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$124 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 5/9. 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
0 bags
Mon 6/3
Mon 6/10

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 43,693,958 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 $124 one-way and $183 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $296 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 $330. 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 $347 on average, and Morelia to Chicago Midway Airport, which costs $421 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 Thursday where tickets can be as cheap as $363. 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 Morelia $173 one-way - $368 round-trip, from Aguascalientes $174 one-way - $414 round-trip, from Guadalajara $177 one-way - $342 round-trip.

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 1,443 per week, followed by Frontier with 128 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 20m.

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

There are around 300 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 2,099 direct flights from within Mexico to Chicago Midway Airport. The most common day for departures is Tuesday, with 23% 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

January

High season

July

Cheapest flight

$124
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly with an average 14% increase in price.
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 $124 one-way and $183 return. The most popular connection is from Guadalajara to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $296 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 $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 1522 reviews
6.6Boarding
7.3Crew
5.2Entertainment
6.3Comfort
5.5Food
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2024CUN - TIJ
Read more about Volaris reviews

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

When you make the 3 Lines to board de airplane , I believe that you should make only one line first and then call the next and then last ,,, because the number 3 wait to long just standing there ,, my opinion !!!

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.
5/17Fri
1 stopFrontier
23h 45mCUN-MDW
5/21Tue
1 stopFrontier
9h 11mMDW-CUN
$183
5/17Fri
1 stopFrontier
23h 45mCUN-MDW
5/19Sun
1 stopFrontier
28h 46mMDW-CUN
$184
8/31Sat
1 stopDelta
19h 46mMTY-MDW
9/4Wed
1 stopDelta
17h 51mMDW-MTY
$281
5/31Fri
1 stopDelta
8h 17mMTY-MDW
6/8Sat
2 stopsDelta
9h 08mMDW-MTY
$290
5/25Sat
nonstopVolaris
4h 02mGDL-MDW
6/2Sun
nonstopVolaris
4h 05mMDW-GDL
$296
6/8Sat
nonstopVolaris
3h 57mMLM-MDW
10/12Sat
nonstopVolaris
4h 00mMDW-MLM
$297
6/7Fri
nonstop
4h 02mGDL-MDW
6/11Tue
1 stop
17h 03mMDW-GDL
$313
6/12Wed
nonstop
4h 02mGDL-MDW
6/12Wed
1 stop
6h 32mMDW-GDL
$341
5/14Tue
1 stopAeromexico
13h 51mCUN-MDW
5/28Tue
1 stopAeromexico
11h 06mMDW-CUN
$356
7/10Wed
1 stopAeromexico
8h 15mMTY-MDW
7/17Wed
1 stopAeromexico
20h 21mMDW-MTY
$417

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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.
5/9Thu
1 stopFrontier
11h 19mCUN-MDW
$124
5/11Sat
1 stopFrontier
10h 49mCUN-MDW
$125
6/7Fri
nonstopVolaris
3h 57mMLM-MDW
$149
6/4Tue
nonstopVolaris
3h 57mMLM-MDW
$150
5/21Tue
2 stops
12h 16mCUN-MDW
$157
6/4Tue
2 stops
12h 16mCUN-MDW
$165
5/31Fri
1 stopDelta
8h 17mMTY-MDW
$185
5/25Sat
1 stopDelta
8h 17mMTY-MDW
$190
9/23Mon
2 stopsAeromexico
24h 33mCUN-MDW
$253
9/3Tue
2 stopsAeromexico
23h 46mCUN-MDW
$270

Search by stops

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Search by price

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.
5/8Wed
multi-stopFrontier
12h 31mCUN-MDW
5/11Sat
multi-stopFrontier
11h 12mMDW-CUN
$270
5/8Wed
nonstopVolaris
3h 57mMLM-MDW
5/22Wed
nonstopVolaris
4h 00mMDW-MLM
$314
5/7Tue
multi-stop
25h 31mGDL-MDW
5/21Tue
multi-stop
6h 40mMDW-GDL
$315
5/8Wed
nonstopVolaris
4h 02mGDL-MDW
5/16Thu
nonstopVolaris
4h 05mMDW-GDL
$325
5/8Wed
multi-stopDelta
7h 40mCUN-MDW
5/15Wed
multi-stopDelta
11h 46mMDW-CUN
$360
5/8Wed
multi-stopAeromexico
7h 40mCUN-MDW
5/15Wed
multi-stopAeromexico
7h 09mMDW-CUN
$455
5/8Wed
multi-stopDelta
7h 40mCUN-MDW
5/15Wed
multi-stopDelta
5h 23mMDW-CUN
$521
5/8Wed
multi-stopAeromexico
15h 59mCUN-MDW
5/15Wed
multi-stopAeromexico
19h 33mMDW-CUN
$590
5/8Wed
multi-stopWestJet
28h 38mCUN-MDW
5/11Sat
multi-stopWestJet
28h 19mMDW-CUN
$2,227
5/8Wed
multi-stopWestJet
32h 41mCUN-MDW
5/15Wed
multi-stopWestJet
12h 43mMDW-CUN
$2,466

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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