$100 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 3/15. 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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Everything you should know

Cheapest round-trip
$246
Overall average: $351
Volaris, Viva
Mon 5/11Mon 5/18
ORD - MEX • Non-stop
Cheapest non-stop
$251
Typical prices: $235-$392
Volaris
Tue 4/21Sat 4/25
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

Mon, May 11 - Mon, May 18
Multiple Airlines Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Multiple Airlines Logo
5:45 am - 10:50 am
MEX
-
ORD
4h 05mnonstop
$246Multiple Airlines
Sun, May 10 - Tue, May 19
Volaris Logo
8:23 pm - 7:25 am
MDW
-
MEX
12h 02m
1 stop
Volaris Logo
6:00 am - 7:20 pm
MEX
-
MDW
12h 20m
1 stop
$247Volaris
Fri, Apr 10 - Thu, Apr 16
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$247Volaris
Fri, Apr 10 - Wed, Apr 22
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$248Volaris
Fri, Apr 10 - Fri, Apr 17
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
6:45 pm - 11:47 pm
MEX
-
ORD
4h 02mnonstop
$249Volaris
Mon, Apr 6 - Sat, Apr 18
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$250Volaris
Tue, Apr 21 - Fri, Apr 24
Multiple Airlines Logo
1:49 pm - 11:10 pm
ORD
-
MEX
10h 21m
1 stop
Multiple Airlines Logo
4:05 pm - 11:45 pm
MEX
-
ORD
6h 40m
1 stop
$251Multiple Airlines
Tue, Apr 28 - Wed, May 6
Viva Logo
12:20 pm - 7:25 am
ORD
-
MEX
20h 05m
1 stop
Viva Logo
5:35 am - 12:45 am
MEX
-
ORD
18h 10m
1 stop
$252Viva
Sun, May 17 - Wed, May 27
Volaris Logo
7:35 am - 10:45 am
ORD
-
MEX
4h 10mnonstop
Volaris Logo
12:50 am - 5:52 am
MEX
-
ORD
4h 02mnonstop
$253Volaris
Thu, Apr 16 - Tue, Apr 21
Viva Logo
1:20 am - 4:45 am
ORD
-
MEX
4h 25mnonstop
Viva Logo
5:45 am - 10:50 am
MEX
-
ORD
4h 05mnonstop
$255Viva
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$100
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 52% 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 122 departures each week.

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

    Consider leaving on a Friday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays 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 $88. Volaris offered a round-trip connection from $121 and Avianca from $129.

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 89 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.
7.9
DeltaOverall score based on 8284 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

2.0 MediocreIsabella, Mar 2026
SLC - AUS
Read more Delta reviews

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Delayed. Hot. Passenger next to me was so large I couldn’t move.

Same experience as the flight from Norfolk to Atlanta where people are boarded in zones that don't make sense. People behind you on the plane will get on before you and they take the luggage space on your row.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

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

Both ground crew and flight crew were rude, and did not provide any level of service. They made it very difficult as we were traveling with a passenger the required assistance.

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.

Really nice, all good, nice crew and all on time

Unfortunately I had an awful boarding experience. Our first flight with Aeromexico was fine and landed on time however it couldn’t find a gate and we were late which made us lose our connecting flight with Aeromexico. The staff handled it horribly when we explained our situation and would not led us board when we missed the boarding time by a couple minutes. The staff were extremely rude and did not attempt to even help us. Because of this incident, my husband and I missed a full day of work which negatively impacted our salary which we need. Please compensate us for the work that we missed.

It was OK. The flight is pretty long for the airlines to only offer a simple sandwich on business class. The entertainment is similar to that on other Skyteam members. Ultimately the airline lost my bag and didn’t deliver it to me until the next day after a lengthy lost baggage report.

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

It was good in general. The Crew during the flight were very nice at all times.

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.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

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.

Painless trip. Only downside: No entertainment system (which we know with Viva & Volaris) and very small seat space. I'm petite and felt squizzed. I'm not sure how most overweight passengers do.

I was charge $90 for my bag more then the fight crazy!! And the plain hit a couple of birds on the take off bird strikes we returned back and had to change planes bad customer service everyone has an attitude problem!!! Bad experience!!!

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!

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

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

Is was a good short flight with some turbulence! I would fly Volaris again.

We had boarding passes for the next flight but we could not catch the flight in the small airport just because volaris closed the boarding at the counters an hour before for which we had to sepnd almost 3+ hours to catch next flight. There are hardly anyone who can speak english, but thank God, we have found an young man who could not only speak English but helped us book for the next flight. The air crafts are noisy and scary sometimes to hear that squeeking noises during the take off and during the flight. They do not even offer a cup of coffee for free in flight. The prices are super high and the services are zero. That’s pretty much for this airlines in summary.

Unfortunately it was not a good flight got canceled had to be at the airport all night long to get a different flight to another airport my first flight with Volaris was very bad. Poor services

The boarding , and it would be nice if they would let us know head of time about flight changes

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

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.

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

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