International Airport, CUN	O’Hare International Airport (ORD)	Spirit Airlines United Airlines
Cancún International Airport, CUN	Chicago Midway International Airport (MDW)	Spirit Airlines

You may also fly to Chicago with a one-stop flight. Such a flight usually has its layover at Monterrey – MTY airport. Take note of the layover duration before confirming your flight reservation.

How Long is the Flight to Chicago from Cancun?

The flight distance and flight time between the departure and arrival airport pair from Cancun and Chicago respectively have been mentioned for your reference.

Flight	Flight Distance	Flight Time
CUN to ORD	1,444 miles/2324 km	3 hours 23 minutes
CUN to MDW	1,431 miles/2302 km	3 hours 22 minutes

Note: The flight time and distance might differ from airlines to airlines based on speed of their airplanes and the route they take.

How to Book Cheap Flights from Cancun to Chicago?

Cheapfaremart makes available the world’s best travel technology to help you find the cheapest airline tickets. However, we recommend the following travel hacks.

1. Identify the cheapest day of the week to fly in Chicago

The cheapest days to fly are from Tuesday to Thursday. Weekends see a surge in the airfare as visitors from nearby cities including Naperville, Springfield, and Peoria.

2. Identify the cheapest time of the day to fly in Chicago

Departures from late-night onwards to early morning until 3 and 4 come at a cheaper rate than rest of the departures. If you don’t mind compromising a bit of sleeping comfort, you are in for a significant flight discount.

3. Identify the cheapest season of the year to fly in Chicago

Winter, from November to March, is the cheapest time to fly to Chicago from NYC. However, to strike a balance between climate and budget, think visiting the city around spring (April to May) and autumn (September to October).

4. Budget Vs. full-service airlines flying to Chicago:

With the availability of Spirit Airlines, an ultra-low-cost American carrier on the route, you should not worry about the cost. Also, compare fares available with full-service airlines. Take note of the fact that low-budget airlines offer cheap flight tickets by sacrificing some amenities or services.

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“Terms and Conditions”

Discounts and savings on airfares are calculated based on several factors, including comparison of fares across more than 500 airlines. The quoted pricing reflects our best available fare at the time of search. Coupon codes are valid for applicable discounts on our service fees for eligible bookings. Additional terms may apply to specific offers, which will be disclosed at the time of booking.

Fare Disclosures

Unless otherwise specified, all listed fares are for round-trip travel and include applicable fuel surcharges, taxes, fees, and our service fees.
Displayed fares are based on historical pricing data and are subject to change.
Tickets are nonrefundable, nontransferable, name changes are not permitted, and subject to airline’s fare rules and restrictions.
Availability of the quoted fare is more likely on travel dates that fall on Tuesdays, Wednesdays, and Thursdays.
These fares may also require an advance purchase of up to 21 days and/or a Saturday night stay.
Blackout dates may apply, especially during peak travel periods or holidays. Travel on weekends or holidays may be subject to additional surcharges.

For further details, please review our full Terms and Conditions.

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Flights from Cancun (CUN) to Chicago (CHI)

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Cancun to Chicago Flights

12:20

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$333.79*

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$350.81*

13:20

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21:12

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$351.53*

15:25

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05h 29m

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$396.70*

12:26

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$404.31*

18:20

09 Jul 2025

18h 55m

07:40

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$413.50*

Search, Compare and Book Flights from Cancun to Chicago

Airport in Cancun

1. Cancún International Airport

Airports in Chicago

1. O’Hare International Airport

2. Chicago Midway International Airport

Nonstop Flights from Cancun to Chicago

How Long is the Flight to Chicago from Cancun?

How to Book Cheap Flights from Cancun to Chicago?

Cheap Flight Deals

Holiday Flight Deals

Popular Airlines

“Terms and Conditions”

Fare Disclosures

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$333.79^*

$350.81^*

$351.53^*

$396.70^*

$404.31^*

$413.50^*