How many flights depart from Chicago Midway Airport to Mexico on average per week?

As of December 2025, there are 49 flights per week flying from Chicago Midway Airport to Mexico. The most common day of the week flights depart is Sat, with 22% of flights taking off on this day.

What is the most punctual flight time for Chicago to Mexico flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

How often are flights from Chicago to Mexico delayed?

Historically, on average around 14% of flights between Chicago and Mexico have experienced a delay on any given week. The average delay length over the past 12 months has been 139 minutes.

What is the cheapest airline that flies from Chicago Midway to Mexico?

Volaris, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Mexico

How many flights depart from Chicago Midway Airport to Mexico on average per day?

The number of flights available between Chicago Midway Airport and Mexico is 7 per day as of December 2025. The most frequent departure time is 6:00PM, with 47% of daily flights leaving in the evening.

Which airline has the best punctuality record on Chicago to Mexico flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

What airlines fly to Mexico?

Southwest, Volaris and Delta are the top three most popular airlines that fly to Mexico from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Mexico. Keep in mind that there are 9 different airlines that fly to Mexico on a routine basis, so you have a few additional options to choose from.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

When did momondo last update prices for flights from Chicago Midway Airport to Mexico?

Prices for flights from Chicago Midway Airport to Mexico refresh daily.

How many operators does momondo search for flights from Chicago Midway Airport to Mexico?

As of December 2025, there are 9 operators available to choose from for flights from Chicago Midway Airport to Mexico.

How old do you have to be to fly from Chicago Midway Airport to Mexico?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Mexico.

What documentation or ID do you need to fly to Mexico?

The travel and health documents required for your trip to Mexico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Mexico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$116 Cheap Flights from Chicago Midway Airport to Mexico in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Mexico

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One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:33 pm - 9:40 pm

MDW

AGU

4h 07mnonstop

11:38 am - 4:18 pm

AGU

MDW

3h 40mnonstop

$294Volaris

Wed, Mar 4 - Mon, Mar 9

12:46 pm - 9:11 pm

MDW

CUN

7h 25m1 stop

4:40 pm - 10:22 pm

CUN

MDW

6h 42m1 stop

$296Aeromexico

Wed, Feb 4 - Wed, Feb 11

9:38 am - 3:20 pm

MDW

CUN

28h 42m1 stop

4:30 pm - 11:45 am

CUN

MDW

20h 15m1 stop

$302Frontier

Sat, Jan 24 - Sat, Jan 31

6:54 pm - 11:24 pm

MDW

GDL

4h 30mnonstop

1:39 pm - 5:34 pm

GDL

MDW

3h 55mnonstop

$306Volaris

Mon, Feb 2 - Mon, Mar 2

6:00 am - 3:35 pm

MDW

CUN

8h 35m1 stop

10:01 am - 9:33 pm

CUN

MDW

12h 32m1 stop

$308Multiple Airlines

Tue, Feb 17 - Sat, Feb 21

6:01 pm - 9:13 am

MDW

CUN

14h 12m1 stop

2:57 pm - 10:19 pm

CUN

MDW

8h 22m1 stop

$310Multiple Airlines

Sun, Jan 18 - Thu, Jan 22

9:15 am - 1:55 pm

MDW

CUN

3h 40mnonstop

1:45 pm - 4:30 pm

CUN

MDW

3h 45mnonstop

$314Southwest

Tue, Jan 20 - Thu, Jan 22

6:20 am - 3:20 pm

MDW

CUN

8h 00m1 stop

9:00 am - 2:55 pm

CUN

MDW

6h 55m1 stop

$316Frontier

Sun, Feb 1 - Sat, Feb 14

6:00 am - 9:57 pm

MDW

AGU

15h 57m2 stops

6:20 am - 5:29 pm

AGU

MDW

11h 09m2 stops

$339Delta

Tue, Jan 20 - Wed, Jan 28

6:00 am - 4:21 pm

MDW

BJX

10h 21m1 stop

8:08 am - 4:55 pm

BJX

MDW

7h 47m1 stop

$410Delta

Mon, Feb 23 - Tue, Apr 7

Aeromexico flights from Chicago Midway Airport to Mexico

Our best Aeromexico deals on Chicago Midway Airport to Mexico flight tickets

Aeromexico

Feb 4

MDW12:46 pmChicago Midway

7h 25m

1 stop

CUN9:11 pmCancun

Feb 11

CUN4:40 pmCancun

6h 42m

1 stop

MDW10:22 pmChicago Midway

$296

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Aeromexico

Jan 11

MDW6:45 amChicago Midway

8h 50m

1 stop

CUN4:35 pmCancun

Jan 16

CUN1:40 pmCancun

9h 27m

1 stop

MDW10:07 pmChicago Midway

$306

Find similar

Aeromexico

Jan 23

MDW6:00 amChicago Midway

15h 57m

2 stops

AGU9:57 pmAguascalients

Jan 24

AGU6:15 amAguascalients

16h 07m

2 stops

MDW10:22 pmChicago Midway

$332

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Volaris flights from Chicago Midway Airport to Mexico

