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Oaxaca

$180+ Cheap flights from Chicago (CHI) to Oaxaca, Mexico (OAX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
jun 17 — jun 241
ter 6/17
ter 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Oaxaca Xoxocotlan are usually found in September or August, booked 67 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Chicago to Oaxaca

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Oaxaca (OAX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junho 12, 2025.

Round-trip from

$312
(Mytrip)

One-way from

$180
(Gotogate)

Popular in

December

Cheapest in

September

Average price

$530
From Chicago (CHI) to Oaxaca Xoxocotlan
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One-way flight from Chicago (CHI) to Oaxaca Xoxocotlan
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Highest demand for flights based on searches. 8% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Oaxaca

Cheapest flights from Chicago to Oaxaca
Explore the most affordable flight options available from Chicago to Oaxaca. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junho 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 9/712:25 pmORD - OAX
1 stop26h 25mViva
dom 9/142:20 pmOAX - ORD
1 stop8h 30mViva
Deal found 6/10$312
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 9/201:40 amORD - OAX
1 stop11h 35mMultiple Airlines
qua 10/12:25 pmOAX - ORD
1 stop8h 10mMultiple Airlines
Deal found 6/11$354
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 8/271:40 amORD - OAX
1 stop7h 28mVolaris
ter 9/24:36 pmOAX - ORD
1 stop6h 39mVolaris
Deal found 6/11$393
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/232:55 pmORD - OAX
1 stop22h 14mAmerican Airlines
ter 8/261:05 pmOAX - ORD
1 stop23h 32mAmerican Airlines
Deal found 6/11$480
This Frontier deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 10/76:41 amORD - OAX
1 stop10h 21mFrontier
seg 10/138:35 amOAX - ORD
1 stop13h 29mFrontier
Deal found 6/12$492
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 9/211:55 amORD - OAX
1 stop7h 05mDelta
qua 10/15:51 amOAX - ORD
2 stops14h 55mDelta
Deal found 6/11$498
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/176:00 amMDW - OAX
2 stops12h 44mDelta
qui 9/258:45 amOAX - MDW
2 stops11h 59mDelta
Deal found 6/12$503
This Aeromexico deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/222:00 amORD - OAX
1 stop10h 17mAeromexico
ter 8/268:16 amOAX - ORD
2 stops13h 21mAeromexico
Deal found 6/11$516
This Aeromexico deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 9/126:00 amMDW - OAX
2 stops16h 19mAeromexico
sex 9/195:51 amOAX - MDW
2 stops14h 53mAeromexico
Deal found 6/11$543
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 7/114:00 pmMDW - OAX
2 stops17h 08mMultiple Airlines
seg 7/147:40 pmOAX - MDW
1 stop22h 36mMultiple Airlines
Deal found 6/10$635
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 7/118:39 pmMDW - OAX
1 stop14h 59mVolaris
seg 7/147:40 pmOAX - MDW
1 stop22h 36mVolaris
Deal found 6/10$662
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/247:40 amMDW - OAX
2 stops35h 52mFrontier
dom 7/278:41 amOAX - MDW
2 stops26h 08mFrontier
Deal found 6/10$924

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Oaxaca that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junho 12, 2025.
Use the filters below to find and compare flights from Chicago to Oaxaca that are best for you.

