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Oaxaca

$280+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OAX
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$503
(Delta)

One-way from

$348
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$530
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. 8% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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.
Wed 9/176:00 amMDW - OAX
2 stops12h 44mDelta
Thu 9/258:45 amOAX - MDW
2 stops11h 59mDelta
Deal found 6/12$503
This Aeromexico deal was found by Cheapflights users on 6/11. 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.
Fri 9/126:00 amMDW - OAX
2 stops16h 19mAeromexico
Fri 9/195:51 amOAX - MDW
2 stops14h 53mAeromexico
Deal found 6/11$543
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/114:00 pmMDW - OAX
2 stops17h 08mMultiple Airlines
Mon 7/147:40 pmOAX - MDW
1 stop22h 36mMultiple Airlines
Deal found 6/10$635
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/118:39 pmMDW - OAX
1 stop14h 59mVolaris
Mon 7/147:40 pmOAX - MDW
1 stop22h 36mVolaris
Deal found 6/10$662
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 6/258:39 pmMDW - PXM
1 stop16h 01mMultiple Airlines
Sun 6/295:45 pmPXM - MDW
2 stops27h 33mMultiple Airlines
Deal found 6/11$668
This Delta deal was found by Cheapflights users on 6/10. 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 10/106:00 amMDW - PXM
2 stops13h 16mDelta
Fri 10/179:28 amPXM - MDW
2 stops11h 16mDelta
Deal found 6/10$753
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/258:39 pmMDW - PXM
1 stop16h 01mVolaris
Sun 6/2912:20 pmPXM - MDW
3 stops31h 24mVolaris
Deal found 6/11$819
This Delta deal was found by Cheapflights users on 6/11. 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 7/186:00 amMDW - HUX
2 stops15h 22mDelta
Tue 7/227:13 amHUX - MDW
2 stops13h 29mDelta
Deal found 6/11$855
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Thu 7/247:40 amMDW - OAX
2 stops35h 52mFrontier
Sun 7/278:41 amOAX - MDW
2 stops26h 08mFrontier
Deal found 6/10$924
This Aeromexico deal was found by Cheapflights users on 6/11. 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.
Sun 8/106:00 amMDW - PXM
2 stops9h 43mAeromexico
Sat 8/162:15 pmPXM - MDW
2 stops30h 34mAeromexico
Deal found 6/11$1,133
This SmartFares deal was found by Cheapflights users on 6/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/258:39 pmMDW - HUX
2 stops19h 16mVolaris
Fri 8/13:45 pmHUX - MDW
2 stops26h 31mVolaris
Deal found 6/10$1,138
This Aeromexico deal was found by Cheapflights users on 6/10. 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.
Wed 7/236:00 amMDW - HUX
2 stops13h 22mAeromexico
Tue 7/297:08 amHUX - MDW
2 stops13h 34mAeromexico
Deal found 6/10$1,382

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 June 12, 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

Wed 9/17

6:00 am-5:44 pm

2 stops12h 44m

Oaxaca Xoxocotlan

Thu 9/25

8:45 am-9:44 pm

2 stops11h 59m

$503

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 9/12

6:00 am-9:19 pm

2 stops16h 19m

Oaxaca Xoxocotlan

Fri 9/19

5:51 am-9:44 pm

2 stops14h 53m

$543

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/11

4:00 pm-8:08 am

2 stops17h 08m

Oaxaca Xoxocotlan

Mon 7/14

7:40 pm-7:16 pm

1 stop22h 36m

$635

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Fri 7/11

8:39 pm-10:38 am

1 stop14h 59m

Oaxaca Xoxocotlan

Mon 7/14

7:40 pm-7:16 pm

1 stop22h 36m

$662

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Wed 6/25

8:39 pm-11:40 am

1 stop16h 01m

Puerto Escondido

Sun 6/29

5:45 pm-10:18 pm

2 stops27h 33m

$668

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Fri 10/10

6:00 am-6:16 pm

2 stops13h 16m

Puerto Escondido

Fri 10/17

9:28 am-9:44 pm

2 stops11h 16m

$753

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Wed 6/25

8:39 pm-11:40 am

1 stop16h 01m

Puerto Escondido

Sun 6/29

12:20 pm-8:44 pm

3 stops31h 24m

$819

ChicagoSanta Maria Huatulco

MDW - HUX

MDWHUX

Chicago Midway

Fri 7/18

6:00 am-8:22 pm

2 stops15h 22m

Santa Maria Huatulco

Tue 7/22

7:13 am-9:42 pm

2 stops13h 29m

$855

ChicagoOaxaca

MDW - OAX

MDWOAX

Chicago Midway

Thu 7/24

7:40 am-6:32 pm

2 stops35h 52m

Oaxaca Xoxocotlan

Sun 7/27

8:41 am-11:49 am

2 stops26h 08m

$924

ChicagoPuerto Escondido

MDW - PXM

MDWPXM

Chicago Midway

Sun 8/10

6:00 am-2:43 pm

2 stops9h 43m

Puerto Escondido

Sat 8/16

2:15 pm-9:49 pm

2 stops30h 34m

$1,133

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 17 results
1
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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

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 June 12, 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
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,706 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Volaris
6.7
Okay
1,170 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,295 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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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