$111 Find Cheap Flights from Chicago to Cuernavaca

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Cuernavaca departing on 11/4. 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.
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Cheap Flights from Chicago to Cuernavaca (CHI-MEX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Cuernavaca 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 Chicago to Cuernavaca

sex, jan 23 - dom, fev 8
Multiple Airlines Logo
11:58 pm - 4:20 amORD-MEX
4h 22mnonstop
Multiple Airlines Logo
7:30 pm - 11:25 pmMEX-ORD
3h 55mnonstop
$229Multiple Airlines
Find Deal
ter, nov 18 - seg, dez 8
Volaris Logo
6:23 am - 10:45 amORD-MEX
4h 22mnonstop
Volaris Logo
6:10 pm - 10:06 pmMEX-ORD
3h 56mnonstop
$234Volaris
Find Deal
dom, nov 9 - qui, nov 13
Volaris Logo
6:23 am - 10:45 amORD-MEX
4h 22mnonstop
Volaris Logo
12:40 am - 4:36 amMEX-ORD
3h 56mnonstop
$238Volaris
Find Deal
sáb, nov 15 - sex, jan 23
Viva Logo
4:40 pm - 7:30 amORD-MEX
14h 50m1 stop
Viva Logo
7:30 pm - 11:25 pmMEX-ORD
3h 55mnonstop
$244Viva
Find Deal
dom, nov 16 - qua, dez 10
Viva Logo
1:15 am - 5:30 amORD-MEX
4h 15mnonstop
Viva Logo
7:30 pm - 11:30 pmMEX-ORD
4h 00mnonstop
$250Viva
Find Deal
qua, nov 19 - sex, nov 21
Aeromexico Logo
12:47 pm - 8:45 pmMDW-MEX
7h 58m1 stop
Aeromexico Logo
12:30 pm - 11:40 pmMEX-MDW
11h 10m1 stop
$395Aeromexico
Find Deal
dom, nov 16 - qui, nov 20
Aeromexico Logo
6:00 am - 10:20 pmMDW-MEX
16h 20m2 stops
Aeromexico Logo
8:40 am - 4:38 pmMEX-MDW
7h 58m1 stop
$410Aeromexico
Find Deal
qui, nov 6 - qui, nov 13
Delta Logo
6:00 am - 8:30 pmMDW-MEX
14h 30m1 stop
Delta Logo
2:10 pm - 11:40 pmMEX-MDW
9h 30m1 stop
$425Delta
Find Deal
qui, nov 13 - seg, nov 17
Frontier Logo
6:30 am - 10:00 pmMDW-MEX
15h 30m2 stops
Frontier Logo
7:00 am - 5:01 pmMEX-MDW
10h 01m1 stop
$429Frontier
Find Deal
ter, nov 4 - qui, nov 13
Delta Logo
9:35 am - 8:40 pmMDW-MEX
11h 05m2 stops
Delta Logo
7:00 am - 6:08 pmMEX-MDW
11h 08m2 stops
$430Delta
Find Deal

Everything you should know

Cheapest round-trip
$229
Overall average: $296
Multiple Airlines
sex 1/23dom 2/8
ORD - MEX • Non-stop
Cheapest one-way
$111
Typical prices: $127-$218
Volaris
ter 11/4
ORD - MEX • 1 stop
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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 Cuernavaca!
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$111
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 65% increase in price.
Flight from Chicago O'Hare Airport to Mexico City

When to book flights from Chicago to Cuernavaca

Are your dates flexible? Find out the best times to travel from Chicago to Cuernavaca based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Cuernavaca

  • Which airports will I be using when flying from Chicago to Cuernavaca?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Cuernavaca does not have its own airport so you’ll be flying into nearby Mexico City Benito Juarez airport, which is 37.1 mi away.

  • How long does a flight from Chicago to Cuernavaca take?

    Direct flights cover the 1,688 miles separating Chicago and Cuernavaca in about 4h 15m.

  • How many flights are there between Chicago and Cuernavaca?

    17 direct flights run between Chicago and Cuernavaca on a daily basis. On average, there are about 119 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Cuernavaca?

    Consider leaving on a Friday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Chicago to Cuernavaca?

    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 to Cuernavaca.

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

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

    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 Cuernavaca with an airline and back to Chicago with another airline.

