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$135+ Cheap flights from Cancún (CUN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Jan 28 — Feb 41
Tue 1/28
Tue 2/4
1 adult, Economy
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1. Tell us where you want to go
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The best prices from Cancun to Chicago are usually found in February or January, booked 70 days in advance, depart on a Friday or Sunday and return on a Monday

Cheap flight deals from Cancún to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cancún (CUN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$170
(Frontier)

One-way from

$135
(FlightHub)

Popular in

June

Cheapest in

February

Average price

$170

Good round-trip deal

$125 or less

Good one-way deal

$141 or less
Provider with most accurate pricing for Cancun-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Cancun-Chicago (CHI) flights.
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From Cancun to Chicago (CHI)
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One-way flight from Cancun to Chicago (CHI)
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Highest demand for flights based on searches. 10% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Cancun to Chicago (CHI).
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Price to beat on a one-way flight from Cancun to Chicago (CHI).
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Find flight deals from Cancún to Chicago

Cheapest flights from Cancún to Chicago
Explore the most affordable flight options available from Cancún to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 23, 2025.

This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/612:07 pmCUN - ORD
Nonstop3h 59mFrontier
Mon 2/106:00 amORD - CUN
Nonstop4h 06mFrontier
Deal found 1/22$170
This United Airlines deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/313:18 pmCUN - ORD
Nonstop3h 52mUnited Airlines
Tue 2/410:36 amORD - CUN
Nonstop3h 57mUnited Airlines
Deal found 1/23$207
This Cheapflightsfares deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1510:40 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Wed 5/216:00 amORD - CUN
Nonstop3h 31mMultiple Airlines
Deal found 1/23$216
This Cheapflightsfares deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/610:09 amCUN - ORD
1 stop7h 01mSpirit Airlines
Mon 2/106:00 amORD - CUN
Nonstop3h 50mSpirit Airlines
Deal found 1/22$235
This American Airlines deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/62:33 pmCUN - ORD
Nonstop4h 05mAmerican Airlines
Sun 2/96:30 amORD - CUN
1 stop8h 34mAmerican Airlines
Deal found 1/23$248
This Viva deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/267:05 amCUN - ORD
1 stop8h 15mViva
Fri 2/283:50 pmORD - CUN
1 stop18h 10mViva
Deal found 1/22$273
This Flightnetwork deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/610:31 amCUN - MDW
1 stop12h 35mFrontier
Wed 3/125:58 pmMDW - CUN
1 stop14h 18mFrontier
Deal found 1/23$303
This Mytrip deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/810:41 pmCUN - ORD
1 stop7h 46mVolaris
Sun 3/301:45 amORD - CUN
1 stop12h 41mVolaris
Deal found 1/22$320
This eDestinos deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/68:00 amCUN - MDW
1 stop9h 20mAeromexico
Sun 2/96:00 amMDW - CUN
1 stop9h 25mAeromexico
Deal found 1/23$336
This Aeromexico deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/66:04 amCUN - ORD
1 stop7h 42mAeromexico
Tue 3/1111:30 amORD - CUN
2 stops12h 08mAeromexico
Deal found 1/22$339
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/66:04 amCUN - ORD
1 stop7h 42mDelta
Mon 2/108:00 amORD - CUN
2 stops12h 45mDelta
Deal found 1/22$342
This Delta deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/68:00 amCUN - MDW
2 stops11h 11mDelta
Wed 3/129:25 amMDW - CUN
2 stops10h 35mDelta
Deal found 1/23$348

Find flights from Cancún to Chicago within your budget

Customize your flight search to find flights from Cancún to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/6

