$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, Feb 11 - Wed, Feb 18
Delta Logo
1:38 pm - 9:46 pmMTY-MDW
8h 08m1 stop
Delta Logo
10:35 am - 6:57 pmMDW-MTY
8h 22m1 stop
$263Delta
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Thu, Feb 5 - Sun, Feb 8
Aeromexico Logo
1:38 pm - 9:46 pmMTY-MDW
8h 08m1 stop
Aeromexico Logo
10:35 am - 6:57 pmMDW-MTY
8h 22m1 stop
$264Aeromexico
Find Deal
Fri, Sep 12 - 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
Find Deal
Thu, Sep 11 - Sat, Sep 13
Southwest Logo
3:10 pm - 6:50 pmCUN-MDW
3h 40mnonstop
Southwest Logo
9:15 am - 12:50 pmMDW-CUN
3h 35mnonstop
$280Southwest
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$281Frontier
Find Deal
Mon, Oct 20 - Wed, Oct 29
Volaris Logo
12:07 pm - 4:50 pmAGU-MDW
3h 43mnonstop
Volaris Logo
6:19 pm - 9:13 pmMDW-AGU
3h 54mnonstop
$290Volaris
Find Deal
Sat, Sep 6 - Sat, Sep 13
Southwest Logo
1:55 pm - 10:45 pmCUN-MDW
8h 50m1 stop
Southwest Logo
9:15 am - 12:50 pmMDW-CUN
3h 35mnonstop
$290Southwest
Find Deal
Mon, Sep 8 - Fri, Sep 19
 Logo
6:25 am - 8:46 pmMEX-MDW
13h 21m1 stop
 Logo
2:26 pm - 10:00 pmMDW-MEX
8h 34m1 stop
Fri, Sep 19 - Sun, Sep 21
 Logo
7:08 am - 8:46 pmGDL-MDW
12h 38m1 stop
 Logo
6:30 am - 1:16 pmMDW-GDL
7h 46m1 stop
Wed, Oct 15 - Wed, Nov 5
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$369Volaris
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 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 $280 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 $385 on average. The cheapest price found on KAYAK in the last 2 weeks cost $157 and departed from Durango. The most popular routes on KAYAK are Guadalajara to Chicago Midway Airport which costs $438 on average, and Morelia to Chicago Midway Airport, which costs $328 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 Guadalajara $288 round-trip, from Morelia $302 round-trip, from Aguascalientes $363 round-trip.

Good to know

Low seasonJanuary
Cheapest flight$149
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 13% 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 $280 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 $385. The cheapest price found on KAYAK in the last 2 weeks cost $157 and departed from Durango Guadalupe Victoria Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where round-trip tickets can be as cheap as $334. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $409 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 $451 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.

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

    Each week there are around 1,529 direct flights from within Mexico to Chicago Midway Airport. The most common day for departures is Monday, with 16% 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 León $210, from Guadalajara $277, from Cancun $346
  • 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 1158 reviews
5.3Food
7.3Crew
6.4Comfort
6.6Boarding
5.0Entertainment
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.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
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

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