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Oaxaca

$136+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
May 25 — Jun 11
Mon 5/25
Mon 6/1
1 adult, Economy
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Cheap 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 25, 2026.

This FlightHub deal was found by Cheapflights users on 4/22. 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.
Tue 5/261:40 am
ORD
-
OAX
1 stop7h 33m
Volaris
Mon 6/18:23 pm
OAX
-
ORD
1 stop7h 18m
Volaris
Deal found 4/22$294
This Viva deal was found by Cheapflights users on 4/21. 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.
Sun 6/141:30 am
ORD
-
OAX
1 stop20h 10m
Viva
Sat 6/203:30 pm
OAX
-
ORD
1 stop8h 10m
Viva
Deal found 4/21$299
This FlightHub deal was found by Cheapflights users on 4/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:49 pm
ORD
-
OAX
1 stop8h 20m
Volaris
Tue 7/142:29 pm
OAX
-
ORD
1 stop13h 12m
Volaris
Deal found 4/20$301
This Viva deal was found by Cheapflights users on 4/22. 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 9/171:30 am
ORD
-
OAX
1 stop14h 37m
Viva
Mon 9/213:37 pm
OAX
-
ORD
1 stop7h 08m
Viva
Deal found 4/22$306
This Flysmarter deal was found by Cheapflights users on 4/21. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:40 am
ORD
-
OAX
1 stop7h 33m
Volaris
Wed 5/137:34 pm
OAX
-
ORD
1 stop9h 18m
Volaris
Deal found 4/21$311
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:40 am
ORD
-
OAX
1 stop7h 33m
Multiple Airlines
Sun 9/273:37 pm
OAX
-
ORD
1 stop7h 08m
Multiple Airlines
Deal found 4/21$313
This FlightHub deal was found by Cheapflights users on 4/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:40 am
ORD
-
OAX
1 stop7h 33m
Multiple Airlines
Mon 5/183:30 pm
OAX
-
ORD
1 stop8h 15m
Multiple Airlines
Deal found 4/20$318
This FlightHub deal was found by Cheapflights users on 4/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:40 am
ORD
-
OAX
1 stop7h 33m
Volaris
Sun 5/177:34 pm
OAX
-
ORD
1 stop9h 18m
Volaris
Deal found 4/20$324
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:21 am
ORD
-
OAX
1 stop12h 56m
Multiple Airlines
Wed 6/173:30 pm
OAX
-
ORD
1 stop7h 25m
Multiple Airlines
Deal found 4/22$326
This FlightHub deal was found by Cheapflights users on 4/21. 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.
Fri 5/11:40 am
ORD
-
OAX
1 stop7h 33m
Volaris
Sat 5/167:34 pm
OAX
-
ORD
1 stop9h 18m
Volaris
Deal found 4/21$328
This Viva deal was found by Cheapflights users on 4/21. 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 11/511:30 am
ORD
-
PXM
1 stop27h 35m
Viva
Tue 11/103:52 pm
PXM
-
ORD
1 stop7h 09m
Viva
Deal found 4/21$329
This Viva deal was found by Cheapflights users on 4/22. 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 10/812:30 pm
ORD
-
PXM
1 stop27h 34m
Viva
Wed 10/142:02 pm
PXM
-
ORD
1 stop19h 58m
Viva
Deal found 4/22$331

Find 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 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(FlightHub)

One-way from

$159
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$357
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
Search Deals
One-way flight from Chicago (CHI) to Oaxaca
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($148 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 25, 2026.
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

Cheapest round-trip

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Thu 9/17

1:30 am-3:07 pm

1 stop14h 37m

Oaxaca Xoxocotlan

Mon 9/21

3:37 pm-11:45 pm

1 stop7h 08m

$306

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Wed 9/16

1:30 am-3:07 pm

1 stop14h 37m

Oaxaca Xoxocotlan

Sun 9/20

12:49 pm-11:00 am

1 stop21h 11m

$328

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Wed 9/23

1:35 am-3:11 pm

1 stop14h 36m

Santa Maria Huatulco

Mon 9/28

3:47 pm-11:00 am

1 stop18h 13m

$359
Quickest round-trip

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sat 9/12

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Sun 9/27

7:34 pm-5:52 am

1 stop9h 18m

$370

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Mon 8/17

1:40 am-8:13 am

1 stop7h 33m

Oaxaca Xoxocotlan

Sun 8/23

7:34 pm-5:52 am

1 stop9h 18m

$379

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Sun 6/14

6:21 am-3:10 pm

1 stop9h 49m

Puerto Escondido

Sat 6/20

1:10 pm-12:40 am

1 stop10h 30m

$380

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Tue 5/19

7:35 am-2:55 pm

1 stop8h 20m

Santa Maria Huatulco

Wed 5/27

3:50 pm-10:50 am

1 stop18h 00m

$380

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Wed 9/23

1:40 am-2:55 pm

1 stop14h 15m

Santa Maria Huatulco

Mon 9/28

3:40 pm-5:52 am

1 stop13h 12m

$396

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Wed 9/30

1:35 am-3:11 pm

1 stop14h 36m

Santa Maria Huatulco

Sun 10/4

3:47 pm-11:00 am

1 stop18h 13m

$398

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Thu 6/25

2:53 am-12:46 pm

1 stop10h 53m

Puerto Escondido

Tue 6/30

1:16 pm-12:55 am

1 stop10h 39m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 State of Oaxaca?

To ensure you get the cheapest price possible for a flight from Chicago to State of Oaxaca, you should look to book at least 51 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 State of Oaxaca?

Currently, March is the cheapest month in which you can book a flight from Chicago to State of Oaxaca (average of $121). Flying from Chicago to State of Oaxaca in August is currently the most expensive (average of $293). 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.

How much does it cost to fly round-trip from Chicago to State of Oaxaca?

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 25, 2026.
Read through reviews of airlines operating flights from Chicago to Oaxaca, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,459 reviews
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,653 reviews
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.1
Good
11,673 reviews
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Viva
7.0
Good
813 reviews
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Volaris
6.6
Okay
1,168 reviews
Delta
7.9
Good
8,459 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Chicago to State of Oaxaca?

    There are many flights that can get you from Chicago to State of Oaxaca in 7h 33m. Fly via Viva, Volaris, or Delta to get the fastest option. The distance between Chicago and State of Oaxaca is about 1802 mi. This flight may include one or multiple stops.

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

    $92 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 United Airlines, with prices starting from $104 and $295, 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, March is the cheapest month in which you can book a flight from Chicago to State of Oaxaca (average of $121). Flying from Chicago to State of Oaxaca in August is currently the most expensive (average of $293). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$179Average$459FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$266Average$398FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$455Average$580FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$475Average$1,043FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$520Average$809FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$543Average$692FlexibilityNo cancel feeOn-time71%

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