$151 Find Cheap Flights from Mexico to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 3/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Cheap Flights from Mexico to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Mexico to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Mexico to Midway

Mon, Apr 27 - Wed, May 6
Volaris Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$258Volaris
Mon, May 4 - Sun, May 10
Volaris Logo
6:00 am - 7:04 pm
MEX
-
MDW
12h 04m
1 stop
Volaris Logo
8:23 pm - 7:25 am
MDW
-
MEX
12h 02m
1 stop
$260Volaris
Thu, May 21 - Wed, May 27
Volaris Logo
8:26 am - 7:20 pm
TLC
-
MDW
9h 54m
1 stop
Volaris Logo
8:23 pm - 7:38 am
MDW
-
TLC
12h 15m
1 stop
$261Volaris
Tue, Mar 31 - Sat, Apr 4
Frontier Logo
1:47 pm - 8:54 pm
CUN
-
MDW
7h 07m
1 stop
Frontier Logo
8:30 am - 12:20 pm
MDW
-
CUN
3h 50mnonstop
$268Frontier
Wed, Apr 15 - Tue, Apr 28
Delta Logo
3:15 pm - 10:28 pm
CUN
-
MDW
7h 13m
1 stop
Delta Logo
12:52 pm - 8:15 pm
MDW
-
CUN
7h 23m
1 stop
$274Delta
Thu, Apr 23 - Mon, Apr 27
Delta Logo
8:00 am - 5:58 pm
CUN
-
MDW
9h 58m
2 stops
Delta Logo
6:00 am - 2:01 pm
MDW
-
CUN
8h 01m
1 stop
$275Delta
Thu, Apr 16 - Sun, Apr 19
Southwest Logo
4:10 pm - 7:50 pm
CUN
-
MDW
3h 40mnonstop
Southwest Logo
8:30 am - 12:10 pm
MDW
-
CUN
3h 40mnonstop
$288Southwest
Fri, Apr 17 - Sun, Apr 26
Multiple Airlines Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Multiple Airlines Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$290Multiple Airlines
Tue, May 19 - Fri, May 29
Frontier Logo
2:25 pm - 7:20 pm
GDL
-
MDW
3h 55mnonstop
Frontier Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$300Frontier
Tue, Apr 28 - Tue, May 5
Multiple Airlines Logo
5:47 am - 4:26 pm
MTY
-
MDW
9h 39m
2 stops
Multiple Airlines Logo
8:48 pm - 7:30 am
MDW
-
MTY
11h 42m
1 stop
$364Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Midway

Get data-powered insights and trends for flights to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Chicago Midway Airport?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Cancún, at $258 return. The most popular connection is from Minneapolis to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $112 in the last 3 days.

How much is a flight to Chicago Midway Airport?

The average and cheapest price for all round-trip flights to Chicago Midway Airport from each origin found by users searching on KAYAK in the last month.

A flight to Chicago Midway Airport costs $298 on average. The cheapest price found on KAYAK in the last 2 weeks cost $115 and departed from Zacatecas. The most popular routes on KAYAK are Guadalajara to Chicago Midway Airport which costs $345 on average, and Morelia to Chicago Midway Airport, which costs $437 on average.

See prices from:

What is the cheapest day to fly to Chicago?

The average price of all round-trip flights to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $336. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $397 on average.

What is the cheapest time of day to fly to Chicago Midway Airport?

The average price for all round-trip flights to Chicago Midway Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Chicago Midway Airport is generally in the afternoon, when round-trip flights cost $358 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $538.

What is a good deal for flights to Chicago Midway Airport?

If you’re looking for cheap airfare to Chicago Midway Airport, 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Guadalajara $200 round-trip, from Aguascalientes $369 round-trip, from Morelia $391 round-trip.

Good to know

Low seasonFebruary
Cheapest flight$150
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Cancun to Chicago Midway Airport

FAQs - booking Chicago Midway Airport flights

  • What is the cheapest flight to Chicago Midway Airport?

    In the last 3 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Cancún, at $258 return. The most popular connection is from Minneapolis to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $112 in the last 3 days.

  • How far is Chicago Midway Airport from central Chicago?

    Central Chicago is 9 miles away from Chicago Midway Airport.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $298. The cheapest price found on KAYAK in the last 2 weeks cost $115 and departed from Zacatecas La Calera Airport.

  • How does KAYAK find such low prices on flights to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago Midway Airport

  • Looking for cheap airfare to Chicago Midway Airport? 25% of our users found round-trip tickets to Chicago Midway Airport for the following prices or less: From León $202, from Cancun $223, from San José del Cabo $274
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Reviews of the top airlines flying from Mexico to Midway

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Mexico to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.6
VolarisOverall score based on 1170 reviews
4.9Entertainment
5.3Food
6.5Boarding
6.3Comfort
7.3Crew
Airline reviews

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

10.0 ExcellentDebbie, Jan 2026
PVR - TIJ
Read more Volaris reviews

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

The money you save flying volaris is not worth it

Is was a good short flight with some turbulence! I would fly Volaris again.

We had boarding passes for the next flight but we could not catch the flight in the small airport just because volaris closed the boarding at the counters an hour before for which we had to sepnd almost 3+ hours to catch next flight. There are hardly anyone who can speak english, but thank God, we have found an young man who could not only speak English but helped us book for the next flight. The air crafts are noisy and scary sometimes to hear that squeeking noises during the take off and during the flight. They do not even offer a cup of coffee for free in flight. The prices are super high and the services are zero. That’s pretty much for this airlines in summary.

Unfortunately it was not a good flight got canceled had to be at the airport all night long to get a different flight to another airport my first flight with Volaris was very bad. Poor services

The boarding , and it would be nice if they would let us know head of time about flight changes

The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

The flight was delayed by two hours. I had paid for extended leg room. Due to the delay, the plane was different and I didn't end up having extended leg room. I finally was able to reach Volaris on Whats App and they gave me an airline credit. I wanted a refund to the credit card since I hardly ever fly Volaris. Other than that, it was a very comfortable flight.

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Frontier line changes my flight schedule with out my authorization. They never ask me and with out my concern they cut off 4 hours of my vacation they force my to leave 4 hours early from Puerto Rico.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago