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 4 per day as of November 2025. The most frequent departure time is 3:00PM, with 37% of daily flights leaving in the evening.

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

As of November 2025, there are 34 flights per week flying from Chicago Midway Airport to Mexico. The most common day of the week flights depart is Mon, with 21% of flights taking off on this day.

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

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

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 8 different airlines that fly to Mexico on a routine basis, so you have a few additional options to choose from.

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 November 2025, there are 8 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.

$120 Cheap Flights from Chicago Midway Airport to Mexico in 2025/26

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

4:05 pm - 7:45 pmMDW-CUN

3h 40mnonstop

8:30 am - 12:10 pmCUN-MDW

3h 40mnonstop

$262Southwest

Find Deal

Mon, Mar 9 - Fri, Mar 13

4:05 pm - 8:45 pmMDW-CUN

3h 40mnonstop

8:30 am - 12:10 pmCUN-MDW

3h 40mnonstop

$267Southwest

Find Deal

Thu, Mar 5 - Thu, Mar 12

9:07 pm - 3:53 pmMDW-CUN

17h 46m1 stop

2:31 pm - 11:25 pmCUN-MDW

9h 54m1 stop

$278Frontier

Find Deal

Fri, Jan 9 - Mon, Jan 12

6:49 pm - 10:19 pmMDW-GDL

4h 30mnonstop

12:36 pm - 5:34 pmGDL-MDW

3h 58mnonstop

$301Frontier

Find Deal

Fri, Mar 13 - Fri, Mar 20

6:00 am - 3:34 pmMDW-CUN

8h 34m1 stop

1:40 pm - 10:22 pmCUN-MDW

9h 42m1 stop

$302Aeromexico

Find Deal

Mon, Dec 1 - Sat, Dec 20

6:54 pm - 11:24 pmMDW-GDL

4h 30mnonstop

1:39 pm - 5:34 pmGDL-MDW

3h 55mnonstop

$317Volaris

Find Deal

Fri, Feb 6 - Mon, Feb 9

12:47 pm - 9:20 pmMDW-CUN

7h 33m1 stop

11:50 am - 11:40 pmCUN-MDW

12h 50m1 stop

$318Delta

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Fri, Nov 14 - Fri, Nov 21

12:50 pm - 9:20 pmMDW-CUN

7h 30m1 stop

6:00 am - 3:44 pmCUN-MDW

10h 44m2 stops

$327Delta

Find Deal

Tue, Dec 2 - Sat, Dec 6

6:54 pm - 11:24 pmMDW-GDL

4h 30mnonstop

12:36 pm - 5:34 pmGDL-MDW

3h 58mnonstop

$329Volaris

Find Deal

Fri, Mar 6 - Wed, Mar 11

6:00 am - 9:20 pmMDW-CUN

14h 20m1 stop

11:50 am - 11:40 pmCUN-MDW

12h 50m1 stop

$329Aeromexico

Find Deal

Mon, Nov 17 - Thu, Nov 20

Aeromexico flights from Chicago Midway Airport to Mexico

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

Aeromexico

Dec 1

MDW6:00 amChicago Midway

8h 34m

1 stop

CUN3:34 pmCancun

Dec 20

CUN1:40 pmCancun

9h 42m

1 stop

MDW10:22 pmChicago Midway

$302

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Aeromexico

Nov 17

MDW6:00 amChicago Midway

14h 20m

1 stop

CUN9:20 pmCancun

Nov 20

CUN11:50 amCancun

12h 50m

1 stop

MDW11:40 pmChicago Midway

$329

Find similar

Aeromexico

Nov 15

MDW10:47 amChicago Midway

9h 33m

1 stop

CUN9:20 pmCancun

Nov 20

CUN3:05 pmCancun

9h 35m

1 stop

MDW11:40 pmChicago Midway

$339

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Frontier flights from Chicago Midway Airport to Mexico

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

Frontier

Jan 9

MDW9:07 pmChicago Midway

17h 46m

1 stop

CUN3:53 pmCancun

Jan 12

CUN2:31 pmCancun

9h 54m

1 stop

MDW11:25 pmChicago Midway

$278

Find similar

Frontier

Mar 13

MDW6:49 pmChicago Midway

4h 30m

GDL10:19 pmGuadalajara Miguel Hidal

Mar 20

GDL12:36 pmGuadalajara Miguel Hidal

3h 58m

MDW5:34 pmChicago Midway

$301

Find similar

Frontier

Jan 30

MDW6:54 pmChicago Midway

4h 30m

GDL11:24 pmGuadalajara Miguel Hidal

Feb 13

GDL1:39 pmGuadalajara Miguel Hidal

3h 55m

MDW5:34 pmChicago Midway

$313

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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.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/9

