$197 Find Cheap Flights from Mexico to Chicago Midway Airport - Compare and Save

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Cheap Flights from Mexico to Midway

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Mexico to Midway

Thu, Sep 24 - Sun, Sep 27
Frontier Logo
1:51 pm - 11:44 pmCUN  Cancun-MDW Chicago Midway
9h 53m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 12:37 pmMDW  Chicago Midway-CUN Cancun
6h 12m1 stop Atlanta Hartsfield-Jackson
$310Frontier
Sat, Sep 5 - Sun, Sep 20
Multiple Airlines Logo
8:02 am - 10:47 pmGDL  Guadalajara Miguel Hidal-MDW Chicago Midway
13h 45m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:23 pm - 11:30 pmMDW  Chicago Midway-GDL Guadalajara Miguel Hidal
4h 07mnonstop
$328Multiple Airlines
Fri, Oct 30 - Sun, Nov 8
Frontier Logo
1:51 pm - 11:47 pmCUN  Cancun-MDW Chicago Midway
9h 56m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:25 am - 2:14 pmMDW  Chicago Midway-CUN Cancun
5h 49m1 stop Atlanta Hartsfield-Jackson
$337Frontier
Mon, Sep 14 - Mon, Sep 21
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$341Volaris
Fri, Sep 25 - Mon, Sep 28
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$347Volaris
Mon, Sep 14 - Mon, Sep 21
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$348Volaris
Fri, Sep 18 - Mon, Oct 19
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$349Volaris
Fri, Sep 18 - Mon, Sep 21
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$349Volaris
Sun, Sep 13 - Sun, Sep 20
Volaris Logo
8:26 am - 7:04 pmTLC  Mexico City Toluca Intl-MDW Chicago Midway
9h 38m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:36 amMDW  Chicago Midway-TLC Mexico City Toluca Intl
12h 13m1 stop Guadalajara Miguel Hidal
$349Volaris
Fri, Sep 25 - Mon, Sep 28
Volaris Logo
8:10 am - 7:04 pmMEX  Mexico City Benito Juarez-MDW Chicago Midway
9h 54m1 stop Guadalajara Miguel Hidal
Volaris Logo
8:23 pm - 7:25 amMDW  Chicago Midway-MEX Mexico City Benito Juarez
12h 02m1 stop Guadalajara Miguel Hidal
$350Volaris
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?

In the last 5 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Mexico City, at $310 return. The most popular connection is from Morelia to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $451 in the last 5 days.

How much is a flight to Chicago Midway Airport?

A flight to Chicago Midway Airport costs $467 on average. The cheapest price found on KAYAK in the last 2 weeks cost $205 and departed from San Luis Potosí. The most popular routes on KAYAK are Aguascalientes to Chicago Midway Airport which costs $402 on average, and Guadalajara to Chicago Midway Airport, which costs $474 on average.

What is the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Friday where round-trip tickets can be as cheap as $389. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $537 on average.

What is the cheapest month to fly to Chicago Midway Airport?

The cheapest month for flights to Chicago Midway Airport is February, where tickets cost $308 on average for return flights. On the other hand, the most expensive months are July and March, where the average cost of tickets from Mexico is $538 and $493 respectively. For one-way flights, the best month to travel is December with an average price of $194.

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

The cheapest time of day to fly to Chicago Midway Airport is generally in the morning, when round-trip flights cost $471 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 San Luis Potosí $240 round-trip, from Aguascalientes $377 round-trip, from Guadalajara $384 round-trip.

Good to know

Low season

February

Cheapest flight

$197
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Mexico City to Chicago

FAQs - booking Chicago Midway Airport flights

  • What is the cheapest flight to Chicago Midway Airport?

    In the last 5 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Mexico City, at $310 return. The most popular connection is from Morelia to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $451 in the last 5 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 $467. The cheapest price found on KAYAK in the last 2 weeks cost $205 and departed from San Luis Potosi 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 $271, from Cancun $319, from Guadalajara $331
  • 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 airline flying from Mexico to Midway

 
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 1144 reviews
7.3Crew
5.3Food
6.5Boarding
4.9Entertainment
6.3Comfort
Airline reviews

Hate it. They do not provide any food or drinks during the flight, unless you pay. They also charge a ton of money to bring a carry on bag. And their customer service is the worst. I will never fly with them again.

2.0 MediocreRoberto, Jul 2026
Read more Volaris reviews

Hate it. They do not provide any food or drinks during the flight, unless you pay. They also charge a ton of money to bring a carry on bag. And their customer service is the worst. I will never fly with them again.

The money you save flying volaris is not worth it

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

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

Better communication about delayed flight. I am thankful for a small credit for late flight.

Terrible. And they charged over $400 just for luggage. And threatened that I would loose my flight if I didn’t pay. So I didn’t have another choice but to pay.

I got to where I needed to go quickly. There were no amenities. And the seats were painful.

The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.

My experience was good. But it seems that every time I go on Volaris the plane is always full, not sure if because the price is cheaper. And the flight attendants kept hitting my shoulder every time they walked by the aisle with their food cart. I’m 6’4” so I barely fit in the seat next to the aisle. Plus the seat was defective. I had a hard time raising the lever where I rest my left arm. I tried calling the flight attendant 3 times if she could assist me but she was too busy talking in the back with her fellow flight attendants. Finally after 20 mins she looked my way and she too struggled to fix the problem but she finally raised it so I could get out of my seat.

I never got an email for checking in for my flight back to Los Angeles so I got to airport extra early to sort it. they changed the gate, and so I had to run to the other end of the airport. Their app is wonky. They are not on WhatsApp and I didn’t have cell service to call for help. I think they need to up their game with communicating.

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
Munster
Schererville
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