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Find cheap flights from Chicago Midway Airport to Mexico from $119

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Mexico departing on 6/1. 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
Fri 6/21
Fri 6/28

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Best Mexico Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Cancún
Cancún1 stop$284
Mexico City
Mexico City1 stop$374
Guadalajara
Guadalajaranonstop$299
Puerto Vallarta
Puerto Vallarta1 stop$378
Tijuana
Tijuana1 stop$476
León
Leónnonstop$377
Oaxaca
Oaxaca2 stops$449
Monterrey
Monterrey1 stop$343
Mazatlán
Mazatlán2 stops$561
Morelia
Morelianonstop$312
Mérida
Mérida1 stop$486
Ixtapa
Ixtapa2 stops$623
Aguascalientes
Aguascalientesnonstop$494
Veracruz
Veracruz1 stop$583
Acapulco
Acapulco1 stop$501
San Luis Potosí
San Luis Potosí2 stops$668

Good to know

Low season

April

High season

December

Cheapest flight

$119
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 54% increase in price.
Flight from Chicago Midway Airport to Cancún

FAQs - booking Mexico flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Mexico?

    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 from Chicago Midway Airport to Mexico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Mexico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Mexico from 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 from Chicago Midway Airport to Mexico?

    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 Mexico with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Mexico?

    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 Mexico from 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 Mexico

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: León $236 one-way - $347 round-trip; Guadalajara $150 one-way - $337 round-trip; Morelia $144 one-way - $359 round-trip
  • Morning departure is around 10% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Midway to Mexico

 
Need help choosing which airline to fly with from Midway to Mexico? 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.
8.0
DeltaOverall score based on 10585 reviews
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
7.9Comfort
Airline reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

The plane was so outdated, that it made it uncomfortable. The temperature was hot during the whole flight

Happy attentive flight crew. All in all good flight the night flight works well. Getting into Mexico City early so you don't get caught up it all the immigration and custom ques, additionally, this helps when exiting the airport and crossing the city to your final destination. All works very well and would do it again

Some entertainment and food/snack service would have been nice

All the pessengers should be wait in a line útil the creo and piloto are arrived.

Planes seat could be bigger very uncomfortable for tall humans.

Atraso de dos horas y media con vuelos sobre vendidos

Great airplane The confort was within the high standards. My only little problem was That all the movies ( only 3) was on Spanish, even though I was selecting the audio on English it didn't happen. After that I highly recommend aeromexico

1 hour waiting for suitcases to come out traveling in business class and food in business class is a sandwich? Avoid Aeromexico .

Aeromexico es siempre una buena opción, relación precio calidad adecuada!

Business class was economy with a table in the middle seat. That is worse than economy. No food and no entertainment. Very poor representation.

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.

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

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.

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Chicago to Mexico

Recent round-trip flight deals

6/5Wed
1 stop
7h 15mMDW-CUN
6/11Tue
1 stop
23h 27mCUN-MDW
$284
6/5Wed
1 stopFrontier
7h 15mMDW-CUN
6/12Wed
1 stopFrontier
6h 40mCUN-MDW
$291
8/17Sat
nonstopVolaris
4h 05mMDW-GDL
8/27Tue
nonstopVolaris
4h 02mGDL-MDW
$299
8/13Tue
nonstopVolaris
4h 05mMDW-GDL
8/28Wed
nonstopVolaris
4h 02mGDL-MDW
$302
6/5Wed
nonstopVolaris
4h 05mMDW-GDL
6/12Wed
nonstopVolaris
4h 02mGDL-MDW
$309
8/16Fri
nonstopVolaris
4h 05mMDW-GDL
8/19Mon
nonstopVolaris
4h 02mGDL-MDW
$310
10/9Wed
1 stopDelta
8h 04mMDW-MTY
10/16Wed
1 stopDelta
8h 18mMTY-MDW
$343
7/7Sun
1 stopAeromexico
13h 55mMDW-CUN
7/10Wed
1 stopAeromexico
13h 46mCUN-MDW
$390
9/12Thu
1 stopAeromexico
6h 06mMDW-MTY
9/23Mon
1 stopAeromexico
8h 18mMTY-MDW
$392
9/7Sat
2 stopsDelta
10h 18mMDW-CUN
9/10Tue
2 stopsDelta
11h 57mCUN-MDW
$394

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Recent one-way flight deals

6/1Sat
1 stopFrontier
19h 49mMDW-CUN
$119
9/14Sat
1 stopFrontier
22h 06mMDW-CUN
$122
5/26Sun
nonstopVolaris
4h 00mMDW-MLM
$128
6/4Tue
nonstopVolaris
4h 00mMDW-MLM
$131
6/6Thu
1 stopAeromexico
6h 29mMDW-MTY
$148
7/20Sat
1 stopDelta
17h 32mMDW-MTY
$154
6/11Tue
1 stop
23h 59mMDW-MEX
$154
6/18Tue
1 stop
15h 15mMDW-MEX
$155
8/13Tue
1 stopAeromexico
9h 18mMDW-CUN
$176
6/4Tue
2 stopsDelta
10h 19mMDW-CUN
$180

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Last minute flights from Midway to Mexico

Last minute flight, train and bus deals

5/23Thu
nonstopVolaris
4h 05mMDW-GDL
5/28Tue
nonstopVolaris
4h 02mGDL-MDW
$328
5/26Sun
nonstopVolaris
4h 00mMDW-MLM
5/31Fri
nonstopVolaris
3h 57mMLM-MDW
$334
5/23Thu
nonstop
4h 05mMDW-GDL
5/28Tue
multi-stop
27h 59mGDL-MDW
$439
5/27Mon
multi-stop
31h 48mMDW-CUN
6/1Sat
multi-stop
8h 48mCUN-MDW
$445
5/25Sat
multi-stopFrontier
19h 49mMDW-CUN
5/30Thu
multi-stopFrontier
8h 01mCUN-MDW
$492
5/25Sat
multi-stopFrontier
11h 36mMDW-GDL
5/29Wed
nonstopFrontier
4h 02mGDL-MDW
$504
5/26Sun
multi-stopDelta
10h 46mMDW-SJD
5/30Thu
multi-stopDelta
13h 03mSJD-MDW
$671
5/26Sun
multi-stopDelta
12h 43mMDW-CUN
5/29Wed
multi-stopDelta
8h 56mCUN-MDW
$676
5/25Sat
multi-stopAeromexico
6h 57mMDW-GDL
5/28Tue
multi-stopAeromexico
16h 10mGDL-MDW
$754
5/27Mon
multi-stopAeromexico
29h 03mMDW-SJD
6/1Sat
multi-stopAeromexico
13h 08mSJD-MDW
$851

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