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 $360. Additional round-trip tickets that might be worth considering are offered by Viva and Delta, with the lowest prices starting at $425 and $466, respectively. Volaris is 33% 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 $102. Viva flights start at $231 while deals on Delta start at $285 one-way.

What are the most popular airlines that fly from Chicago to Oaxaca?

The most popular airlines flying from Chicago to Oaxaca are American Airlines, Aeromexico and Delta. Something to consider prior to booking your flight.

What is the cheapest day to fly round-trip from Chicago to Oaxaca?

Leaving on a Sunday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 15% on the overall cost on flights from Chicago to Oaxaca.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 11% on flights from Chicago to Oaxaca compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $298. For sooner than that we have options available in the next 3 days from $697.

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

Flights from Chicago to Oaxaca lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Oaxaca in September, with the cheapest ticket starting at $246.

Most accurate provider : When it comes to deals on Chicago-Oaxaca flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Oaxaca flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

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.

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.

$102+ Flights from Chicago to Oaxaca, Mexico - Compare & Save Big

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Chicago to Oaxaca Xoxocotlan are usually found in September or June, booked 67 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Chicago to Oaxaca

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$300 (Kiwi.com)
One-way from	$102 (Kiwi.com)
Popular in	December
Cheapest in	September
Average price	$550

Provider with most accurate pricing for Chicago (CHI)-Oaxaca Xoxocotlan flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Oaxaca Xoxocotlan flights.

Search Deals

From Chicago (CHI) to Oaxaca Xoxocotlan

Search Deals

One-way flight from Chicago (CHI) to Oaxaca Xoxocotlan

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($56 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in May 2025

Search Deals

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 May 1, 2025.

Fri 5/96:34 pmORD - OAX

1 stop19h 42mMultiple Airlines

Tue 5/131:53 pmOAX - ORD

1 stop8h 42mMultiple Airlines

Deal found 4/29

$300

Fri 5/96:34 pmORD - OAX

1 stop19h 42mVolaris

Mon 5/124:37 pmOAX - ORD

1 stop17h 28mVolaris

Deal found 4/29

$360

Tue 8/1912:25 pmORD - OAX

1 stop26h 25mViva

Tue 8/262:20 pmOAX - ORD

1 stop8h 30mViva

Deal found 4/30

$379

Thu 5/154:06 pmORD - OAX

1 stop7h 37mDelta

Tue 5/208:25 amOAX - ORD

2 stops14h 33mDelta

Deal found 4/30

$466

Thu 5/1512:48 pmMDW - OAX

2 stops10h 55mDelta

Tue 5/206:09 amOAX - MDW

2 stops14h 18mDelta

Deal found 4/30

$470

Sun 5/185:30 amORD - OAX

2 stops14h 08mAeromexico

Sun 5/256:09 amOAX - ORD

2 stops11h 39mAeromexico

Deal found 4/30

$506

Fri 7/188:27 pmORD - OAX

2 stops20h 35mFrontier

Mon 7/218:41 amOAX - ORD

2 stops30h 33mFrontier

Deal found 4/30

$609

Sat 9/138:45 amORD - OAX

1 stop10h 41mUnited Airlines

Sat 9/206:30 amOAX - ORD

1 stop9h 40mUnited Airlines

Deal found 4/30

$620

Fri 5/236:00 amMDW - OAX

2 stops15h 37mAeromexico

Sun 6/18:55 amOAX - MDW

2 stops11h 32mAeromexico

Deal found 4/29

$890

Wed 4/308:39 pmMDW - OAX

1 stop15h 01mVolaris

Thu 5/89:37 pmOAX - MDW

2 stops20h 29mVolaris

Deal found 4/30

$1,151

Best flights from Chicago to Oaxaca
Discover carefully curated flight deals from Chicago to Oaxaca that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2025.