Our best Volaris deals on Chicago Midway Airport to Mexico flight tickets

Volaris

Mar 4

MDW5:33 pmChicago Midway

4h 07m

AGU9:40 pmAguascalients

Mar 9

AGU11:38 amAguascalients

3h 40m

MDW4:18 pmChicago Midway

$294

Find similar

Volaris

Feb 2

MDW6:54 pmChicago Midway

4h 30m

GDL11:24 pmGuadalajara Miguel Hidal

Mar 2

GDL1:39 pmGuadalajara Miguel Hidal

3h 55m

MDW5:34 pmChicago Midway

$306

Find similar

Volaris

Mar 15

MDW7:54 pmChicago Midway

4h 30m

GDL11:24 pmGuadalajara Miguel Hidal

Mar 20

GDL1:39 pmGuadalajara Miguel Hidal

3h 55m

MDW6:34 pmChicago Midway

$307

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momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Mexico that are best for you.

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Fly to

Route

Depart

Return

Price

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

Wed 3/4

5:33 pm-9:40 pm

Nonstop4h 07m

Aguascalients

Mon 3/9

11:38 am-4:18 pm

Nonstop3h 40m

$294

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 2/4

12:46 pm-9:11 pm

1 stop7h 25m

Cancun

Wed 2/11

4:40 pm-10:22 pm

1 stop6h 42m

$296

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/24

9:38 am-3:20 pm

1 stop28h 42m

Cancun

Sat 1/31

4:30 pm-11:45 am

1 stop20h 15m

$302

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 2/2

6:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Mon 3/2

1:39 pm-5:34 pm

Nonstop3h 55m

$306

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/17

6:00 am-3:35 pm

1 stop8h 35m

Cancun

Sat 2/21

10:01 am-9:33 pm

1 stop12h 32m

$308

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 1/18

6:01 pm-9:13 am

1 stop14h 12m

Cancun

Thu 1/22

2:57 pm-10:19 pm

1 stop8h 22m

$310

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 1/20

9:15 am-1:55 pm

Nonstop3h 40m

Cancun

Thu 1/22

1:45 pm-4:30 pm

Nonstop3h 45m

$314

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 2/1

6:20 am-3:20 pm

1 stop8h 00m

Cancun

Sat 2/14

9:00 am-2:55 pm

1 stop6h 55m

$316

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

Tue 1/20

6:00 am-9:57 pm

2 stops15h 57m

Aguascalients

Wed 1/28

6:20 am-5:29 pm

2 stops11h 09m

$339

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

Mon 2/23

6:00 am-4:21 pm

1 stop10h 21m

León Del Bajio

Tue 4/7

8:08 am-4:55 pm

1 stop7h 47m

$410

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Mexico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Mexico?

If you’re not able to fly to Mexico in September, then July is your next best option. Flight prices from Chicago Midway Airport to Mexico during July average around $456.

What is the cheapest day to depart on your flight to Mexico?

The cheapest day to depart on your flight to Mexico is on a Monday when prices can be found for as low as $399. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $669. These prices are subject to change though, so be sure to set up a Price Alert for flights to Mexico.

What is the cheapest time of day to depart on your flight to Mexico?

Our data shows that the cheapest Chicago Midway Airport to Mexico flights are usually those with departure times in the evening. Our users have found flights to Mexico in the evening for as low as $385. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $653 on average. Flights to Mexico from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Mexico flight route?

Fly from Chicago Midway to Cancun for the best Chicago Midway - Mexico flight prices

How far in advance should I book a flight to Mexico?

You are more likely to see cheaper flights to Mexico from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Mexico for around $549 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Mexico from Chicago Midway Airport for as low as $385 on momondo.

What cabin class options are available on Chicago Midway to Mexico flights?

There is only 1 cabin class available to choose from on Chicago Midway to Mexico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Mexico flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Mexico.

Cheap Chicago Midway Airport to Mexico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Mexico

Best Price Found	$165
Fastest flight time	3h 35m
Direct flights	Every day
Airports in Mexico	129 airports

The best one-way flight to Mexico from Chicago Midway Airport in the past 72 hours is $165. The best round-trip flight deal from Chicago Midway Airport to Mexico found on momondo in the last 72 hours is $274.

The fastest flight from Chicago Midway Airport to Mexico takes 3h 35m

Direct flights go from Chicago Midway Airport to Mexico every day.

There are 129 airports in Mexico. From Chicago Midway Airport there are direct flights to Cancun (CUN).

Search flight deals

When did momondo last update prices for flights from Chicago Midway Airport to Mexico?
Prices for flights from Chicago Midway Airport to Mexico refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Mexico?
As of December 2025, there are 9 operators available to choose from for flights from Chicago Midway Airport to Mexico.
How old do you have to be to fly from Chicago Midway Airport to Mexico?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Mexico.
What documentation or ID do you need to fly to Mexico?
The travel and health documents required for your trip to Mexico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Mexico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Mexico?
Based on momondo bookings for flights between Chicago Midway Airport and Mexico, the leading plane model is Airbus A320-100/200, making up 39.68% of the total bookings. Other popular models include Airbus A320neo with 25.93%, Airbus A321-100/200 with 5.48%, and Airbus A321neo with 4.83%.