Fly from

Chicago

Fly to

Oaxaca

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

dom 9/7

12:25 pm-1:50 pm

1 stop26h 25m

Oaxaca Xoxocotlan

dom 9/14

2:20 pm-11:50 pm

1 stop8h 30m

$312

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

sáb 9/20

1:40 am-12:15 pm

1 stop11h 35m

Oaxaca Xoxocotlan

qua 10/1

2:25 pm-11:35 pm

1 stop8h 10m

$354

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

qua 8/27

1:40 am-8:08 am

1 stop7h 28m

Oaxaca Xoxocotlan

ter 9/2

4:36 pm-12:15 am

1 stop6h 39m

$393

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

sáb 8/23

2:55 pm-12:09 pm

1 stop22h 14m

Oaxaca Xoxocotlan

ter 8/26

1:05 pm-1:37 pm

1 stop23h 32m

$480

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

ter 10/7

6:41 am-4:02 pm

1 stop10h 21m

Oaxaca Xoxocotlan

seg 10/13

8:35 am-11:04 pm

1 stop13h 29m

$492

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

dom 9/21

1:55 am-8:00 am

1 stop7h 05m

Oaxaca Xoxocotlan

qua 10/1

5:51 am-9:46 pm

2 stops14h 55m

$498

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

qua 9/17

6:00 am-5:44 pm

2 stops12h 44m

Oaxaca Xoxocotlan

qui 9/25

8:45 am-9:44 pm

2 stops11h 59m

$503

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

sex 8/22

2:00 am-11:17 am

1 stop10h 17m

Oaxaca Xoxocotlan

ter 8/26

8:16 am-10:37 pm

2 stops13h 21m

$516

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sex 9/12

6:00 am-9:19 pm

2 stops16h 19m

Oaxaca Xoxocotlan

sex 9/19

5:51 am-9:44 pm

2 stops14h 53m

$543

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sex 7/11

4:00 pm-8:08 am

2 stops17h 08m

Oaxaca Xoxocotlan

seg 7/14

7:40 pm-7:16 pm

1 stop22h 36m

$635

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 21 results
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Best time to book a flight from Chicago to Oaxaca

Have a flexible travel schedule? Discover the best time to fly to Oaxaca from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Oaxaca. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Oaxaca, you should look to book at least 67 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Oaxaca?

Currently, August is the cheapest month in which you can book a flight from Chicago to Oaxaca (average of $510). Flying from Chicago to Oaxaca in December is currently the most expensive (average of $803). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to OAX?

Find hourly flight availability from Chicago to Oaxaca. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junho 12, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Chicago to Oaxaca by exploring options for tickets in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Oaxaca. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Oaxaca flight should consider departing on Friday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Oaxaca by month

Plan your trip to Oaxaca by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oaxaca ranges from 0.0 - 6.7 inches per month. June is typically the wettest month, when rainfall can reach 6.7 in. January is typically the driest time to visit Oaxaca when rainfall is around 0.0 in.

Temperature in Oaxaca by month

Plan your trip to Oaxaca by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oaxaca, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Oaxaca

Get insights into the airlines that provide service to Oaxaca. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oaxaca. Reviews last updated junho 12, 2025.
See what other customers who have flown with Delta, Aeromexico and United Airlines from Chicago to Oaxaca have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,706 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Viva
7.0
Good
788 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Oaxaca. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oaxaca from Chicago?

    Oaxaca Xoxocotlan (OAX) is the airport you will fly into if you book a flight from Chicago to Oaxaca. You should not have trouble finding flights to Xoxocotlan from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the Oaxaca airport from Chicago. It is only a 4.4 mi journey from Xoxocotlan (OAX) to Oaxaca’s city center.

  • What are the cheapest airlines flying from Chicago to Oaxaca round-trip?

    Flying on Viva is currently your cheapest option to Oaxaca, with prices starting at $312. Additional round-trip tickets that might be worth considering are offered by Volaris and Frontier, with the lowest prices starting at $393 and $471, respectively. Viva is 44% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Oaxaca one-way?

    To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $180. Volaris flights start at $195 while deals on Frontier start at $240 one-way.

  • Can I find deals for flights from Chicago to Oaxaca that include hotel bookings?

    Yes. In addition to deals on Chicago to Oaxaca flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Oaxaca?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Oaxaca.

  • Can I find deals for business class flights from Chicago to Oaxaca?

    Yes. Cheapflights offers flight deals from Chicago to Oaxaca by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Oaxaca?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Oaxaca (average of $510). Flying from Chicago to Oaxaca in December is currently the most expensive (average of $803). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Chicago to Oaxaca

Discover the top 6 airlines that operate flights from Chicago to Oaxaca. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junho 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$246Average$443FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$289Average$430FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$422Average$603FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$465Average$603FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$512Average$800FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$551Average$1,124FlexibilityNo cancel feeOn-time69%

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