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Oaxaca

$204+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$502
(Delta)

One-way from

$204
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$375
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. 12% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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.
mar. 10/216:00 amMDW - OAX
2 stops13h 11mDelta
jue. 10/236:10 amOAX - MDW
2 stops15h 04mDelta
Deal found 9/15$502
This Delta deal was found by Cheapflights users on 9/15. 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.
sáb. 10/186:00 amMDW - OAX
2 stops10h 25mDelta
jue. 10/238:15 amOAX - MDW
2 stops12h 59mDelta
Deal found 9/15$505
This Delta deal was found by Cheapflights users on 9/15. 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.
mar. 10/216:00 amMDW - OAX
2 stops13h 11mDelta
vie. 10/246:05 amOAX - MDW
2 stops15h 09mDelta
Deal found 9/15$522
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mié. 11/266:49 pmMDW - PXM
1 stop20h 11mMultiple Airlines
dom. 11/304:40 pmPXM - MDW
1 stop24h 54mMultiple Airlines
Deal found 9/16$524
This Delta deal was found by Cheapflights users on 9/15. 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.
sáb. 10/186:00 amMDW - OAX
2 stops10h 25mDelta
vie. 10/246:05 amOAX - MDW
2 stops15h 09mDelta
Deal found 9/15$525
This Delta deal was found by Cheapflights users on 9/15. 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.
lun. 10/206:00 amMDW - OAX
2 stops17h 45mDelta
mié. 10/226:15 amOAX - MDW
2 stops14h 59mDelta
Deal found 9/15$566
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
jue. 10/308:39 pmMDW - PXM
1 stop16h 01mMultiple Airlines
jue. 11/610:25 pmPXM - MDW
2 stops16h 27mMultiple Airlines
Deal found 9/14$576
This Delta deal was found by Cheapflights users on 9/17. 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.
mié. 11/126:00 amMDW - OAX
2 stops10h 59mDelta
mar. 11/186:00 amOAX - MDW
2 stops17h 32mDelta
Deal found 9/17$580
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
lun. 10/1310:56 pmMDW - PXM
2 stops19h 09mMultiple Airlines
dom. 10/195:40 pmPXM - MDW
1 stop24h 36mMultiple Airlines
Deal found 9/17$602
This Delta deal was found by Cheapflights users on 9/15. 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.
mié. 11/1910:47 amMDW - OAX
2 stops20h 43mDelta
mié. 11/266:00 amOAX - MDW
2 stops10h 39mDelta
Deal found 9/15$614
This Aeromexico deal was found by Cheapflights users on 9/16. 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.
dom. 10/126:00 amMDW - OAX
2 stops9h 45mAeromexico
mar. 10/216:05 amOAX - MDW
2 stops15h 09mAeromexico
Deal found 9/16$615
This Delta deal was found by Cheapflights users on 9/15. 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.
mar. 11/2512:47 pmMDW - OAX
2 stops18h 45mDelta
vie. 11/2810:23 amOAX - MDW
2 stops13h 09mDelta
Deal found 9/15$618

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 septiembre 17, 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

mar. 10/21

6:00 am-6:11 pm

2 stops13h 11m

Oaxaca Xoxocotlan

jue. 10/23

6:10 am-10:14 pm

2 stops15h 04m

$502

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sáb. 10/18

6:00 am-3:25 pm

2 stops10h 25m

Oaxaca Xoxocotlan

jue. 10/23

8:15 am-10:14 pm

2 stops12h 59m

$505

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sáb. 10/18

6:00 am-3:25 pm

2 stops10h 25m

Oaxaca Xoxocotlan

mié. 10/22

8:15 am-10:14 pm

2 stops12h 59m

$505

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

mié. 11/26

6:49 pm-3:00 pm

1 stop20h 11m

Puerto Escondido

dom. 11/30

4:40 pm-5:34 pm

1 stop24h 54m

$524

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

sáb. 10/18

6:00 am-3:25 pm

2 stops10h 25m

Oaxaca Xoxocotlan

vie. 10/24

6:05 am-10:14 pm

2 stops15h 09m

$525

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

lun. 10/20

6:00 am-10:45 pm

2 stops17h 45m

Oaxaca Xoxocotlan

mié. 10/22

6:15 am-10:14 pm

2 stops14h 59m

$566

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

jue. 10/30

8:39 pm-11:40 am

1 stop16h 01m

Puerto Escondido

jue. 11/6

10:25 pm-2:52 pm

2 stops16h 27m

$576

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

mié. 11/12

6:00 am-4:59 pm

2 stops10h 59m

Oaxaca Xoxocotlan

mar. 11/18

6:00 am-11:32 pm

2 stops17h 32m

$580

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

lun. 10/13

10:56 pm-5:05 pm

2 stops19h 09m

Puerto Escondido

dom. 10/19

5:40 pm-7:16 pm

1 stop24h 36m

$602

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

mar. 11/25

12:47 pm-7:32 am

2 stops18h 45m

Oaxaca Xoxocotlan

mar. 12/2

8:04 pm-11:32 pm

2 stops27h 28m

$614

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 54 results
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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
No data available for this route at this time. Please check back soon.

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.

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

    Delta can get you from Chicago Midway Airport to State of Oaxaca in just under 13h 11m. Your travel time can differ by up to . There are 1792 mi between Chicago Midway Airport and State of Oaxaca.

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

    To fly one-way, consider booking your trip with Volaris, which is currently one of the cheapest options available, starting at $254. Aeromexico flights start at $288 while deals on Delta start at $288 one-way.

  • 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 - Puerto Escondido or Chicago Midway - Santa Maria Huatulco 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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