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$90+ Cheap flights from Chicago (CHI) to Mexico

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
oct. 16 — oct. 231
jeu. 10/16
jeu. 10/23
1 adult, Economy
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Cheap flight deals from Chicago to Mexico

Keep the following information in mind while searching for Chicago to Mexico flight deals. Data was last updated septembre 16, 2025.

Round-trip from

$211
(Mytrip)

One-way from

$90
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$337

Good round-trip deal

$237 or less

Good one-way deal

$116 or less
From Chicago (CHI) to Mexico
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One-way flight from Chicago (CHI) to Mexico
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Highest demand for flights based on searches. 12% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Mexico.
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Price to beat on a one-way flight from Chicago (CHI) to Mexico.
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Find flight deals from Chicago to Mexico

Cheapest flights from Chicago to Mexico
Explore the most affordable flight options available from Chicago to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septembre 16, 2025.

This Mytrip deal was found by Cheapflights users on 9/15. 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.
sam. 11/154:40 pmORD - TLC
1 stop15h 50mViva
mar. 11/257:40 pmTLC - ORD
1 stop19h 30mViva
Deal found 9/15$211
This Mytrip deal was found by Cheapflights users on 9/15. 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.
sam. 11/84:40 pmORD - TLC
1 stop7h 00mViva
mar. 11/183:05 pmTLC - ORD
1 stop24h 05mViva
Deal found 9/15$226
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/212:25 pmORD - TLC
1 stop21h 05mViva
lun. 10/137:55 pmTLC - ORD
1 stop26h 40mViva
Deal found 9/15$227
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mar. 12/95:05 amORD - CUN
1 stop6h 22mMultiple Airlines
ven. 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
dim. 10/196:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
mar. 10/289:09 amCUN - ORD
1 stop7h 14mMultiple Airlines
Deal found 9/14$234
This Spirit deal was found by Cheapflights users on 9/14. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 9/215:05 amORD - CUN
1 stop7h 54mSpirit Airlines
mar. 9/239:16 amCUN - ORD
1 stop12h 42mSpirit Airlines
Deal found 9/14$235
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
mar. 10/216:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
mar. 11/410:09 amCUN - ORD
1 stop12h 24mMultiple Airlines
Deal found 9/14$236
This Booking.com deal was found by Cheapflights users on 9/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/912:25 pmORD - TLC
1 stop23h 05mViva
dim. 10/126:05 amTLC - ORD
1 stop16h 30mViva
Deal found 9/13$237
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
sam. 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
sam. 11/810:37 amCUN - ORD
1 stop9h 39mSpirit Airlines
Deal found 9/13$238
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
ven. 12/56:00 amORD - CUN
Nonstop3h 37mMultiple Airlines
ven. 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$240
This Mytrip deal was found by Cheapflights users on 9/15. 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.
sam. 11/11:05 amORD - TLC
1 stop8h 25mViva
ven. 11/77:40 pmTLC - ORD
1 stop19h 30mViva
Deal found 9/15$240
This Expedia deal was found by Cheapflights users on 9/14. 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.
mer. 10/295:05 amORD - CUN
1 stop7h 39mSpirit Airlines
mer. 11/51:35 pmCUN - ORD
1 stop8h 25mSpirit Airlines
Deal found 9/14$241

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Mexico 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 septembre 16, 2025.
Use the filters below to find and compare flights from Chicago to Mexico that are best for you.

