$149 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 10/9. 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

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

Wed, Oct 1 - Thu, Oct 9
Delta Logo
12:12 pm - 9:36 pmMTY-MDW
8h 24m1 stop
Delta Logo
6:00 am - 11:06 amMDW-MTY
6h 06m1 stop
$263Delta
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Tue, Aug 19 - Mon, Sep 15
Delta Logo
8:04 am - 6:37 pmMTY-MDW
9h 33m2 stops
Delta Logo
6:00 am - 5:05 pmMDW-MTY
12h 05m2 stops
$264Delta
Find Deal
Fri, Sep 5 - Fri, Sep 12
Aeromexico Logo
12:10 pm - 9:26 pmMTY-MDW
8h 16m1 stop
Aeromexico Logo
6:00 am - 5:05 pmMDW-MTY
12h 05m1 stop
$265Aeromexico
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Wed, Nov 26 - Sun, Nov 30
Frontier Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$279Frontier
Find Deal
Fri, Sep 5 - Wed, Sep 17
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$280Frontier
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Thu, Aug 28 - Wed, Sep 3
Southwest Logo
3:10 pm - 6:50 pmCUN-MDW
3h 40mnonstop
Southwest Logo
9:55 am - 1:30 pmMDW-CUN
3h 35mnonstop
$284Southwest
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Thu, Sep 11 - Wed, Sep 17
Southwest Logo
3:10 pm - 6:50 pmCUN-MDW
3h 40mnonstop
Southwest Logo
6:25 am - 4:00 pmMDW-CUN
9h 35m1 stop
$297Southwest
Find Deal
Sat, Aug 16 - Thu, Sep 11
Aeromexico Logo
12:10 pm - 9:12 pmMTY-MDW
8h 02m1 stop
Aeromexico Logo
6:00 am - 5:05 pmMDW-MTY
12h 05m1 stop
$299Aeromexico
Find Deal
Fri, Nov 14 - Sun, Nov 16
Volaris Logo
12:38 pm - 4:18 pmAGU-MDW
3h 40mnonstop
Volaris Logo
11:00 am - 3:07 pmMDW-AGU
4h 07mnonstop
$351Volaris
Find Deal
Wed, Nov 12 - Sun, Nov 16
Volaris Logo
12:38 pm - 4:18 pmAGU-MDW
3h 40mnonstop
Volaris Logo
11:00 am - 3:07 pmMDW-AGU
4h 07mnonstop
$352Volaris
Find Deal
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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 $263 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $279 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 $317 on average. The cheapest price found on KAYAK in the last 2 weeks cost $148 and departed from Cancún. The most popular routes on KAYAK are Morelia to Chicago Midway Airport which costs $352 on average, and Aguascalientes to Chicago Midway Airport, which costs $230 on average.

See prices from:

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 Morelia $207 round-trip, from Zacatecas $215 round-trip, from Aguascalientes $217 round-trip.


Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$149
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 12% increase in price.
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 $263 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $279 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 $317. The cheapest price found on KAYAK in the last 2 weeks cost $148 and departed from Cancun Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Monday where round-trip tickets can be as cheap as $312. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $406 on average.

  • 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.

  • 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 $461 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the morning, which is peak travel time and where the average cost of a ticket is $461.

  • How many direct flights to Chicago Midway Airport are there each week?

    Each week there are around 3,129 direct flights from within Mexico to Chicago Midway Airport. The most common day for departures is Monday, with 15% of flights taking off on this day.

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 Cancun $148, from Guadalajara $256, from León $313
  • 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 1166 reviews
5.4Food
5.0Entertainment
7.3Crew
6.4Comfort
6.6Boarding
Airline reviews

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

2.0 MediocreAnonymous, Jun 2025MEX - ORD
Read more Volaris reviews

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.

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

Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests

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.

They check you everything before entering to waiting room, if you have any liquid they take it away even if you buy it inside the airport, no recommend volaris, for mi know Alaska airline is better

They don’t give anything for free you have to pay for everything which it’s expected but at least give out water and a snack as a courtesy for flying with them.

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

The worst. Kayak sent notification at 2am and 10am regarding the delay. Then sends a notification an hour before original depart time that it will depart on time. I had to wait 8 hours at the airport. My family had to pay for lodging in Guadalajara where I was landing for pick up.

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.

Terrible communication with weather delay, lost baggage, near impossible to reach customer service

My tickets got canceled on me by your site and I didn't have a flight. Then you kept sending me emails on the status of q flight I didn't have tickets for.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

I missed a flight because of a delay. I had to buy a new ticket through Southwest.

The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.

Flight was delayed one hour. Notification to the crowd waiting near the gate was terrible…announcements were unclear and very hard to hear and therefore understand. Frontier does NOT send texts to notify, only email. The reader board over the gate itself was NEVER updated to indicate the gate had been changed. It’s like a bunch of children are running things.

I’m not gonna fly Frontier Airlines because booking is not an option. No water or food is for high price, not equipped for health emergency incompetent crew for emergency services. Cheap airline shows it is cheaper in all service categories. Boarding is the best of all airlines!

We’ve all seen the YouTube vids of out of control passengers. But this was an instance of a highly aggressive, bully flight attendant. Yelling in the face of a vet with PTSD who was texting their family. And no , we had not yet been instructed to put our phones in airplane mode. My suggestion is that you should pay whatever difference there is in order to avoid Frontier airlines. Additionally, after 3hrs trying to get customer service frontier offered a $25 voucher. I declined. This experience was so traumatic. To be verbally assaulted and abused by a flight attendant that has the power to say “boo” and I miss my flight ( which was to a family member’s funeral ). Frontier is unsafe and I cannot impress enough how much I discourage anyone ( esp those with any kind of disability like PTSD ) flying on Frontier.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

We were delayed three times ,and that destroyed my plans, and reservations

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago

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