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

    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 Cuernavaca from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Cuernavaca?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Cuernavaca found on KAYAK was with Volaris for $111. Volaris offered a round-trip connection from $234 and Viva from $244.

Top tips for finding cheap flights from Chicago to Cuernavaca

  • There is no airport in Cuernavaca. Instead, you’ll be flying into Mexico City Airport when flying between Chicago and Cuernavaca.
  • The cheapest flight from Chicago to Cuernavaca was found 78 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is February.

Reviews of the top 5 airlines serving Chicago to Cuernavaca

 
Need help choosing which airline to fly with from Chicago to Cuernavaca? 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.
7.9
DeltaOverall score based on 7971 reviews
7.9Comfort
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
Airline reviews

The flight was great. The gate location was way to far away!!!

10.0 ExcellentLauren, Oct 2025JFK - PBI
Read more Delta reviews

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The airport was reasonably clean. The boarding process reasonably efficient. The cabin crew was efficient, polite but not that friendly. The food quality was unremarkable and the choices were awful . There was either a so so chicken dish or a “ vegetarian “ option which was really cheap carbohydrates drowned in cheese. Signing onto i flight wifi was not straightforward. Overall it was a very average experience

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Aeroméxico cancelled my ticket without advice AND It make a last minute mess in my intinerary, no solving my situation, bad advice and bad customer service

The ground staff were not as friendly and nice to the passengers as the air crew. Flight attendants, cockpit crew were great and very nice to everyone on board.

My flight was delayed, then I got transferred to a new flight that was also delayed- which wasn’t Aeromexico’s fault, it was because of weather conditions. Most of the crew was very nice and patient, except for one or two flight attendants who were rude. The entertainment wasn’t on, so all the screens were off.

My wife's entertainment system did not work. Payed for flight upgrade but did not receive advertised "free WiFi".

Annoying that we had to go to departures and get boarding passes. Should allow us to be booked all the way through, this is the only airline i have this problem with in MEX. Late boarding and take off

Lousy No wheelchair. As normal at Atlanta Cheap airline Cheap aero plane. - Neither entertainment nor food on a 5 hour saga

The airplane was an old airplane, seats were very uncomfortable and very little space, they changed my seat and that was no option to get back into my seat even when I was traveling a senior who required assistance.

This is not a low cost airline. Stop acting like o e.

Aeromexico crew made me check my hand luggage in the door of the plane. As soon as I reach Mexico City, I notice that my luggage was opened and 8 games of Nintendo Switch were stolen (700 dllrs value aprox) (the console was there) but the games were stolen. I am very dissapointed of Aeromexico and all the crew. Instead of being a good trip, It was a sad trip

Ok. But we arrived to a remote terminal which meant that a bus had to take us to the terminal building

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

The bad thing is they didnt send me the deatils about how much alowed bagage ehight 1 carryon or cheacking bag Also they just send in spanishlanfuage i couldnt understand emails

The boarding process was ridiculous. The boarded groups into a walkway just before the aerobridge (about 20 mins late), whilst we watch the crew stroll casually onto the plane, running late. And then they made us line up on then aerobridge with no aircon for 10 minutes before we boarded. Staff are just as ghetto as the customers. Wouldn’t fly again

They closed the gate over 25 minutes before departure and I didn’t get to board.

No empathy for my situation, arriving at the check-in counter 5 minutes after the deadline to deposit baggage due to a very delayed incoming intercontinental flight. The attendant simply stared past my shoulder and picked up the microphone to announce a "reminder that all passengers must arrive at least one hour before the flight" before speaking to the passenger behind me. I understand that there are rules above deadlines but at least show some damn empathy. It was Christmas morning and I'd been travelling for 20 hours for goodness sake!

They no longer offer anything free to eat or drink, everything is sold, not even a bottle of water is offered for free.

I paid for Viva play and most of the time didn’t work and also I order some drinks and the price was to expensive.

The terminal and gate was never the right one announced in the Viva App, neither in screens, moved from one terminal to another

The smart/express line to check in was a mess, employees not doing the process smooth and quick, using their mobile phones, talking to their coworkers

My flight was changed 4 tienes , delaying my arrival lore than 5 hours

Everything was okay, but boarding begins late and when I was returning there was a gate change. The app never showed the change.

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

Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.

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.

Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests

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.

They were only able to give me a seat and not my travel companion, she had to fly on a different airline. unacceptable

Everything you need to know for your flight from Chicago to Cuernavaca

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