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$111+ Cheap flights from Chicago (CHI) to Oaxaca

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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
Apr 7 — Apr 141
Mo 4/7
Mo 4/14
1 adult, Economy
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Cheap flight deals from Chicago to Oaxaca

Keep the following information in mind while searching for Chicago to Oaxaca flight deals. Data was last updated April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$276
(Kiwi.com)

One-way from

$111
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$531
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
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One-way flight from Chicago (CHI) to Oaxaca
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Highest demand for flights based on searches. 9% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 2, 2025.

This CheapOair deal was found by Cheapflights users on 3/31. 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.
Sa 5/101:40 amORD - PXM
1 stop11h 51mVolaris
Do 5/1512:20 pmPXM - ORD
1 stop10h 55mVolaris
Deal found 3/31$274
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Fr 5/96:34 pmORD - OAX
1 stop19h 42mMultiple Airlines
So 5/111:53 pmOAX - ORD
1 stop8h 42mMultiple Airlines
Deal found 4/2$276
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Fr 5/212:35 pmORD - OAX
1 stop26h 15mViva
Fr 5/92:20 pmOAX - ORD
1 stop8h 15mViva
Deal found 4/1$286
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
So 5/116:34 pmORD - PXM
1 stop14h 21mMultiple Airlines
Do 5/155:45 pmPXM - ORD
1 stop23h 30mMultiple Airlines
Deal found 3/31$289
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Fr 5/166:34 pmORD - OAX
1 stop19h 42mVolaris
Fr 5/309:19 amOAX - ORD
1 stop13h 13mVolaris
Deal found 4/1$292
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Fr 5/912:35 pmORD - PXM
1 stop9h 55mViva
Di 5/135:45 pmPXM - ORD
1 stop23h 30mViva
Deal found 3/31$319
This Expedia deal was found by Cheapflights users on 3/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 5/131:55 amORD - HUX
1 stop9h 03mAeromexico
Mi 5/2110:43 amHUX - ORD
1 stop12h 12mAeromexico
Deal found 3/30$395
This Expedia deal was found by Cheapflights users on 4/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 5/1112:35 pmORD - HUX
1 stop10h 10mMultiple Airlines
Do 5/154:20 pmHUX - ORD
1 stop12h 22mMultiple Airlines
Deal found 4/1$397
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
So 5/1112:35 pmORD - HUX
1 stop10h 10mViva
Do 5/151:25 pmHUX - ORD
2 stops27h 50mViva
Deal found 4/1$398
This Aeromexico deal was found by Cheapflights users on 4/2. 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.
Do 5/81:27 pmORD - OAX
2 stops10h 16mAeromexico
Di 5/136:09 amOAX - ORD
1 stop6h 55mAeromexico
Deal found 4/2$456
This Delta deal was found by Cheapflights users on 4/2. 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.
Di 5/69:55 amORD - OAX
2 stops12h 27mDelta
Mi 5/146:09 amOAX - ORD
1 stop6h 55mDelta
Deal found 4/2$460
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
So 5/48:39 pmMDW - OAX
1 stop11h 54mMultiple Airlines
Sa 5/107:55 pmOAX - MDW
2 stops22h 11mMultiple Airlines
Deal found 4/2$465

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 April 2, 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

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Sa 5/10

1:40 am-12:31 pm

1 stop11h 51m

Puerto Escondido

Do 5/15

12:20 pm-12:15 am

1 stop10h 55m

$274

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fr 5/9

6:34 pm-1:16 pm

1 stop19h 42m

Oaxaca Xoxocotlan

So 5/11

1:53 pm-11:35 pm

1 stop8h 42m

$276

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fr 5/2

12:35 pm-1:50 pm

1 stop26h 15m

Oaxaca Xoxocotlan

Fr 5/9

2:20 pm-11:35 pm

1 stop8h 15m

$286

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

So 5/11

6:34 pm-7:55 am

1 stop14h 21m

Puerto Escondido

Do 5/15

5:45 pm-6:15 pm

1 stop23h 30m

$289

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fr 5/16

6:34 pm-1:16 pm

1 stop19h 42m

Oaxaca Xoxocotlan

Fr 5/30

9:19 am-11:32 pm

1 stop13h 13m

$292

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Fr 5/9

12:35 pm-9:30 pm

1 stop9h 55m

Puerto Escondido

Di 5/13

5:45 pm-6:15 pm

1 stop23h 30m

$319

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Di 5/13

1:55 am-9:58 am

1 stop9h 03m

Santa Maria Huatulco

Mi 5/21

10:43 am-11:55 pm

1 stop12h 12m

$395

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

So 5/11

12:35 pm-9:45 pm

1 stop10h 10m

Santa Maria Huatulco

Do 5/15

4:20 pm-5:42 am

1 stop12h 22m

$397

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

So 5/11

12:35 pm-9:45 pm

1 stop10h 10m

Santa Maria Huatulco

Do 5/15

1:25 pm-6:15 pm

2 stops27h 50m

$398

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Do 5/8

4:06 pm-10:43 pm

1 stop7h 37m

Oaxaca Xoxocotlan

Di 5/13

6:09 am-2:04 pm

1 stop6h 55m

$456

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 48 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

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

Currently, August is the cheapest month in which you can book a flight from Chicago to State of Oaxaca (average of $510). Flying from Chicago to State of 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 OA?

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 April 2, 2025.

When flying from Chicago to State of Oaxaca, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 State of 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 State of 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 State of 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 April 2, 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 compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
1,700 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,615 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
6.9
Okay
784 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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 are the cheapest airlines to fly from Chicago to State of Oaxaca one-way?

    $123 is the cheapest one-way deal found within the past few days, from Volaris. You may also be able to find cheap deals on Viva and Frontier, with prices starting from $167 and $222, respectively.

  • What are the most popular routes from Chicago to State of Oaxaca?

    When deciding which route to take from Chicago to State of Oaxaca consider Chicago O'Hare Intl - Oaxaca Xoxocotlan, Chicago Midway - Oaxaca Xoxocotlan or Chicago O'Hare Intl - Puerto Escondido as they are the most popular.

  • 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 State of Oaxaca?

    Currently, August is the cheapest month in which you can book a flight from Chicago to State of Oaxaca (average of $510). Flying from Chicago to State of 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 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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$243Average$397FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$289Average$430FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$422Average$595FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$456Average$669FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$512Average$745FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$551Average$1,125FlexibilityNo cancel feeOn-time69%

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