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$129 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 5/14. 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
0 bags
sex 6/7
sex 6/14

Search 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
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

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Flights to Midway - Travel Insights & Trends

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 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 $129 one-way and $213 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $287 in the last 3 days.

How much is a flight to Chicago Midway Airport?

The average and cheapest price for all 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 $327. The cheapest price found on KAYAK in the last 2 weeks cost $50 and departed from Cancún. The most popular routes on KAYAK are Guadalajara to Chicago Midway Airport which costs $352 on average, and Morelia to Chicago Midway Airport, which costs $366 on average.
See prices from:

What is the cheapest day to fly to Chicago?

The average price of all 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 Monday where tickets can be as cheap as $348. On the other hand, the most expensive day to fly is Sunday, where prices are $516 on average.

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 $177 one-way - $346 round-trip, from Zacatecas $186 one-way - $565 round-trip, from León, Guanajuato $187 one-way - $370 round-trip.

How far in advance should I book a flight to Chicago Midway Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 29 days before departure.

Which airline offers the most flights to Chicago Midway Airport?

Of the 5 airlines that fly to Chicago Midway Airport, Southwest offers the most flights, with around 2,877 per week, followed by Frontier with 104 flights per week.

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Cancún, which takes 3h 55m, Mexico City, which takes 3h 59m, Guadalajara, which takes 4h 00m, and San José del Cabo, which takes 4h 12m.

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

There are around 445 direct flights from within Mexico to Chicago Midway Airport every day. Most flights depart in the morning, with 6:00 am the most common departure time and 45% of flights departing in the morning.

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

Each week there are around 3,113 direct flights from within Mexico to Chicago Midway Airport. The most common day for departures is Friday, with 17% of flights taking off on this day.

How many long-haul flights are there to Chicago Midway Airport each week?

Each week, there are 7 medium-haul flights (3-6 hour flight duration) and 39 short-haul flights (up to 3 hour flight duration) to Chicago Midway Airport. There aren't any long-haul flights (6-12 hour flight duration).

How many cities have direct flights to Chicago Midway Airport?

From Mexico, there are direct flights to Chicago Midway Airport from 7 cities. The city with the most direct flights is Morelia, with 11 direct flights each week.

Good to know

Low season

April

High season

December

Cheapest flight

$129
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Cancún 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 $129 one-way and $213 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $287 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 $327. The cheapest price found on KAYAK in the last 2 weeks cost $50 and departed from Cancun 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.

See more FAQs

Top tips for finding cheap flights to Chicago Midway Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Prefer to fly non-stop to Chicago Midway?

Find which airlines fly direct to Midway, which days they fly and book direct flights.

Nonstop departures

Mexico to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to Mexico

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Top airline 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 1508 reviews
7.3Crew
6.3Comfort
5.2Entertainment
6.7Boarding
5.5Food
Airline reviews

Overall good flight. The flight attendants were annoying and unfriendly. They would ask me to grab someone else’s trash can just waiting until the person woke up or after the flight is done. It’s not my job to pick up someone else’s trash. Especially when it’s not easily reachable.

6.0 GoodAnonymous, May 2024TIJ - CUN
Read more about Volaris reviews

Overall good flight. The flight attendants were annoying and unfriendly. They would ask me to grab someone else’s trash can just waiting until the person woke up or after the flight is done. It’s not my job to pick up someone else’s trash. Especially when it’s not easily reachable.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

The reason we chose Volaris to fly from LAX to Mazatlan, Mexico was because of the DATES and TIMES for the NON-STOP flights. When those flights got Totally Changed that was UNACCEPTABLE ! ! ! Also, when my husband Died unexpectedly, the Only statement that Customer Service kept repeating was "they would only offer Credit on a future flight". REALLY?! Volaris was only going to offer CREDIT on another flight to a DEAD PERSON ! ! !

Service of the person who gave us the boarding pass

Overall good but we had a minor scare when a wind shear caused the plane to re take off on the first landing attempt. The crew handled it well and we landed safely on the second attempt

It was unfortunate that I paid more than $120 one way to carry on my luggage to only have to have them checked baggage. We board the flight and there’s a lot of overhead space. They checked our bags in Group 2 but Group 3 was able to board with their luggage. I would not fly Volaris again. The flight attendance on the plane was very nice but the employees at the gate prior to boarding was very rude.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

Inept company. Won't fly again with them if I can help it. Plane was the wrong size and they couldn't board 20 people.