Fly from

Chicago

Fly to

Mexico

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sam. 12/6

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

ven. 12/12

2:15 pm-5:00 pm

Nonstop3h 45m

$270

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

mar. 10/7

12:25 pm-7:15 pm

1 stop7h 50m

Mexico City Toluca Intl

mar. 10/14

3:25 pm-11:35 pm

1 stop7h 10m

$271

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

ven. 11/7

4:40 pm-11:40 pm

1 stop7h 00m

Mexico City Toluca Intl

dim. 11/9

7:40 pm-3:10 pm

1 stop19h 30m

$280

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dim. 9/28

10:35 am-2:10 pm

Nonstop3h 35m

Cancun

jeu. 10/2

3:20 pm-6:55 pm

Nonstop3h 35m

$281

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sam. 11/15

5:50 am-4:05 pm

2 stops9h 15m

Cancun

mer. 11/19

1:45 pm-4:30 pm

Nonstop3h 45m

$285

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

lun. 10/6

12:25 pm-7:15 pm

1 stop7h 50m

Mexico City Toluca Intl

mar. 10/21

9:10 am-11:35 pm

1 stop13h 25m

$286

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

ven. 11/14

4:40 pm-11:40 pm

1 stop7h 00m

Mexico City Toluca Intl

lun. 11/17

9:10 am-3:10 pm

1 stop6h 00m

$288

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 1/13

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

mar. 2/10

4:20 pm-11:59 pm

1 stop8h 39m

$291

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

mer. 1/14

1:20 am-11:45 pm

1 stop22h 25m

Mexico City Toluca Intl

lun. 1/19

3:05 pm-11:50 pm

1 stop8h 45m

$295

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

mar. 1/13

1:00 am-5:41 am

Nonstop4h 41m

Mexico City Benito Juarez

mar. 1/20

7:09 pm-11:18 pm

Nonstop4h 09m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Mexico

Have a flexible travel schedule? Discover the best time to fly to Mexico from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Mexico

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

Currently, May is the cheapest month in which you can book a flight from Chicago to Mexico (average of $387). Flying from Chicago to Mexico in December is currently the most expensive (average of $615). 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 CHI to MX?

Find hourly flight availability from Chicago to Mexico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septembre 16, 2025.

When flying from Chicago to Mexico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Mexico

Explore weekly flight availability from Chicago to Mexico. 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 septembre 16, 2025.

The most flights from CHI to MX0 are scheduled on a Tuesday (8 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Mexico

Get insights into the airlines that provide service to Mexico. 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 Mexico. Reviews last updated septembre 16, 2025.
See what other customers who have flown with United Airlines, American Airlines, and Viva from Chicago to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Viva
7.0
Good
787 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Volaris
6.6
Okay
1,154 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Frontier
5.8
Fair
3,174 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

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

  • How long is the flight from Chicago to Mexico?

    For as low as $270, Viva can have you in Mexico from Chicago in 3h 45m. There are 1434 mi between Chicago and Mexico. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $106 is the cheapest one-way deal found within the past few days, from Volaris. You may also be able to find cheap deals on Viva and American Airlines, with prices starting from $108 and $118, respectively.

  • What are the most popular routes from Chicago to Mexico?

    The most popular route from Chicago to Mexico is Chicago O'Hare Intl - Cancun. You may also consider Chicago O'Hare Intl - Mexico City Benito Juarez or Chicago Midway - Cancun.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Mexico on time: WestJet (93%), Aeromexico (90%), Delta (87%).

  • What are the cheapest flights from Chicago to Mexico?

    On average you can expect to pay $614 for a flight from Chicago to Mexico. The cheapest flight overall is $94 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $220.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Mexico 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 Chicago to Mexico?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Mexico (average of $387). Flying from Chicago to Mexico in December is currently the most expensive (average of $615). 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 Chicago to Mexico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Chicago to Mexico

Discover the top 10 airlines that operate flights from Chicago to Mexico. 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 septembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$58Average$390FlexibilityNo cancel feeOn-time79%
FrontierCheapest$118Average$415FlexibilityNo cancel feeOn-time62%
VivaCheapest$125Average$329FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$129Average$595FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$131Average$428FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$132Average$332FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$563FlexibilityNo cancel feeOn-time69%
DeltaCheapest$158Average$517FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$205Average$685FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$259Average$531FlexibilityNo cancel feeOn-time71%

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