Mexico

$104+ Cheap flights from Midway (MDW) to Mexico

MDW — MEX
Dec 4 — Dec 111
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Mexico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Mexico

Cheapest flights from Midway to Mexico

Tue 12/112:33 pm -
2 stops32h 05m
Wed 12/912:44 pm -
Nonstop4h 03m
Deal found 10/31$338
Wed 12/910:40 am -
3 stops27h 10m
Sat 12/121:28 pm -
Nonstop3h 23m
Deal found 11/1$342
Tue 12/112:33 pm -
2 stops32h 05m
Tue 12/88:15 am -
1 stop8h 36m
Deal found 10/31$368
Mon 11/96:17 pm -
Nonstop4h 20m
Thu 12/38:15 am -
1 stop8h 36m
Deal found 10/30$378
Mon 11/96:17 pm -
Nonstop4h 20m
Tue 12/88:15 am -
1 stop8h 36m
Deal found 11/2$379
Fri 11/136:17 pm -
Nonstop4h 20m
Thu 12/38:15 am -
1 stop8h 36m
Deal found 11/1$380
Mon 11/96:17 pm -
Nonstop4h 20m
Wed 11/1812:44 pm -
Nonstop4h 03m
Deal found 11/3$381
Wed 11/116:17 pm -
Nonstop4h 20m
Fri 11/2012:44 pm -
Nonstop4h 03m
Deal found 10/31$382
Wed 11/116:17 pm -
Nonstop4h 20m
Wed 11/1812:44 pm -
Nonstop4h 03m
Deal found 11/3$383
Wed 11/116:17 pm -
Nonstop4h 20m
Fri 12/412:44 pm -
Nonstop4h 03m
Deal found 10/30$384
Thu 11/196:20 pm -
Nonstop4h 01m
Thu 12/31:28 pm -
Nonstop3h 23m
Deal found 11/2$384
Thu 11/56:20 pm -
Nonstop4h 01m
Sat 11/71:28 pm -
Nonstop3h 23m
Deal found 10/30$385

Find flight deals from Midway to Mexico

Round-trip from

$249
(Mytrip)

One-way from

$104
(Mytrip)

Good round-trip deal

$379 or less

Good one-way deal

$153 or less
From Chicago Midway to Mexico
One-way flight from Chicago Midway to Mexico
Price to beat on a round-trip flight from Chicago Midway to Mexico.
Price to beat on a one-way flight from Chicago Midway to Mexico.

Cheapflights 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

Cheapest round-trip

ChicagoSan Luis Potosí

MDW Chicago Midway - SLP San Luis Potosi

MDWSLP

Chicago Midway

Tue 1/12

6:20 pm-10:21 pm

Nonstop4h 01m

San Luis Potosi

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$104

ChicagoZacatecas

MDW Chicago Midway - ZCL Zacatecas La Calera

MDWZCL

Chicago Midway

Mon 1/18

6:17 pm-4:57 pm

1 stop22h 40m

Zacatecas La Calera

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$160

ChicagoSan Luis Potosí

MDW Chicago Midway - SLP San Luis Potosi

MDWSLP

Chicago Midway

Sat 12/5

12:28 pm-7:13 pm

3 stops30h 45m

San Luis Potosi

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$181

ChicagoSan Luis Potosí

MDW Chicago Midway - SLP San Luis Potosi

MDWSLP

Chicago Midway

Sat 12/5

6:20 pm-10:21 pm

Nonstop4h 01m

San Luis Potosi

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$186

ChicagoGuadalajara

MDW Chicago Midway - GDL Guadalajara Miguel Hidal

MDWGDL

Chicago Midway

Tue 1/12

6:20 pm-1:51 pm

2 stops19h 31m

Guadalajara Miguel Hidal

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$202

ChicagoGuadalajara

MDW Chicago Midway - GDL Guadalajara Miguel Hidal

MDWGDL

Chicago Midway

Wed 1/27

1:18 pm-12:13 pm

2 stops22h 55m

Guadalajara Miguel Hidal

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$203
Quickest round-trip

ChicagoZacatecas

MDW Chicago Midway - ZCL Zacatecas La Calera

MDWZCL

Chicago Midway

Tue 11/10

1:19 pm-5:12 pm

Nonstop3h 53m

Zacatecas La Calera

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$206

ChicagoDurango

MDW Chicago Midway - DGO Durango Guadalupe Victoria

MDWDGO

Chicago Midway

Sat 11/7

4:08 pm-8:04 pm

Nonstop3h 56m

Durango Guadalupe Victoria

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$211

ChicagoZacatecas

MDW Chicago Midway - ZCL Zacatecas La Calera

MDWZCL

Chicago Midway

Thu 11/12

1:19 pm-5:12 pm

Nonstop3h 53m

Zacatecas La Calera

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$226

ChicagoDurango

MDW Chicago Midway - DGO Durango Guadalupe Victoria

MDWDGO

Chicago Midway

Tue 11/24

4:08 pm-8:04 pm

Nonstop3h 56m

Durango Guadalupe Victoria

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Midway to Mexico

Have a flexible travel schedule? Discover the best time to fly to Mexico from Midway with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $361). Flying from Chicago Midway Airport to Mexico in December is currently the most expensive (average of $804). 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 MDW to MX?

One of the essential ways to save on airfare from Chicago Midway Airport to Mexico is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 26% on airfare.

How often are flights from Chicago to Mexico delayed?

About 19% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 139 minutes.

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

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

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

Wednesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

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

Over the last year, Volaris have had the lowest number of delays on this route, with just 15% of flights being delayed.

How far ahead should I book a flight from Chicago Midway Airport to Mexico?

The best time to book flights from Chicago Midway Airport to Mexico is 74 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Mexico

See what other customers who have flown with Southwest,Delta, andAeromexico from Chicago Midway Airport 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.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Chicago Midway Airport to Mexico?

    For as low as $426, Volaris can have you in Mexico from Chicago Midway Airport in 4h 01m. The distance between Chicago Midway Airport and Mexico is about 1550 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $98 on Volaris. Other airlines that offer cheap prices include Frontier from $107 and Southwest from $165 one-way.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to Mexico?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $361). Flying from Chicago Midway Airport to Mexico in December is currently the most expensive (average of $804). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Midway to Mexico

Top 5 airlines flying from Midway to Mexico

AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$194Average$425FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$198Average$515FlexibilityNo cancel feeOn-time62%
VolarisCheapest$206Average$454FlexibilityNo cancel feeOn-time79%
DeltaCheapest$327Average$469FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$358Average$649FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.