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$77+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAX
Jan 9 — Jan 161
Thu 1/9
Thu 1/16
1 adult, Economy
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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 (MXOA). 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 4, 2025.

Round-trip from

$247
(Viva)

One-way from

$77
(Viva)
From Chicago (CHI) to Oaxaca
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One-way flight from Chicago (CHI) to Oaxaca
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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 4, 2025.

This Viva deal was found by Cheapflights users on 1/3. 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 2/23:50 pmORD - PXM
1 stop28h 20mViva
Fri 2/78:40 pmPXM - ORD
1 stop17h 40mViva
Deal found 1/3$247
This Viva deal was found by Cheapflights users on 1/3. 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 2/83:50 pmORD - HUX
1 stop28h 05mViva
Thu 2/133:30 pmHUX - ORD
1 stop8h 20mViva
Deal found 1/3$275
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/172:42 amORD - PXM
1 stop11h 53mMultiple Airlines
Thu 3/610:30 pmPXM - ORD
1 stop25h 20mMultiple Airlines
Deal found 1/3$311
This Justfly.com deal was found by Cheapflights users on 1/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/101:55 amORD - PXM
1 stop10h 35mVolaris
Mon 6/1612:10 pmPXM - ORD
1 stop11h 05mVolaris
Deal found 1/4$350
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/107:55 pmMDW - PXM
1 stop18h 40mMultiple Airlines
Mon 2/178:35 amPXM - MDW
2 stops24h 10mMultiple Airlines
Deal found 1/3$355
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 1/316:06 pmORD - OAX
2 stops20h 17mMultiple Airlines
Mon 2/106:47 pmOAX - ORD
1 stop9h 50mMultiple Airlines
Deal found 1/3$376
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/137:55 pmMDW - OAX
1 stop10h 50mMultiple Airlines
Tue 2/189:50 amOAX - MDW
2 stops12h 19mMultiple Airlines
Deal found 1/3$376
This FlightHub deal was found by Cheapflights users on 1/3. 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 1/113:50 pmORD - OAX
1 stop17h 20mViva
Sat 1/189:50 amOAX - ORD
1 stop28h 30mViva
Deal found 1/3$380
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/137:55 pmMDW - OAX
1 stop10h 50mVolaris
Mon 2/177:17 pmOAX - MDW
1 stop13h 28mVolaris
Deal found 1/3$387
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 3/306:40 pmORD - HUX
2 stops18h 30mMultiple Airlines
Wed 4/23:30 pmHUX - ORD
1 stop8h 05mMultiple Airlines
Deal found 1/3$395
This Booking.com deal was found by Cheapflights users on 1/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/91:55 amORD - OAX
1 stop9h 51mVolaris
Tue 4/154:36 pmOAX - ORD
1 stop6h 39mVolaris
Deal found 1/3$400
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/2612:48 amORD - HUX
1 stop11h 35mVolaris
Sun 3/21:55 pmHUX - ORD
2 stops14h 42mVolaris
Deal found 1/3$452

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 4, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Sun 2/2

3:50 pm-8:10 pm

1 stop28h 20m

Puerto Escondido

Fri 2/7

8:40 pm-2:20 pm

1 stop17h 40m

$247

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Sat 2/8

3:50 pm-7:55 pm

1 stop28h 05m

Santa Maria Huatulco

Thu 2/13

3:30 pm-11:50 pm

1 stop8h 20m

$275

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Mon 2/17

2:42 am-2:35 pm

1 stop11h 53m

Puerto Escondido

Wed 3/5

10:30 pm-11:50 pm

1 stop25h 20m

$311

ChicagoPuerto Escondido

ORD - PXM

ORDPXM

Chicago O'Hare Intl

Tue 6/10

1:55 am-11:30 am

1 stop10h 35m

Puerto Escondido

Mon 6/16

12:10 pm-12:15 am

1 stop11h 05m

$350

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Mon 2/10

7:55 pm-2:35 pm

1 stop18h 40m

Puerto Escondido

Mon 2/17

8:35 am-8:45 am

2 stops24h 10m

$355

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Fri 1/31

6:06 pm-2:23 pm

2 stops20h 17m

Oaxaca Xoxocotlan

Mon 2/10

6:47 pm-4:37 am

1 stop9h 50m

$376

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 2/13

7:55 pm-6:45 am

1 stop10h 50m

Oaxaca Xoxocotlan

Tue 2/18

9:50 am-10:09 pm

2 stops12h 19m

$376

ChicagoOaxaca

ORD - OAX

ORDOAX

Chicago O'Hare Intl

Sun 3/2

1:25 am-12:15 pm

1 stop10h 50m

Oaxaca Xoxocotlan

Sun 3/9

9:35 am-3:25 pm

1 stop28h 50m

$381

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 2/13

7:55 pm-6:45 am

1 stop10h 50m

Oaxaca Xoxocotlan

Mon 2/17

7:17 pm-8:45 am

1 stop13h 28m

$387

ChicagoSanta Maria Huatulco

ORD - HUX

ORDHUX

Chicago O'Hare Intl

Sun 3/30

6:40 pm-12:10 pm

2 stops18h 30m

Santa Maria Huatulco

Wed 4/2

3:30 pm-12:35 am

1 stop8h 05m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Showing 1-10 of 56 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 January 4, 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 January 4, 2025.
See what other customers who have flown with Aeromexico, Delta and American 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
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,526 reviews
Delta
8.0
Very good
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

Aeromexico
7.5
Good
1,868 reviews
Delta
8.0
Very good
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

United Airlines
7.4
Good
8,963 reviews
Delta
8.0
Very good
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

WestJet
7.2
Good
2,815 reviews
Delta
8.0
Very good
8,526 reviews

Crew

8.6

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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?

    $77 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 $160 and $280, 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 - Santa Maria Huatulco 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.

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Alternative routes for Chicago to Oaxaca

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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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$243Average$416FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$247Average$444FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$418Average$659FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$430Average$665FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$488Average$707FlexibilityNo cancel feeOn-time71%
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