$105 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 9/3. 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 from Chicago to Cuernavaca

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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

Tue, Oct 7 - Fri, Oct 17
Volaris Logo
7:25 am - 10:35 amORD-MEX
4h 10mnonstop
Volaris Logo
6:30 pm - 11:32 pmMEX-ORD
4h 02mnonstop
$218Volaris
Find Deal
Mon, Sep 29 - Mon, Oct 6
Volaris Logo
1:40 am - 4:50 amORD-MEX
4h 10mnonstop
Volaris Logo
12:40 am - 5:42 amMEX-ORD
4h 02mnonstop
$219Volaris
Find Deal
Mon, Oct 20 - Fri, Oct 31
Volaris Logo
1:40 am - 4:50 amORD-MEX
4h 10mnonstop
Volaris Logo
6:10 pm - 11:06 pmMEX-ORD
3h 56mnonstop
$220Volaris
Find Deal
Fri, Oct 3 - Mon, Oct 20
Volaris Logo
1:40 am - 4:50 amORD-MEX
4h 10mnonstop
Volaris Logo
12:40 am - 5:42 amMEX-ORD
4h 02mnonstop
$222Volaris
Find Deal
Sat, Oct 4 - Tue, Oct 14
Viva Logo
1:35 am - 4:50 amORD-MEX
4h 15mnonstop
Viva Logo
5:50 am - 10:55 amMEX-ORD
4h 05mnonstop
$263Viva
Find Deal
Sat, Oct 4 - Tue, Oct 21
American Airlines Logo
6:00 am - 8:45 pmORD-MEX
15h 45m1 stop
American Airlines Logo
3:30 pm - 12:30 amMEX-ORD
8h 00m1 stop
$267American Airlines
Find Deal
Tue, Oct 21 - Wed, Oct 22
Aeromexico Logo
6:00 am - 9:00 pmMDW-MEX
16h 00m2 stops
Aeromexico Logo
8:40 am - 10:14 pmMEX-MDW
12h 34m1 stop
$344Aeromexico
Find Deal
Wed, Nov 12 - Wed, Nov 19
Aeromexico Logo
10:35 am - 10:05 pmMDW-MEX
11h 30m2 stops
Aeromexico Logo
9:50 am - 9:44 pmMEX-MDW
11h 54m2 stops
$426Aeromexico
Find Deal
Tue, Oct 7 - Fri, Oct 17
Delta Logo
6:00 am - 2:30 pmMDW-MEX
9h 30m1 stop
Delta Logo
1:10 pm - 10:14 pmMEX-MDW
8h 04m1 stop
$434Delta
Find Deal
Tue, Oct 14 - Tue, Oct 21
Delta Logo
12:48 pm - 9:50 pmMDW-MEX
10h 02m2 stops
Delta Logo
1:10 pm - 10:14 pmMEX-MDW
8h 04m1 stop
$439Delta
Find Deal
Useful Info

Good to know

Low seasonMay
Cheapest flight$105
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 61% 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 10m.

  • How many flights are there between Chicago and Cuernavaca?

    12 direct flights run between Chicago and Cuernavaca on a daily basis. On average, there are about 87 departures each week.

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

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

  • 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 Viva for $105. Volaris offered a round-trip connection from $218 and Viva from $263.

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 2 weeks 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.
8.0
DeltaOverall score based on 7981 reviews
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

10.0 ExcellentLee, Aug 2025ATL - PHL
Read more Delta reviews

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

There was supposed to be a meal served, but there wasn’t and the major toilet was out of order

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

Having to up charge for a seat assignment is not good. Delta can do better

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

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.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

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.

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 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.

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

Complete your trip to Cuernavaca with a hotel stay or car rental

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.