Fri 5/96:34 pmORD - OAX

1 stop19h 42mMultiple Airlines

Tue 5/131:53 pmOAX - ORD

1 stop8h 42mMultiple Airlines

Deal found 4/29

$300

Fri 5/96:34 pmORD - OAX

1 stop19h 42mVolaris

Mon 5/124:37 pmOAX - ORD

1 stop17h 28mVolaris

Deal found 4/29

$360

Fri 7/1112:25 pmORD - OAX

1 stop9h 10mViva

Fri 7/189:05 pmOAX - ORD

1 stop25h 45mViva

Deal found 4/30

$425

Thu 5/154:06 pmORD - OAX

1 stop7h 37mDelta

Tue 5/208:25 amOAX - ORD

2 stops14h 33mDelta

Deal found 4/30

$466

Sun 5/185:30 amORD - OAX

2 stops14h 08mAeromexico

Sun 5/256:09 amOAX - ORD

1 stop6h 55mAeromexico

Deal found 4/30

$496

Fri 7/188:27 pmORD - OAX

2 stops20h 35mFrontier

Mon 7/218:41 amOAX - ORD

2 stops30h 33mFrontier

Deal found 4/30

$609

Tue 6/109:21 amORD - OAX

1 stop10h 05mUnited Airlines

Wed 6/186:30 amOAX - ORD

1 stop14h 00mUnited Airlines

Deal found 4/30

$754

Thu 5/1510:25 amMDW - OAX

2 stops13h 18mDelta

Tue 5/206:09 amOAX - MDW

2 stops14h 18mDelta

Deal found 4/29

$470

Fri 5/306:00 amMDW - OAX

2 stops13h 38mAeromexico

Sun 6/89:30 pmOAX - MDW

2 stops17h 11mAeromexico

Deal found 4/29

$703

Thu 7/247:40 amMDW - OAX

2 stops35h 52mFrontier

Fri 8/18:41 amOAX - MDW

2 stops35h 13mFrontier

Deal found 4/29

$989

Fri 6/139:59 pmMDW - OAX

2 stops19h 03mVolaris

Fri 6/209:19 amOAX - MDW

3 stops34h 25mVolaris

Deal found 4/29

$1,639

Last-minute flights from Chicago to Oaxaca
Discover last-minute flight deals from Chicago to Oaxaca. Data last updated May 1, 2025 and is based on user searches.

Wed 4/308:39 pmMDW - OAX

1 stop15h 01mVolaris

Thu 5/89:37 pmOAX - MDW

2 stops20h 29mVolaris

Deal found 4/30

$1,151

Tue 5/61:27 pmORD - OAX

2 stops10h 16mAeromexico

Wed 5/216:09 amOAX - ORD

2 stops10h 02mAeromexico

Deal found 4/30

$594

Fri 5/96:34 pmORD - OAX

1 stop19h 42mMultiple Airlines

Tue 5/131:53 pmOAX - ORD

1 stop8h 42mMultiple Airlines

Deal found 4/29

$300

Fri 5/96:34 pmORD - OAX

1 stop19h 42mVolaris

Mon 5/124:37 pmOAX - ORD

1 stop17h 28mVolaris

Deal found 4/29

$360

Sat 5/105:30 amORD - OAX

2 stops14h 33mDelta

Tue 5/136:09 amOAX - ORD

2 stops9h 38mDelta

Deal found 4/29

$488

Sat 5/106:00 amMDW - OAX

2 stops14h 03mDelta

Tue 5/136:09 amOAX - MDW

2 stops14h 19mDelta

Deal found 4/29

$488

Sun 5/1112:35 pmORD - OAX

1 stop26h 15mViva

Wed 5/141:05 pmOAX - ORD

1 stop21h 00mViva

Deal found 4/29

$430

Thu 5/154:06 pmORD - OAX

1 stop7h 37mDelta

Tue 5/208:25 amOAX - ORD

2 stops14h 33mDelta

Deal found 4/30

$466

Thu 5/1512:48 pmMDW - OAX

2 stops10h 55mDelta

Tue 5/206:09 amOAX - MDW

2 stops14h 18mDelta

Deal found 4/30

$470

Sun 5/185:30 amORD - OAX

2 stops14h 08mAeromexico

Sun 5/256:09 amOAX - ORD

2 stops11h 39mAeromexico

Deal found 4/30

$506

Fri 5/236:00 amMDW - OAX

2 stops15h 37mAeromexico

Sun 6/18:55 amOAX - MDW

2 stops11h 32mAeromexico

Deal found 4/29

$890

One-way flights from Chicago to Oaxaca
Search for one-way flight options from Chicago to Oaxaca. Find affordable one-way fares based on user searches. Data last updated May 1, 2025.

Mon 5/196:34 pmORD - OAX

1 stop19h 42mVolaris

Deal found 4/30

$102

Sun 5/186:34 pmORD - OAX

1 stop20h 16mMultiple Airlines

Deal found 4/30

$132

Mon 6/93:46 pmMDW - OAX

2 stops21h 34mMultiple Airlines

Deal found 4/29

$210

Tue 6/1712:35 pmORD - OAX

1 stop26h 15mViva

Deal found 4/30

$231

Sat 5/178:39 pmMDW - OAX

1 stop11h 54mVolaris

Deal found 4/28

$250

Wed 5/219:39 amORD - OAX

2 stops14h 04mDelta

Deal found 4/30

$285

Mon 5/1910:25 amMDW - OAX

2 stops11h 57mDelta

Deal found 4/30

$285

Sat 6/148:40 pmORD - OAX

1 stop16h 29mAmerican Airlines

Deal found 4/30

$316

Fri 6/131:57 amORD - OAX

1 stop6h 56mAeromexico

Deal found 4/30

$321

Tue 6/177:10 amORD - OAX

3 stops12h 16mUnited Airlines

Deal found 4/30

$1,878

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Oaxaca that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 5/11

