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$250+ Cheap flights from Midway (MDW) 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Midway to Oaxaca

Keep the following information in mind while searching for Midway to Oaxaca flight deals. Data was last updated April 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$470
(Delta)

One-way from

$250
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$558
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 Midway to Oaxaca
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One-way flight from Chicago Midway to Oaxaca
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Highest demand for flights based on searches. 9% potential increase in price ($56 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 Midway to Oaxaca

Cheapest flights from Midway to Oaxaca
Explore the most affordable flight options available from Midway to Oaxaca. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Thu 5/1512:48 pmMDW - OAX
2 stops10h 55mDelta
Mon 5/198:19 amOAX - MDW
2 stops12h 09mDelta
Deal found 4/28$470
This Trip.com deal was found by Cheapflights users on 4/28. 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.
Sun 5/1112:48 pmMDW - OAX
2 stops10h 55mAeromexico
Sat 6/78:40 amOAX - MDW
2 stops11h 33mAeromexico
Deal found 4/28$673
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/128:39 pmMDW - HUX
1 stop15h 31mMultiple Airlines
Fri 6/277:18 amHUX - MDW
2 stops11h 59mMultiple Airlines
Deal found 4/28$714
This Aeromexico deal was found by Cheapflights users on 4/29. 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.
Sat 10/46:00 amMDW - PXM
2 stops13h 16mAeromexico
Fri 10/109:28 amPXM - MDW
2 stops11h 16mAeromexico
Deal found 4/29$746
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/28:39 pmMDW - PXM
1 stop16h 01mMultiple Airlines
Sat 5/310:25 pmPXM - MDW
2 stops39h 23mMultiple Airlines
Deal found 4/28$750
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 7/256:00 amMDW - HUX
2 stops13h 22mDelta
Fri 8/17:00 amHUX - MDW
2 stops13h 41mDelta
Deal found 4/29$761
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/18:39 pmMDW - OAX
1 stop11h 54mMultiple Airlines
Sat 5/32:20 pmOAX - MDW
2 stops27h 48mMultiple Airlines
Deal found 4/27$802
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/18:39 pmMDW - OAX
1 stop11h 54mVolaris
Sat 5/34:37 pmOAX - MDW
1 stop25h 29mVolaris
Deal found 4/27$945
This Aeromexico deal was found by Cheapflights users on 4/29. 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.
Sat 10/410:35 amMDW - HUX
2 stops27h 50mAeromexico
Sat 10/119:17 amHUX - MDW
2 stops11h 27mAeromexico
Deal found 4/29$1,067
This Delta deal was found by Cheapflights users on 4/27. 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.
Mon 12/226:00 amMDW - PXM
2 stops10h 35mDelta
Wed 12/318:12 amPXM - MDW
2 stops13h 53mDelta
Deal found 4/27$2,246

Cheapflights Fare Finder

Customize your flight search to find flights from Midway 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 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oaxaca that are best for you.

Fly from

Midway

Fly to

Oaxaca

Route

Depart

Return

Price

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 5/15

12:48 pm-10:43 pm

2 stops10h 55m

Oaxaca Xoxocotlan

Mon 5/19

8:19 am-9:28 pm

2 stops12h 09m

$470

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sun 5/11

12:48 pm-10:43 pm

2 stops10h 55m

Oaxaca Xoxocotlan

Sat 6/7

8:40 am-9:13 pm

2 stops11h 33m

$673

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Mon 5/12

8:39 pm-11:10 am

1 stop15h 31m

Santa Maria Huatulco

Fri 6/27

7:18 am-8:17 pm

2 stops11h 59m

$714

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Sat 10/4

6:00 am-6:16 pm

2 stops13h 16m

Puerto Escondido

Fri 10/10

9:28 am-9:44 pm

2 stops11h 16m

$746

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Fri 7/25

6:00 am-6:22 pm

2 stops13h 22m

Santa Maria Huatulco

Fri 8/1

7:00 am-9:41 pm

2 stops13h 41m

$761

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Fri 6/13

8:39 pm-12:20 pm

1 stop16h 41m

Puerto Escondido

Fri 6/20

9:10 am-8:44 pm

2 stops10h 34m

$901

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Sat 10/4

10:35 am-1:25 pm

2 stops27h 50m

Santa Maria Huatulco

Sat 10/11

9:17 am-9:44 pm

2 stops11h 27m

$1,067

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 6/13

9:59 pm-4:02 pm

2 stops19h 03m

Oaxaca Xoxocotlan

Fri 6/20

9:19 am-8:44 pm

3 stops34h 25m

$1,639

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Sat 5/17

8:39 pm-7:33 am

1 stop11h 54m

$250

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 6/19

6:00 am-6:43 pm

2 stops13h 43m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Best time to book a flight from Midway to Oaxaca

Have a flexible travel schedule? Discover the best time to fly to Oaxaca from Midway 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 Midway Airport to Oaxaca

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 30, 2025.
Read reviews from past customers who have flown Delta, Aeromexico and Volaris from Chicago to Oaxaca. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

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
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

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
1,698 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

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.
Volaris
6.7
Okay
1,174 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

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 Midway 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 most popular routes from Chicago Midway Airport to State of Oaxaca?

    When deciding which route to take from Chicago Midway Airport to State of Oaxaca consider Chicago Midway - Oaxaca Xoxocotlan, Chicago Midway - Santa Maria Huatulco or Chicago Midway - Puerto Escondido as they are the most popular.

  • Can I find deals for flights from Midway to Oaxaca that include hotel bookings?

    Yes. In addition to deals on Midway to Oaxaca flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oaxaca?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oaxaca.

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to State of Oaxaca?

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