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Oaxaca

$77+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Chicago to Oaxaca Xoxocotlan are usually found in September or April, booked 29 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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$345
(Trip.com)

One-way from

$210
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$516
Provider with most accurate pricing for Chicago (CHI)-Oaxaca Xoxocotlan flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Oaxaca Xoxocotlan flights.
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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. 10% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Sun 3/236:30 pmORD - OAX
2 stops18h 45mMultiple Airlines
Fri 3/289:35 amOAX - ORD
1 stop6h 25mMultiple Airlines
Deal found 1/29$346
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/263:50 pmORD - OAX
1 stop17h 20mViva
Sat 3/19:35 amOAX - ORD
1 stop28h 50mViva
Deal found 1/30$348
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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.
Wed 5/141:40 amORD - OAX
1 stop7h 28mVolaris
Tue 5/204:37 pmOAX - ORD
1 stop6h 38mVolaris
Deal found 1/29$370
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
Wed 2/197:55 pmMDW - OAX
1 stop12h 57mMultiple Airlines
Tue 3/49:35 amOAX - MDW
2 stops12h 34mMultiple Airlines
Deal found 1/30$393
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
Sun 3/98:39 pmMDW - OAX
1 stop11h 55mVolaris
Wed 3/127:40 pmOAX - MDW
1 stop22h 30mVolaris
Deal found 1/30$444
This Delta deal was found by Cheapflights users on 1/30. 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.
Thu 5/1511:00 amORD - OAX
2 stops12h 44mDelta
Tue 5/201:00 pmOAX - ORD
1 stop10h 29mDelta
Deal found 1/30$490
This Aeromexico deal was found by Cheapflights users on 1/28. 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.
Wed 3/195:45 amORD - OAX
2 stops9h 48mAeromexico
Wed 3/268:00 amOAX - ORD
2 stops11h 58mAeromexico
Deal found 1/28$500
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:18 pmORD - OAX
2 stops19h 05mFrontier
Fri 3/79:34 amOAX - ORD
2 stops34h 38mFrontier
Deal found 1/30$553
This Delta deal was found by Cheapflights users on 1/29. 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.
Sat 4/196:00 amMDW - OAX
2 stops13h 18mDelta
Sat 5/37:43 amOAX - MDW
2 stops13h 46mDelta
Deal found 1/29$569
This Priceline deal was found by Cheapflights users on 1/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/84:40 pmMDW - OAX
2 stops23h 27mFrontier
Wed 3/128:24 amOAX - MDW
2 stops30h 12mFrontier
Deal found 1/29$600
This Aeromexico deal was found by Cheapflights users on 1/30. 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.
Wed 2/196:00 amMDW - OAX
2 stops13h 03mAeromexico
Mon 3/36:05 amOAX - MDW
2 stops34h 15mAeromexico
Deal found 1/30$880

Find flights from Chicago to Oaxaca within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 2/19

5:40 pm-6:45 am

2 stops37h 05m

Oaxaca Xoxocotlan

Mon 3/3

6:47 pm-4:37 am

1 stop9h 50m

$345

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 3/23

6:30 pm-12:15 pm

2 stops18h 45m

Oaxaca Xoxocotlan

Fri 3/28

9:35 am-5:00 pm

1 stop6h 25m

$346

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 2/26

3:50 pm-9:10 am

1 stop17h 20m

Oaxaca Xoxocotlan

Sat 3/1

9:35 am-2:25 pm

1 stop28h 50m

$348

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 2/19

7:55 pm-8:52 am

1 stop12h 57m

Oaxaca Xoxocotlan

Tue 3/4

9:35 am-10:09 pm

2 stops12h 34m

$393

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 3/9

8:39 pm-7:34 am

1 stop11h 55m

Oaxaca Xoxocotlan

Wed 3/12

7:40 pm-7:10 pm

1 stop22h 30m

$444

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 5/15

11:00 am-10:44 pm

2 stops12h 44m

Oaxaca Xoxocotlan

Tue 5/20

1:00 pm-12:29 am

1 stop10h 29m

$490

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 3/19

5:45 am-2:33 pm

2 stops9h 48m

Oaxaca Xoxocotlan

Wed 3/26

8:00 am-8:58 pm

2 stops11h 58m

$500

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 4/19

6:00 am-6:18 pm

2 stops13h 18m

Oaxaca Xoxocotlan

Sat 5/3

7:43 am-10:29 pm

2 stops13h 46m

$569

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 3/8

4:40 pm-4:07 pm

2 stops23h 27m

Oaxaca Xoxocotlan

Wed 3/12

8:24 am-3:36 pm

2 stops30h 12m

$600

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Wed 2/19

6:00 am-7:03 pm

2 stops13h 03m

Oaxaca Xoxocotlan

Mon 3/3

6:05 am-4:20 pm

2 stops34h 15m

$880

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 18 results
1
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Compare providers for flights from Chicago to Oaxaca

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Oaxaca in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightsMojoPrice Accuracy-Trust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Oaxaca flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Oaxaca flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Oaxaca flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Oaxaca flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Oaxaca flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Chicago to Oaxaca

Get recent, data-driven insights about flights from Chicago to Oaxaca including ideal travel times, pricing trends, and more.

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 January 24, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Oaxaca, you should look to book at least 29 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 January 30, 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 January 30, 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
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,450 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Aeromexico
7.5
Good
1,837 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,906 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Viva
7.0
Good
828 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Volaris
6.7
Okay
1,244 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 5 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 Volaris is currently your cheapest option to Oaxaca, with prices starting at $345. Additional round-trip tickets that might be worth considering are offered by Viva and Delta, with the lowest prices starting at $348 and $490, respectively. Volaris is 35% 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 Volaris, which is currently one of the cheapest options available, starting at $210. Viva flights start at $253 while deals on Delta start at $285 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

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Top 5 airlines flying from Chicago to Oaxaca

Discover the top 5 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$243Average$493FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$367Average$463FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$418Average$606FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$430Average$559FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$505Average$722FlexibilityNo cancel feeOn-time71%
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