Best airlines flying from Chicago Midway Airport to Mexico

Compare and see reviews for airlines that fly from Chicago Midway Airport to Mexico with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $161	Free Cancellation	Rating 7.4 9,109 reviews	Search United Airlines flights
Viva	PriceFrom $190	Free Cancellation	Rating 7.0 799 reviews	Search Viva flights
Volaris	PriceFrom $199	Free Cancellation	Rating 6.6 1,165 reviews	Search Volaris flights
Frontier	PriceFrom $200	Free Cancellation	Rating 5.8 3,073 reviews	Search Frontier flights
Aeromexico	PriceFrom $296	Free Cancellation	Rating 7.4 1,625 reviews	Search Aeromexico flights
Delta	PriceFrom $334	Free Cancellation	Rating 7.9 8,015 reviews	Search Delta flights
Southwest	PriceFrom $336	Free Cancellation	Rating 8.0 4,256 reviews	Search Southwest flights
American Airlines	PriceFrom $506	Free Cancellation	Rating 7.2 11,050 reviews	Search American Airlines flights
LATAM Airlines	PriceFrom $3,369	Free Cancellation	Rating 7.5 1,894 reviews	Search LATAM Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Mexico?

Finding the right flight to Mexico from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Mexico quick and easy, saving you time and money.

Can I find flights from Chicago to Mexico with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Mexico flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Mexico?

Once you have performed a search for Chicago to Mexico flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Mexico right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Mexico now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Mexico and let you know when they change.

An easier way to manage your Mexico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Mexico

Popular cities in Mexico

Flights to Cancúnfrom $197

Flights to Mexico Cityfrom $196

Flights to Guadalajarafrom $198

Flights to Puerto Vallartafrom $231

Flights to San José del Cabofrom $172

Flights to León, Guanajuatofrom $195

Flights to Tijuanafrom $228

Flights to Monterreyfrom $201

Flights to Oaxacafrom $228

Flights to Méridafrom $177

Flights to Santiago de Querétarofrom $149

Flights to Moreliafrom $169

Cheap flights from Chicago Midway Airport to Mexico from $116

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Mexico departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Aeromexico flights from Chicago Midway Airport to Mexico

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How to get the cheapest flight ticket from Chicago Midway Airport to Mexico

What is the cheapest month to fly to Mexico?

If you’re not able to fly to Mexico in September, then July is your next best option. Flight prices from Chicago Midway Airport to Mexico during July average around $456.

What is the cheapest day to depart on your flight to Mexico?

What is the cheapest time of day to depart on your flight to Mexico?

What is the cheapest Chicago Midway to Mexico flight route?

Fly from Chicago Midway to Cancun for the best Chicago Midway - Mexico flight prices

How far in advance should I book a flight to Mexico?

What cabin class options are available on Chicago Midway to Mexico flights?

There is only 1 cabin class available to choose from on Chicago Midway to Mexico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Mexico flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Mexico.

What is the cheapest airline that flies from Chicago Midway to Mexico?

Volaris, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Mexico

What airlines fly to Mexico?

How often are flights from Chicago to Mexico delayed?

Historically, on average around 14% of flights between Chicago and Mexico have experienced a delay on any given week. The average delay length over the past 12 months has been 139 minutes.

What is the most punctual flight time for Chicago to Mexico flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Mexico flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How many flights depart from Chicago Midway Airport to Mexico on average per day?

The number of flights available between Chicago Midway Airport and Mexico is 7 per day as of December 2025. The most frequent departure time is 6:00PM, with 47% of daily flights leaving in the evening.

How many flights depart from Chicago Midway Airport to Mexico on average per week?

As of December 2025, there are 49 flights per week flying from Chicago Midway Airport to Mexico. The most common day of the week flights depart is Sat, with 22% of flights taking off on this day.

Cheap Chicago Midway Airport to Mexico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Mexico

Best Price Found

Fastest flight time

Direct flights

Airports in Mexico

When did momondo last update prices for flights from Chicago Midway Airport to Mexico?

How many operators does momondo search for flights from Chicago Midway Airport to Mexico?

How old do you have to be to fly from Chicago Midway Airport to Mexico?

What documentation or ID do you need to fly to Mexico?

What is the most popular plane model from Chicago Midway Airport to Mexico?

Best airlines flying from Chicago Midway Airport to Mexico

Compare and see reviews for airlines that fly from Chicago Midway Airport to Mexico with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Mexico?

Can I find flights from Chicago to Mexico with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Mexico?

I’m not ready to book a flight from Chicago to Mexico right now. Can momondo alert me if prices change?

An easier way to manage your Mexico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Mexico

Popular cities in Mexico

Popular flights according to clicks in the last 7 days on momondo