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

necesitan mejorar el entretenimiento, en vuelos de mas de 3 horas

Book cheap flights from Mexico to Chicago

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
5/18sáb
1 stopFrontier
8h 18mCUN-MDW
5/19dom
1 stopFrontier
20h 19mMDW-CUN
$213
5/22qua
nonstopVolaris
3h 57mMLM-MDW
6/4ter
nonstopVolaris
4h 00mMDW-MLM
$278
8/31sáb
1 stopDelta
12h 02mMTY-MDW
9/4qua
1 stopDelta
8h 04mMDW-MTY
$279
9/28sáb
2 stopsDelta
12h 07mMTY-MDW
10/1ter
1 stopDelta
6h 06mMDW-MTY
$280
8/31sáb
1 stopDelta
17h 37mMTY-MDW
9/4qua
1 stopDelta
12h 15mMDW-MTY
$281
6/4ter
nonstopVolaris
3h 57mMLM-MDW
6/11ter
nonstopVolaris
4h 00mMDW-MLM
$289
7/18qui
1 stopAeromexico
13h 26mCUN-MDW
7/21dom
1 stopAeromexico
13h 53mMDW-CUN
$361
8/13ter
1 stopAeromexico
8h 22mMTY-MDW
9/12qui
1 stopAeromexico
8h 04mMDW-MTY
$361
10/4sex
2 stopsWestJet
23h 31mCUN-MDW
10/8ter
2 stopsWestJet
20h 22mMDW-CUN
$1,154
6/14sex
2 stopsWestJet
44h 35mCUN-MDW
6/17seg
2 stopsWestJet
25h 30mMDW-CUN
$1,184

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
5/14ter
1 stopFrontier
10h 27mCUN-MDW
$129
6/4ter
1 stopFrontier
25h 53mCUN-MDW
$145
5/22qua
nonstopVolaris
3h 57mMLM-MDW
$149
6/5qua
nonstopVolaris
3h 57mMLM-MDW
$150
5/14ter
2 stops
29h 25mCUN-MDW
$160
5/21ter
1 stop
7h 30mGDL-MDW
$171
6/6qui
1 stopDelta
8h 17mMTY-MDW
$185
9/5qui
2 stopsDelta
13h 55mCUN-MDW
$223
7/16ter
1 stopAeromexico
8h 15mMTY-MDW
$226
6/17seg
2 stopsAeromexico
23h 48mMTY-MDW
$232

Search by stops

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Last minute flights to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
5/11sáb
multi-stopFrontier
11h 42mCUN-MDW
5/18sáb
multi-stopFrontier
7h 54mMDW-CUN
$318
5/11sáb
multi-stopFrontier
11h 42mCUN-MDW
5/18sáb
multi-stopFrontier
11h 39mMDW-CUN
$319
5/10sex
nonstopVolaris
4h 02mGDL-MDW
5/13seg
nonstopVolaris
4h 05mMDW-GDL
$328
5/9qui
nonstopVolaris
4h 02mGDL-MDW
5/12dom
nonstopVolaris
4h 05mMDW-GDL
$335
5/9qui
multi-stopDelta
6h 45mCUN-MDW
5/13seg
multi-stopDelta
13h 51mMDW-CUN
$346
5/9qui
multi-stopDelta
6h 45mCUN-MDW
5/13seg
multi-stopDelta
15h 11mMDW-CUN
$408
5/9qui
multi-stopAeromexico
15h 59mCUN-MDW
5/13seg
multi-stopAeromexico
8h 11mMDW-CUN
$410
5/10sex
multi-stop
19h 52mGDL-MDW
5/13seg
nonstop
4h 05mMDW-GDL
$451
5/10sex
multi-stop
23h 53mBJX-MDW
5/13seg
nonstop
3h 56mMDW-BJX
$457
5/9qui
multi-stopAeromexico
15h 59mCUN-MDW
5/13seg
multi-stopAeromexico
12h 00mMDW-CUN
$576

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Mexico

Cabin classes:

$166