$107 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 1/28. 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
$247
Overall average: $299
Viva
Sun 2/22Mon 3/2
ORD - MEX • 1 stop
Cheapest non-stop
$250
Typical prices: $276-$413
Viva
Mon 1/26Thu 1/29
ORD - MEX • Non-stop
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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

Sun, Feb 22 - Mon, Mar 2
Viva Logo
1:20 am - 8:40 am
ORD
-
MEX
7h 20m
1 stop
Viva Logo
4:55 pm - 11:45 pm
MEX
-
ORD
6h 50m
1 stop
$247Viva
Sun, Feb 8 - Wed, Apr 15
Viva Logo
1:20 am - 12:10 am
ORD
-
MEX
22h 50m
1 stop
Viva Logo
5:45 am - 10:50 am
MEX
-
ORD
4h 05mnonstop
$248Viva
Wed, Feb 18 - Thu, Feb 19
Volaris Logo
12:59 pm - 8:20 pm
ORD
-
MEX
7h 21m
1 stop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$249Volaris
Wed, Feb 18 - Mon, Mar 16
Volaris Logo
12:59 pm - 8:20 pm
ORD
-
MEX
7h 21m
1 stop
Volaris Logo
6:10 pm - 11:06 pm
MEX
-
ORD
3h 56mnonstop
$250Volaris
Sun, Feb 8 - Sat, Feb 14
Viva Logo
1:20 am - 8:40 am
ORD
-
MEX
7h 20m
1 stop
Viva Logo
7:30 pm - 11:25 pm
MEX
-
ORD
3h 55mnonstop
$251Viva
Mon, Feb 9 - Fri, Feb 13
Volaris Logo
12:59 pm - 8:20 pm
ORD
-
MEX
7h 21m
1 stop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$252Volaris
Sun, Feb 22 - Wed, Mar 4
Viva Logo
1:20 am - 8:40 am
ORD
-
MEX
7h 20m
1 stop
Viva Logo
7:30 pm - 11:35 pm
MEX
-
ORD
4h 05mnonstop
$253Viva
Sun, Feb 8 - Wed, Feb 18
Volaris Logo
12:59 pm - 11:35 pm
ORD
-
MEX
10h 36m
1 stop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$254Volaris
Sun, Feb 8 - Sat, Feb 14
Volaris Logo
12:59 pm - 11:35 pm
ORD
-
MEX
10h 36m
1 stop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$255Volaris
Fri, Feb 20 - Sat, Feb 28
Multiple Airlines Logo
3:00 pm - 10:00 pm
MDW
-
MEX
7h 00m
1 stop
Multiple Airlines Logo
7:00 am - 3:19 pm
MEX
-
MDW
8h 19m
1 stop
$354Multiple Airlines
Useful Info

Good to know

Low seasonAugust
Cheapest flight$107
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 55% 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 22m.

  • How many flights are there between Chicago and Cuernavaca?

    15 direct flights run between Chicago and Cuernavaca on a daily basis. On average, there are about 105 departures each week.

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

    Consider leaving on a Friday and avoid Thursdays 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 $85. Volaris offered a round-trip connection from $118 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 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 8112 reviews
7.9Comfort
7.8Entertainment
7.2Food
8.1Boarding
8.5Crew
Airline reviews

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

2.0 MediocreAndrea, Jan 2026
CMH - MSP
Read more Delta reviews

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

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

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.

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. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

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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