4:05 pm-7:45 pm

Nonstop3h 40m

Cancun

Fri 3/13

8:30 am-12:10 pm

Nonstop3h 40m

$262

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 3/5

4:05 pm-8:45 pm

Nonstop3h 40m

Cancun

Thu 3/12

8:30 am-12:10 pm

Nonstop3h 40m

$267

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 1/9

9:07 pm-3:53 pm

1 stop17h 46m

Cancun

Mon 1/12

2:31 pm-11:25 pm

1 stop9h 54m

$278

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 3/13

6:49 pm-10:19 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Fri 3/20

12:36 pm-5:34 pm

Nonstop3h 58m

$301

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 12/1

6:00 am-3:34 pm

1 stop8h 34m

Cancun

Sat 12/20

1:40 pm-10:22 pm

1 stop9h 42m

$302

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 2/6

6:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Mon 2/9

1:39 pm-5:34 pm

Nonstop3h 55m

$317

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 11/14

12:47 pm-9:20 pm

1 stop7h 33m

Cancun

Fri 11/21

11:50 am-11:40 pm

1 stop12h 50m

$318

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 12/2

12:50 pm-9:20 pm

1 stop7h 30m

Cancun

Sat 12/6

6:00 am-3:44 pm

2 stops10h 44m

$327

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 3/6

6:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Wed 3/11

12:36 pm-5:34 pm

Nonstop3h 58m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 11/17

6:00 am-9:20 pm

1 stop14h 20m

Cancun

Thu 11/20

11:50 am-11:40 pm

1 stop12h 50m

$329

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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

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 $420. 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 $698. 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 $569 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 $418 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	$124
Fastest flight time	3h 30m
Direct flights	Every day
Airports in Mexico	1 airport

The best one-way flight to Mexico from Chicago Midway Airport in the past 72 hours is $124. The best round-trip flight deal from Chicago Midway Airport to Mexico found on momondo in the last 72 hours is $281.

The fastest flight from Chicago Midway Airport to Mexico takes 3h 30m

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

There is 1 airport near Mexico: 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 November 2025, there are 8 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 44.31% of the total bookings. Other popular models include Airbus A320neo with 28.02%, Airbus A321-100/200 with 4.51%, and Boeing 737 MAX 8 with 4.00%.

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
Viva	PriceFrom $125	Free Cancellation	Rating 7.0 790 reviews	Search Viva flights
United Airlines	PriceFrom $161	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
Volaris	PriceFrom $186	Free Cancellation	Rating 6.7 1,151 reviews	Search Volaris flights
Frontier	PriceFrom $200	Free Cancellation	Rating 5.8 3,115 reviews	Search Frontier flights
Delta	PriceFrom $292	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
Aeromexico	PriceFrom $296	Free Cancellation	Rating 7.4 1,673 reviews	Search Aeromexico flights
Southwest	PriceFrom $345	Free Cancellation	Rating 8.0 4,239 reviews	Search Southwest flights
LATAM Airlines	PriceFrom $3,369	Free Cancellation	Rating 7.5 1,874 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 $196

Flights to Mexico Cityfrom $205

Flights to Guadalajarafrom $156

Flights to Puerto Vallartafrom $257

Flights to San José del Cabofrom $136

Flights to Tijuanafrom $243

Flights to León, Guanajuatofrom $192

Flights to Oaxacafrom $227

Flights to Monterreyfrom $204

Flights to Méridafrom $182

Flights to Santiago de Querétarofrom $143

Flights to Moreliafrom $169

Cheap flights from Chicago Midway Airport to Mexico from $120

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 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Chicago Midway Airport to Mexico

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Aeromexico flights from Chicago Midway Airport to Mexico

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

Frontier flights from Chicago Midway Airport to Mexico

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

momondo Fare Finder

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

See travel insights to Mexico from

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

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?

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

What airlines fly 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 4 per day as of November 2025. The most frequent departure time is 3:00PM, with 37% of daily flights leaving in the evening.

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

As of November 2025, there are 34 flights per week flying from Chicago Midway Airport to Mexico. The most common day of the week flights depart is Mon, with 21% 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