6:34 pm-1:50 pm

1 stop20h 16m

Oaxaca Xoxocotlan

Tue 5/13

1:53 pm-11:35 pm

1 stop8h 42m

$309

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 8/23

1:40 am-8:08 am

1 stop7h 28m

Oaxaca Xoxocotlan

Sat 9/6

9:19 am-11:32 pm

1 stop13h 13m

$371

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Tue 8/19

12:25 pm-1:50 pm

1 stop26h 25m

Oaxaca Xoxocotlan

Tue 8/26

2:20 pm-11:50 pm

1 stop8h 30m

$379

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 5/15

4:06 pm-10:43 pm

1 stop7h 37m

Oaxaca Xoxocotlan

Mon 5/19

6:09 am-2:04 pm

1 stop6h 55m

$456

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 5/15

12:48 pm-10:43 pm

2 stops10h 55m

Oaxaca Xoxocotlan

Tue 5/20

6:09 am-9:27 pm

2 stops14h 18m

$470

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 5/18

5:30 am-6:38 pm

2 stops14h 08m

Oaxaca Xoxocotlan

Sun 5/25

6:09 am-2:04 pm

1 stop6h 55m

$496

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 6/7

10:05 pm-12:09 pm

1 stop15h 04m

Oaxaca Xoxocotlan

Sun 6/15

1:07 pm-11:43 pm

1 stop9h 36m

$605

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 7/18

8:27 pm-4:02 pm

2 stops20h 35m

Oaxaca Xoxocotlan

Mon 7/21

8:41 am-4:14 pm

2 stops30h 33m

$609

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 9/13

8:45 am-6:26 pm

1 stop10h 41m

Oaxaca Xoxocotlan

Sat 9/20

6:30 am-5:10 pm

1 stop9h 40m

$620

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 5/23

6:00 am-8:37 pm

2 stops15h 37m

Oaxaca Xoxocotlan

Sun 6/1

8:55 am-9:27 pm

2 stops11h 32m

$890

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 20 results

Compare providers for flights from Chicago to Oaxaca

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Oaxaca in May.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy3 stars	Trust Score*3 stars
CheapTicketsDeal	Price Accuracy3 stars	Trust Score*3 stars
FlightsMojo	Price Accuracy-	Trust Score*3 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Oaxaca flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

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?

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?

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?

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

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

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

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

7,934 reviews

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

7,934 reviews

Delta

8.0

Very good

7,934 reviews

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

1,698 reviews

Delta

8.0

Very good

7,934 reviews

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

8,696 reviews

Delta

8.0

Very good

7,934 reviews

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

7,934 reviews

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

785 reviews

Delta

8.0

Very good

7,934 reviews

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

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 Volaris is currently your cheapest option to Oaxaca, with prices starting at $360. Additional round-trip tickets that might be worth considering are offered by Viva and Delta, with the lowest prices starting at $425 and $466, respectively. Volaris is 33% 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 $102. Viva flights start at $231 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Oaxaca

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O'Hare Intl to Santa Maria Huatulco flights

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Midway to Puerto Escondido flights

St. Louis to Santa Maria Huatulco flights

Other flights to Oaxaca

Top 6 airlines flying from Chicago to Oaxaca

Airline	Cheapest	Average	Flexibility	On-time
Viva	Cheapest$243	Average$450	FlexibilityNo cancel fee	On-timeN/A
Volaris	Cheapest$289	Average$436	FlexibilityNo cancel fee	On-time79%
Aeromexico	Cheapest$422	Average$615	FlexibilityNo cancel fee	On-timeN/A
Delta	Cheapest$465	Average$598	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$509	Average$763	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$551	Average$1,124	FlexibilityNo cancel fee	On-time69%

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$102+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Oaxaca with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago to Oaxaca Xoxocotlan are usually found in September or June, booked 67 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Chicago to Oaxaca

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Oaxaca

Cheapest flights from Chicago to OaxacaExplore 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 May 1, 2025.

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 May 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Oaxaca that are best for you.

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 May.

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.

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 April 25, 2025.

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

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 May 1, 2025.

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.

Rainfall in Oaxaca by month

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

Temperature in Oaxaca by month

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

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 May 1, 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.

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.

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

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

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

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

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Alternative routes for Chicago to Oaxaca

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Top 6 airlines flying from Chicago to Oaxaca

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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 May 1, 2025.