12:07 pm-3:06 pm

Nonstop3h 59m

Chicago O'Hare Intl

Mon 2/10

6:00 am-11:06 am

Nonstop4h 06m

$170

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/15

10:40 am-2:43 pm

Nonstop4h 03m

Chicago O'Hare Intl

Wed 5/21

6:00 am-9:31 am

Nonstop3h 31m

$216

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 3/6

11:53 am-2:56 pm

Nonstop4h 03m

Chicago O'Hare Intl

Tue 3/11

5:10 am-11:17 am

1 stop6h 07m

$226

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/6

2:33 pm-5:38 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sun 2/9

6:30 am-4:04 pm

1 stop8h 34m

$248

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 2/11

5:55 pm-10:14 am

1 stop17h 19m

Chicago O'Hare Intl

Tue 2/25

10:36 am-3:33 pm

Nonstop3h 57m

$259

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 2/26

7:05 am-2:20 pm

1 stop8h 15m

Chicago O'Hare Intl

Fri 2/28

3:50 pm-11:00 am

1 stop18h 10m

$273

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/6

10:31 am-10:06 pm

1 stop12h 35m

Chicago Midway

Wed 3/12

5:58 pm-8:16 am

1 stop14h 18m

$303

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 3/8

10:41 pm-5:27 am

1 stop7h 46m

Chicago O'Hare Intl

Sun 3/30

1:45 am-2:26 pm

1 stop12h 41m

$320

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 2/6

8:00 am-4:20 pm

1 stop9h 20m

Chicago Midway

Sun 2/9

6:00 am-4:25 pm

1 stop9h 25m

$336

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/6

11:19 am-9:15 pm

2 stops10h 56m

Chicago O'Hare Intl

Sun 2/9

7:05 am-3:15 pm

1 stop7h 10m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 32 results
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Compare providers for flights from Cancún to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cancún to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cancún-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cancún-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cancún-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cancún-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cancún-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Cancún to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cancún with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Cancún to Chicago

Get recent, data-driven insights about flights from Cancún to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Cancún to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Cancún to Chicago. Price data was last updated on January 17, 2025.

The price you pay for your flight from Cancún to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Cancún to Chicago?

Currently, August is the cheapest month in which you can book a flight from Cancún to Chicago (average of $245). Flying from Cancún to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CUN to CHI?

Find hourly flight availability from Cancún to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 23, 2025.

It’s optimal to fly from Cancún to Chicago in the afternoon. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Cancún to Chicago

Explore weekly flight availability from Cancún to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 23, 2025.

The most flights from CUN to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 23, 2025.
Get a feel of what it's like to fly with Frontier, Spirit Airlines and American Airlines from Cancún to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,652 reviews
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,512 reviews
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,852 reviews
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,848 reviews
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,970 reviews
Southwest
8.1
Very good
4,652 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Cancún to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Cancún to Chicago?

    Most people fly from Cancun (CUN) if they book a flight from Cancún to Chicago. On average, Cancun has 10 outbound flights to Chicago per day from 4 airlines. Cancun is conveniently located just 8.9 mi from Cancún’s city center.

  • What are the cheapest airlines flying from Cancún to Chicago round-trip?

    Frontier, at $170, was found to be the cheapest airline from Cancún to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and American Airlines. Users have found that Frontier is 22% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Cancún to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $135. Frontier flights start at $136 while deals on Southwest start at $137 one-way.

  • What are the most reliable airlines from Cancún to Chicago?

    No one likes to see their flight delayed. When booking a flight from Cancún to Chicago consider choosing Frontier (81%), American Airlines (78%) or Emirates (77%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Cancún to Chicago?

    On average you can expect to pay $393 for a flight from Cancún to Chicago. The cheapest flight overall is $110 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $203.

  • Can I find deals for flights from Cancún to Chicago that include hotel bookings?

    Yes. In addition to deals on Cancún to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cancún to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cancún to Chicago.

  • Can I find deals for business class flights from Cancún to Chicago?

    Yes. Cheapflights offers flight deals from Cancún to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cancún to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Cancún to Chicago (average of $245). Flying from Cancún to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Cancún to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Cancún to O'Hare Intl flights
Cancún to Midway flights
Cozumel to O'Hare Intl flights
Cancún to St. Louis flights
Cozumel to St. Louis flights

Top 4 airlines flying from Cancún to Chicago

Discover the top 4 airlines that operate flights from Cancún to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$162FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$181FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$305FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$255Average$383FlexibilityNo cancel feeOn-time71%
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