CHI - OAX

$76 Find Cheap Flights from Chicago to Oaxaca

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 Oaxaca departing on 4/2. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oaxaca.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oaxaca.
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Cheap Flight Deals from Chicago to Oaxaca (CHI-OAX)

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

Recent round-trip flight deals from Chicago to Oaxaca

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Oaxaca.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:25 pm - 1:50 pmORD-OAX
26h 25m1 stop
2:20 pm - 11:50 pmOAX-ORD
8h 30m1 stop
$223Viva
Find Deal
Fri, Aug 15 - Thu, Aug 21
12:35 pm - 1:50 pmORD-OAX
26h 15m1 stop
2:20 pm - 11:35 pmOAX-ORD
8h 15m1 stop
$227Viva
Find Deal
Fri, Apr 4 - Tue, Apr 8
6:34 pm - 1:16 pmORD-OAX
19h 42m1 stop
4:37 pm - 12:15 amOAX-ORD
6h 38m1 stop
$272Volaris
Find Deal
Fri, Apr 25 - Fri, May 2
6:34 pm - 1:16 pmORD-OAX
19h 42m1 stop
2:20 pm - 11:35 pmOAX-ORD
8h 15m1 stop
Mon, May 5 - Thu, May 8
6:34 pm - 1:16 pmORD-OAX
19h 42m1 stop
1:05 pm - 11:05 amOAX-ORD
21h 00m1 stop
Mon, May 5 - Fri, May 9
6:34 pm - 1:16 pmORD-OAX
19h 42m1 stop
4:37 pm - 12:15 amOAX-ORD
6h 38m1 stop
$303Volaris
Find Deal
Fri, Apr 25 - Fri, May 2
3:53 pm - 10:23 pmORD-OAX
7h 30m1 stop
6:09 am - 2:04 pmOAX-ORD
6h 55m1 stop
$455Aeromexico
Find Deal
Wed, Apr 30 - Tue, May 6
10:31 am - 10:43 pmORD-OAX
13h 12m2 stops
6:09 am - 2:04 pmOAX-ORD
6h 55m1 stop
$460Delta
Find Deal
Thu, May 15 - Tue, May 20
3:53 pm - 10:23 pmORD-OAX
7h 30m1 stop
8:55 am - 11:58 pmOAX-ORD
14h 03m2 stops
$465Aeromexico
Find Deal
Wed, Apr 30 - Wed, May 7
6:35 am - 6:18 pmORD-OAX
12h 43m2 stops
6:02 am - 8:50 pmOAX-ORD
13h 48m2 stops
$488Delta
Find Deal
Mon, Apr 21 - Fri, Apr 25

Flights from Chicago to Oaxaca - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Oaxaca to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Oaxaca?

The average price of all round-trip flights from Chicago to Oaxaca clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Oaxaca, you should consider leaving on a Monday and avoid Saturdays 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 Fridays.

What is the cheapest month to fly from Chicago to Oaxaca?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Oaxaca, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Oaxaca is September, where tickets cost $436 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $779 and $602 respectively.

How far in advance should I book a flight from Chicago to Oaxaca?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Oaxaca, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago to Oaxaca, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

August

High season

November

Cheapest flight

$76
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Oaxaca

When to book flights from Chicago to Oaxaca

Are your dates flexible? Find out the best times to travel from Chicago to Oaxaca based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Oaxaca

  • What is the cheapest flight from Chicago to Oaxaca?

    In the last 3 days, the lowest price for a flight from Chicago to Oaxaca was $76 for a one-way ticket and $223 for a round-trip.

  • Do I need a passport to fly between Chicago and Oaxaca?

    A passport is required to fly from Chicago to Oaxaca.

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

    Chicago is served by 2 major airports and there is only 1 main airport in Oaxaca. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Oaxaca Xoxocotlan.

  • Which aircraft models fly most regularly from Chicago to Oaxaca?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Oaxaca?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and Oaxaca, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Oaxaca from Chicago?

    Mexico City is the most popular layover city among KAYAK users traveling from Chicago to Oaxaca.

  • Which is the best airline for flights from Chicago to Oaxaca, Delta or Aeromexico?

    The two airlines most popular with KAYAK users for flights from Chicago to Oaxaca are Delta and Aeromexico. With an average price for the route of $615 and an overall rating of 8.0, Delta is the most popular choice. Aeromexico is also a great choice for the route, with an average price of $633 and an overall rating of 7.4.

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

    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 Oaxaca.

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

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

    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 Oaxaca 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 Oaxaca?

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

See more FAQs

Top 5 airlines serving from Chicago to Oaxaca

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oaxaca. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Oaxaca? 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 7966 reviews
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
8.0Comfort
Airline reviews

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

4.0 OkayJoseph C., Mar 2025SEA - JFK
Read more Delta reviews

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

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

Old aircraft the audio of the entertainment dosent work Dirty seats

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

Happy attentive flight crew. All in all good flight the night flight works well. Getting into Mexico City early so you don't get caught up it all the immigration and custom ques, additionally, this helps when exiting the airport and crossing the city to your final destination. All works very well and would do it again

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.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA 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.

Flights were delayed both ways, with no communication provided by the boarding desk. Delay time kept changing and the boarding process is a pain, as it is so disorganized. Would not recommend.

NOTHING.. THEY CANCEL MY FLIGHT WITHOUT NOTICE AND ENDED UP BUYING A NEW ONE..

Better communication about delayed flight. I am thankful for a small credit for late flight.

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

Stood inside the plane for more than an hour before take off

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;(

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

Information on your arrival and departure airports

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