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$137+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
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The best prices from Cancun to Chicago are usually found in February or January, booked 69 days in advance, depart on a Wednesday or Thursday 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 noviembre 21, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

February

Round-trip from

$169
(Frontier)

One-way from

$137
(Cheapflightsfares)
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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High demand for flights, 26% potential price rise
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Best time to find cheap flights, 37% potential price drop
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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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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 noviembre 21, 2024.

This Frontier deal was found by Cheapflights users on 11/20. 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.
mar. 12/2411:41 amCUN - ORD
Nonstop4h 05mFrontier
dom. 1/56:00 amORD - CUN
Nonstop4h 09mFrontier
Deal found 11/20$169
This eDestinos deal was found by Cheapflights users on 11/20. 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.
lun. 12/2311:57 amCUN - ORD
Nonstop3h 52mSpirit Airlines
mar. 12/313:31 pmORD - CUN
1 stop16h 43mSpirit Airlines
Deal found 11/20$208
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2211:51 amCUN - ORD
Nonstop3h 58mMultiple Airlines
mar. 12/36:30 amORD - CUN
Nonstop3h 57mMultiple Airlines
Deal found 11/20$210
This United Airlines deal was found by Cheapflights users on 11/21. 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.
jue. 12/54:20 pmCUN - ORD
1 stop18h 11mUnited Airlines
dom. 12/88:42 amORD - CUN
Nonstop3h 51mUnited Airlines
Deal found 11/21$234
This American Airlines deal was found by Cheapflights users on 11/20. 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.
mar. 11/262:38 pmCUN - ORD
Nonstop4h 05mAmerican Airlines
dom. 12/110:00 amORD - CUN
Nonstop3h 50mAmerican Airlines
Deal found 11/20$267
This Frontier deal was found by Cheapflights users on 11/20. 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.
dom. 12/229:53 amCUN - MDW
1 stop10h 49mFrontier
lun. 12/306:49 pmMDW - CUN
1 stop12h 49mFrontier
Deal found 11/20$294
This Expedia deal was found by Cheapflights users on 11/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/611:43 amCUN - MDW
1 stop13h 37mMultiple Airlines
lun. 12/96:00 amMDW - CUN
1 stop6h 50mMultiple Airlines
Deal found 11/19$326
This eDestinos deal was found by Cheapflights users on 11/20. 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.
lun. 12/238:15 amCUN - MDW
1 stop9h 02mAeromexico
dom. 1/512:10 pmMDW - CUN
1 stop7h 52mAeromexico
Deal found 11/20$344
This Mytrip deal was found by Cheapflights users on 11/20. 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.
mié. 11/272:57 pmCUN - ORD
1 stop12h 05mVolaris
vie. 11/295:40 pmORD - CUN
2 stops27h 11mVolaris
Deal found 11/20$344
This Delta deal was found by Cheapflights users on 11/20. 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.
mar. 12/248:15 amCUN - MDW
2 stops8h 55mDelta
mié. 1/16:00 amMDW - CUN
1 stop9h 30mDelta
Deal found 11/20$355
This Delta deal was found by Cheapflights users on 11/20. 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.
jue. 11/285:54 amCUN - ORD
2 stops13h 56mDelta
mar. 12/37:10 amORD - CUN
1 stop5h 36mDelta
Deal found 11/20$355
This Southwest deal was found by Cheapflights users on 11/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/267:10 amCUN - MDW
Nonstop3h 35mSouthwest
vie. 1/31:35 pmMDW - CUN
1 stop6h 25mSouthwest
Deal found 11/20$370

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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

vie. 12/6

1:18 pm-4:32 pm

Nonstop4h 14m

Chicago O'Hare Intl

lun. 12/9

6:30 am-11:27 am

Nonstop3h 57m

$176

CancúnChicago

CUN - ORD

CUNORD

Cancun

lun. 12/23

11:57 am-2:49 pm

Nonstop3h 52m

Chicago O'Hare Intl

mar. 12/31

3:31 pm-9:14 am

1 stop16h 43m

$208

CancúnChicago

CUN - ORD

CUNORD

Cancun

mié. 12/11

1:18 pm-4:32 pm

Nonstop4h 14m

Chicago O'Hare Intl

dom. 1/5

6:00 am-10:52 am

Nonstop3h 52m

$210

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 12/5

3:18 pm-6:10 pm

Nonstop3h 52m

Chicago O'Hare Intl

mar. 12/10

9:13 am-2:10 pm

Nonstop3h 57m

$223

CancúnChicago

CUN - MDW

CUNMDW

Cancun

sáb. 2/1

2:25 pm-11:29 pm

1 stop10h 04m

Chicago Midway

sáb. 2/8

7:30 am-9:01 am

1 stop24h 31m

$280

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 1/30

7:05 am-2:20 pm

1 stop8h 15m

Chicago O'Hare Intl

sáb. 2/1

1:00 am-2:15 pm

1 stop12h 15m

$306

CancúnChicago

CUN - ORD

CUNORD

Cancun

mié. 12/4

3:40 pm-10:53 pm

1 stop8h 13m

Chicago O'Hare Intl

sáb. 12/7

6:47 am-2:25 pm

1 stop6h 38m

$326

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 12/6

11:43 am-12:20 am

1 stop13h 37m

Chicago Midway

lun. 12/9

6:00 am-1:50 pm

1 stop6h 50m

$326

CancúnChicago

CUN - ORD

CUNORD

Cancun

mar. 3/11

9:51 pm-5:37 am

1 stop7h 46m

Chicago O'Hare Intl

dom. 3/16

7:23 am-9:02 pm

1 stop13h 39m

$332

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 3/6

6:04 am-12:46 pm

1 stop7h 42m

Chicago O'Hare Intl

mar. 3/11

7:10 am-8:36 pm

2 stops13h 26m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 34 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
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 November 15, 2024.

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 69 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, September is the cheapest month in which you can book a flight from Cancún to Chicago (average of $232). Flying from Cancún to Chicago in June is currently the most expensive (average of $308). 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 noviembre 21, 2024.

It’s optimal to fly from Cancún to Chicago in the evening. By choosing this option you can save up to 15% 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 noviembre 21, 2024.

The most flights from CUN to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 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 noviembre 21, 2024.
Get a feel of what it's like to fly with Frontier, Spirit Airlines and United 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
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,004 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,932 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 8 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 $169, was found to be the cheapest airline from Cancún to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and United Airlines. Users have found that Frontier is 20% 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 Frontier, which is currently one of the cheapest options available, starting at $137. Spirit Airlines flights start at $143 while deals on Southwest start at $146 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 Southwest (100%), Frontier (93%) or Qatar Airways (90%) 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 $277 for a flight from Cancún to Chicago. The cheapest flight overall is $102 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $233.

  • 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, September is the cheapest month in which you can book a flight from Cancún to Chicago (average of $232). Flying from Cancún to Chicago in June is currently the most expensive (average of $308). 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

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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 2,612,795 searches. Data last updated noviembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$158FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$178FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$306FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$255Average$343FlexibilityNo cancel feeOn-time71%
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