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$75+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$208
(Viva)

One-way from

$75
(Viva)

Popular in

December

Cheapest in

September

Average price

$544
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 ($57 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 February 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 February 20, 2025.

This Viva deal was found by Cheapflights users on 2/19. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/31:00 amORD - PXM
1 stop13h 30mViva
Wed 3/1210:30 pmPXM - ORD
1 stop25h 20mViva
Deal found 2/19$208
This Viva deal was found by Cheapflights users on 2/19. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/83:55 pmORD - HUX
1 stop28h 00mViva
Thu 3/133:30 pmHUX - ORD
1 stop8h 20mViva
Deal found 2/19$254
This Viva deal was found by Cheapflights users on 2/19. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/312:35 pmORD - OAX
1 stop26h 15mViva
Sat 4/52:20 pmOAX - ORD
1 stop8h 20mViva
Deal found 2/19$296
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Mon 3/35:40 pmORD - PXM
2 stops19h 35mMultiple Airlines
Wed 3/1210:30 pmPXM - ORD
1 stop25h 20mMultiple Airlines
Deal found 2/19$300
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Fri 4/186:34 pmORD - OAX
1 stop19h 42mMultiple Airlines
Wed 4/231:05 pmOAX - ORD
1 stop21h 00mMultiple Airlines
Deal found 2/19$301
This eDestinos deal was found by Cheapflights users on 2/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/41:45 amORD - PXM
1 stop10h 55mVolaris
Sat 4/1212:15 pmPXM - ORD
1 stop11h 00mVolaris
Deal found 2/19$333
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Fri 4/186:34 pmORD - OAX
1 stop19h 42mVolaris
Wed 4/233:54 pmOAX - ORD
2 stops12h 48mVolaris
Deal found 2/19$338
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Thu 4/37:25 amORD - HUX
1 stop8h 20mMultiple Airlines
Thu 4/310:15 pmHUX - ORD
1 stop24h 25mMultiple Airlines
Deal found 2/19$377
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Tue 4/17:50 amMDW - PXM
2 stops10h 20mMultiple Airlines
Sat 4/512:15 pmPXM - MDW
1 stop29h 51mMultiple Airlines
Deal found 2/19$389
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Thu 3/278:39 pmMDW - OAX
1 stop11h 55mMultiple Airlines
Mon 3/319:35 amOAX - MDW
2 stops27h 13mMultiple Airlines
Deal found 2/20$395
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 2/237:55 pmMDW - OAX
1 stop10h 50mVolaris
Wed 3/57:17 pmOAX - MDW
1 stop13h 28mVolaris
Deal found 2/20$396
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Mon 6/167:25 amORD - HUX
1 stop8h 30mVolaris
Sat 6/213:45 pmHUX - ORD
1 stop12h 57mVolaris
Deal found 2/19$451

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 February 20, 2025.

Fly from

Chicago

Fly to

Oaxaca

Route

Depart

Return

Price

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Mon 3/3

1:00 am-2:30 pm

1 stop13h 30m

Puerto Escondido

Wed 3/12

10:30 pm-12:50 am

1 stop25h 20m

$208

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Sat 3/8

3:55 pm-7:55 pm

1 stop28h 00m

Santa Maria Huatulco

Thu 3/13

3:30 pm-12:50 am

1 stop8h 20m

$254

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 4/3

12:35 pm-1:50 pm

1 stop26h 15m

Oaxaca Xoxocotlan

Sat 4/5

2:20 pm-11:40 pm

1 stop8h 20m

$296

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Mon 3/3

5:40 pm-1:15 pm

2 stops19h 35m

Puerto Escondido

Wed 3/12

10:30 pm-12:50 am

1 stop25h 20m

$300

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 4/18

6:34 pm-1:16 pm

1 stop19h 42m

Oaxaca Xoxocotlan

Wed 4/23

1:05 pm-11:05 am

1 stop21h 00m

$301

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Fri 4/4

1:45 am-11:40 am

1 stop10h 55m

Puerto Escondido

Sat 4/12

12:15 pm-12:15 am

1 stop11h 00m

$333

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 4/18

6:34 pm-1:16 pm

1 stop19h 42m

Oaxaca Xoxocotlan

Wed 4/23

3:54 pm-5:42 am

2 stops12h 48m

$338

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Thu 4/3

7:25 am-2:45 pm

1 stop8h 20m

Santa Maria Huatulco

Thu 4/3

10:15 pm-11:40 pm

1 stop24h 25m

$377

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Tue 4/1

7:50 am-5:10 pm

2 stops10h 20m

Puerto Escondido

Sat 4/5

12:15 pm-7:06 pm

1 stop29h 51m

$389

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 3/27

8:39 pm-7:34 am

1 stop11h 55m

Oaxaca Xoxocotlan

Mon 3/31

9:35 am-1:48 pm

2 stops27h 13m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 40 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.

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.

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 February 20, 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 February 20, 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
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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
1,771 reviews
Delta
8.0
Very good
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

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?

    $75 is the cheapest one-way deal found within the past few days, from Viva. You may also be able to find cheap deals on Volaris and Delta, with prices starting from $169 and $284, 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 O'Hare Intl - Santa Maria Huatulco or Chicago Midway - Oaxaca Xoxocotlan 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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Alternative routes for Chicago to Oaxaca

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$243Average$401FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$299Average$439FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$423Average$611FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$450Average$612FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$509Average$709FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$745Average$1,125FlexibilityNo cancel feeOn-time69%
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