$150 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 5/5. 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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Everything you should know

Cheapest round-trip
$257
Typical prices: $286-$426
Frontier
Sun 12/7Fri 1/30
GDL - MDW • Non-stop
Cheapest non-stop
$259
Typical prices: $340-$467
Frontier
Wed 3/4Wed 3/11
AGU - MDW • Non-stop
Top airlines
Volaris
Most flights • 36 per week
Volaris
Best reviews • 6.7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MTY-MDW
Cheapest
BJX-MDW
Most popular
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

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

Sun, Dec 7 - Fri, Jan 30
Frontier Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
Frontier Logo
6:54 pm - 11:24 pmMDW-GDL
4h 30mnonstop
$257Frontier
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Wed, Mar 4 - Wed, Mar 11
Frontier Logo
12:38 pm - 4:18 pmAGU-MDW
3h 40mnonstop
Frontier Logo
5:33 pm - 8:40 pmMDW-AGU
4h 07mnonstop
$259Frontier
Find Deal
Wed, Feb 11 - Sun, Feb 15
Delta Logo
1:40 pm - 10:22 pmCUN-MDW
9h 42m1 stop
Delta Logo
6:00 am - 6:47 pmMDW-CUN
11h 47m2 stops
$277Delta
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Thu, Jan 22 - Mon, Jan 26
Delta Logo
12:15 pm - 5:29 pmCUN-MDW
6h 14m1 stop
Delta Logo
6:14 pm - 11:50 amMDW-CUN
16h 36m2 stops
$278Delta
Find Deal
Sun, Feb 15 - Mon, Feb 16
Volaris Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pmMDW-GDL
4h 30mnonstop
$297Volaris
Find Deal
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
2:51 pm - 11:25 pmCUN-MDW
9h 34m1 stop
Multiple Airlines Logo
8:56 pm - 9:18 amMDW-CUN
11h 22m1 stop
$297Multiple Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6
Volaris Logo
9:15 am - 1:04 pmMLM-MDW
3h 49mnonstop
Volaris Logo
4:49 pm - 9:05 pmMDW-MLM
4h 16mnonstop
$306Volaris
Find Deal
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
11:20 am - 5:20 pmMTY-MDW
6h 00m1 stop
Multiple Airlines Logo
4:19 pm - 12:05 amMDW-MTY
7h 46m1 stop
$308Multiple Airlines
Find Deal
Fri, Jan 23 - Tue, Jan 27
Aeromexico Logo
6:15 am - 5:29 pmAGU-MDW
11h 14m2 stops
Aeromexico Logo
6:00 am - 9:57 pmMDW-AGU
15h 57m2 stops
$351Aeromexico
Find Deal
Fri, May 1 - Sun, May 3
Aeromexico Logo
10:04 pm - 3:25 pmMTY-MDW
16h 21m2 stops
Aeromexico Logo
6:00 am - 11:44 pmMDW-MTY
18h 44m2 stops
$369Aeromexico
Find Deal
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 Monterrey, at $124 one-way and $257 return. The most popular connection is from León to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $309 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.

On average, a flight to Chicago Midway Airport costs $330. The cheapest price found on KAYAK in the last 2 weeks cost $144 and departed from Cancún. The most popular routes on KAYAK are Guadalajara to Chicago Midway Airport which costs $455 on average, and Aguascalientes to Chicago Midway Airport, which costs $401 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 León $168 one-way - $376 round-trip, from Aguascalientes $168 one-way - $401 round-trip, from Guadalajara $195 one-way - $400 round-trip.

Good to know

Low seasonJanuary
Cheapest flight$124
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Monterrey 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 Monterrey, at $124 one-way and $257 return. The most popular connection is from León to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $309 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 $330. The cheapest price found on KAYAK in the last 2 weeks cost $144 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 Thursday where tickets can be as cheap as $314. On the other hand, the most expensive day to fly is Monday, where prices are $386 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 flights cost $461 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.

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 $144, from León $272, from Guadalajara $297
  • 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.
6.7
VolarisOverall score based on 1156 reviews
7.3Crew
5.0Entertainment
6.6Boarding
6.4Comfort
5.3Food
Airline reviews

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

2.0 MediocreAlvaro, Nov 2025LAX - QRO
Read more Volaris reviews

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.

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.

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

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