$129 Find Cheap Flights from Chicago to Cuernavaca - Compare and Save

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 1/24. 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, 0 bags

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Everything you should know

Cheapest round-trip
$256
Typical prices: $296-$504
Viva
Sat 10/17Tue 10/27
ORD - MEX • 1 stop
Cheapest non-stop
$259
Typical prices: $323-$500
Viva
Sun 8/23Mon 8/31
ORD - MEX • Non-stop
Arrival airport
You can't fly directly to Cuernavaca. It is served by Mexico City (MEX), located 37.1 miles from Cuernavaca.
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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

Sat, Oct 17 - Tue, Oct 27
Viva Logo
2:40 pm - 6:40 am
ORD
-
MEX
17h 00m
1 stop
Viva Logo
5:45 am - 11:00 am
MEX
-
ORD
4h 15mnonstop
$256Viva
Wed, Oct 7 - Sun, Oct 11
Viva Logo
4:20 pm - 6:40 am
ORD
-
MEX
15h 20m
1 stop
Viva Logo
5:45 am - 11:00 am
MEX
-
ORD
4h 15mnonstop
$256Viva
Mon, Sep 28 - Wed, Sep 30
Multiple Airlines Logo
4:22 pm - 10:00 pm
ORD
-
MEX
6h 38m
1 stop
Multiple Airlines Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$279Multiple Airlines
Fri, Sep 4 - Sun, Sep 6
Multiple Airlines Logo
2:49 pm - 8:35 am
ORD
-
MEX
18h 46m
1 stop
Multiple Airlines Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$286Multiple Airlines
Wed, Sep 9 - Tue, Sep 15
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$305Volaris
Mon, Sep 7 - Tue, Sep 15
Volaris Logo
1:40 am - 4:50 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
6:45 pm - 11:47 pm
MEX
-
ORD
4h 02mnonstop
$306Volaris
Wed, Sep 9 - Wed, Sep 16
Frontier Logo
6:30 am - 5:30 pm
ORD
-
MEX
12h 00m
1 stop
Frontier Logo
7:00 am - 7:31 pm
MEX
-
ORD
11h 31m
1 stop
$356Frontier
Wed, Oct 14 - Tue, Oct 20
Frontier Logo
2:46 pm - 10:15 pm
ORD
-
MEX
8h 29m
1 stop
Frontier Logo
8:45 pm - 2:30 pm
MEX
-
ORD
16h 45m
1 stop
$357Frontier
Fri, Sep 25 - Sat, Oct 3
American Airlines Logo
8:44 am - 12:07 pm
ORD
-
MEX
4h 23mnonstop
American Airlines Logo
1:09 pm - 6:54 pm
MEX
-
ORD
4h 45mnonstop
$374American Airlines
Fri, Sep 25 - Sat, Oct 3
American Airlines Logo
7:09 am - 8:45 pm
ORD
-
MEX
14h 36m
1 stop
American Airlines Logo
1:09 pm - 6:54 pm
MEX
-
ORD
4h 45mnonstop
$379American Airlines
Useful Info

Good to know

Low season

September

Cheapest flight

$129
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 49% 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?

    17 direct flights run between Chicago and Cuernavaca on a daily basis. On average, there are about 120 departures each week.

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

    Consider leaving on a Sunday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays 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 5 days, the cheapest one-way ticket between Chicago and Cuernavaca found on KAYAK was with Volaris for $97. Volaris offered a round-trip connection from $132 and Frontier from $169.

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 87 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 January.

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.
7.4
AeromexicoOverall score based on 1470 reviews
7.4Boarding
7.5Comfort
6.5Food
7.0Entertainment
7.9Crew
Airline reviews

At my original departure Istanbul I was told my seat and flight was cancelled from the 3rd party. I had no seat to get to my other flights .. they charged me $481 USD to board the flight that I already paid for

2.0 MediocreAnonymous, May 2026
MTY - MEX
Read more Aeromexico reviews

At my original departure Istanbul I was told my seat and flight was cancelled from the 3rd party. I had no seat to get to my other flights .. they charged me $481 USD to board the flight that I already paid for

All went very well. We used the AIFI Airport, such a lovely facility. Definitely needs better transportation options to get there.

From the check-in, to the flight, and arriving, everything went very smoothly. Unfortunately, when I received my baggage it was severely damaged. I have a hard shelled suitcase and it was completely smashed it. I’m not sure how this could happened but I am extremely disappointed that my belongings were damaged beyond repair and continued use.

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

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

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.

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

No space reserved for anyone who didn’t have underseat in front of them. Made it inconvenient to get the backs secured. No inflight entertainment in the 190. Bring your own! Food was excellent and we were surprised to get a full breakfast.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

With a business flight, having a designated seat in the aircraft, I was denied boarding at the gate at last minute without any genuine explanation. The staff used profane language when asked for reasons. Viva overbooked and passenger had to pay for it. The food voucher that was provided did not even cover the the full meal and water for a single person. It should not be running in service.

Super BAD Everyone Behind the counters in Cancun Not Helpful At All And then on the second flight I Had to purchase Cancun - Guadalajara one of the flight Attendants Kick Out a Couple Out of the Plane and that Flight Attendant Had a Mask So People wouldn’t take pics of her and she was kind of Mean ! I Would NEVER Flight VIVA EVER THEY ARE NOT FRIENDLY AT ALL ! People think They Are Cheap but They Arent!!!

It was cancelled at the last moment and the customer services seemed unnoticed to this change and hanged me off the phone the first time I called.

Staff especially Alan Hernandez was a great help with arrangements for my partner and me sit together. This made the trip do much more enjoyable. Thanks so much.

One of the flight was delayed an hour. We then boarded a new flight. We were told to unboard after some other time. To wait for the next flight for another hour. I paid for a short flight that turned in to half a day of travel.

No entertainment, charging, nor wifi on board but I napped for basically the entire time so it was alright. Was allowed to switch seats because the flight was not full but everyone was assigned to the back. Comfortable seats and we got moved to the emergency exit so the extra room was nice.

THE AIRLINE FUCKEN SUCKS... NO DAMN PROFESIONALS.. NO CURTESY THEY CANCEL THE DAMN FLIGHT AS ITS ABOUT TO TAKE OFF

They need to have enough immigration forms for every one. They should offer free water to everyone, unless some one needs bottled water

They cancel the fly and don’t give a money refund.

The air conditioner was poor and we were delayed 1 hour for no apparent reasons and no information provided

Overall a good red eye. Crew chatted very loudly the whole time making it difficult to sleep.

The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

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.

The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(

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!

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

The flight was 3 hrs delayed and no remorse from airline

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

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